a) Interpretation: The given molecule has to be prepared by using nucleophilic substitution reaction. Concept introduction: S N 1 reaction: The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid which yield the corresponding carbocation intermediate, this carbocation intermediate undergoes substitution reaction which yields the corresponding substitution product. Tertiary alcohols undergo substitution very fast than the secondary alcohols because tertiary carbocation is more stable than the secondary carbocation than the primary carbocation. Primary alcohol is less stable therefore it won’t undergo S N 1substitution reaction. S N 2 reaction: The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid, the bromine atom attacks back side of the carbon atoms in simultaneous manner and which is bearing alcohol group which yield the corresponding product. Example: Alcohol is reaction with tosyl chloride in pyridine which provides retention of configuration of tosylated compound. This tosylated compound is further reaction with sodium methoxide which undergoes again S N 2 type of reaction, the methoxide ion attacks the carbon atom through the back side and provides Inverse configuration of methoxy compound. This is shown below, S N 2 reaction is second order reaction, the rate of the reaction is depending on the both substrate and nucleophiles.

Question

Want to see more full solutions like this?

Answer 1

Question

Chapter 11.SE, Problem 45AP

Interpretation Introduction

a)

Interpretation:

The given molecule has to be prepared by using nucleophilic substitution reaction.

Concept introduction:

S_N1 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid which yield the corresponding carbocation intermediate, this carbocation intermediate undergoes substitution reaction which yields the corresponding substitution product.

Tertiary alcohols undergo substitution very fast than the secondary alcohols because tertiary carbocation is more stable than the secondary carbocation than the primary carbocation.

Primary alcohol is less stable therefore it won’t undergo S_N1substitution reaction.

S_N2 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid, the bromine atom attacks back side of the carbon atoms in simultaneous manner and which is bearing alcohol group which yield the corresponding product.

Example:

Alcohol is reaction with tosyl chloride in pyridine which provides retention of configuration of tosylated compound. This tosylated compound is further reaction with sodium methoxide which undergoes again S_N2 type of reaction, the methoxide ion attacks the carbon atom through the back side and provides Inverse configuration of methoxy compound. This is shown below,

S_N2 reaction is second order reaction, the rate of the reaction is depending on the both substrate and nucleophiles.

Expert Solution

Answer to Problem 45AP

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 2

Explanation of Solution

Given information:

The product of the reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 3

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 4

The sodium amide is acts as a base and it abstract the highly acidic proton from propylene gives carbanion, this carbanion react with 2-bromo propane gives the corresponding product.

Conclusion

The given molecule is prepared by using nucleophilic substitution reaction.

Interpretation Introduction

b)

Interpretation:

The given molecule has to be prepared by using nucleophilic substitution reaction.

Concept introduction:

S_N1 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid which yield the corresponding carbocation intermediate, this carbocation intermediate undergoes substitution reaction which yields the corresponding substitution product.

Tertiary alcohols undergo substitution very fast than the secondary alcohols because tertiary carbocation is more stable than the secondary carbocation than the primary carbocation.

Primary alcohol is less stable therefore it won’t undergo S_N1substitution reaction.

S_N2 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid, the bromine atom attacks back side of the carbon atoms in simultaneous manner and which is bearing alcohol group which yield the corresponding product.

Example:

Alcohol is reaction with tosyl chloride in pyridine which provides retention of configuration of tosylated compound. This tosylated compound is further reaction with sodium methoxide which undergoes again S_N2 type of reaction, the methoxide ion attacks the carbon atom through the back side and provides Inverse configuration of methoxy compound. This is shown below,

S_N2 reaction is second order reaction, the rate of the reaction is depending on the both substrate and nucleophiles.

Expert Solution

Answer to Problem 45AP

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 6

Explanation of Solution

Given information:

The product of the reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 7

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 8

The sodium tertiary butoxide is acts as a base and it react with methyl bromide gives the corresponding ether product.

Conclusion

The given molecule is prepared by using nucleophilic substitution reaction.

Interpretation Introduction

c)

Interpretation:

The given molecule has to be prepared by using nucleophilic substitution reaction.

Concept introduction:

S_N1 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid which yield the corresponding carbocation intermediate, this carbocation intermediate undergoes substitution reaction which yields the corresponding substitution product.

Tertiary alcohols undergo substitution very fast than the secondary alcohols because tertiary carbocation is more stable than the secondary carbocation than the primary carbocation.

Primary alcohol is less stable therefore it won’t undergo S_N1substitution reaction.

S_N2 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid, the bromine atom attacks back side of the carbon atoms in simultaneous manner and which is bearing alcohol group which yield the corresponding product.

Example:

Alcohol is reaction with tosyl chloride in pyridine which provides retention of configuration of tosylated compound. This tosylated compound is further reaction with sodium methoxide which undergoes again S_N2 type of reaction, the methoxide ion attacks the carbon atom through the back side and provides Inverse configuration of methoxy compound. This is shown below,

S_N2 reaction is second order reaction, the rate of the reaction is depending on the both substrate and nucleophiles.

Expert Solution

Answer to Problem 45AP

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 10

Explanation of Solution

Given information:

The product of the reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 11

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 12

n-butyl bromide undergoes nucleophilic substitution reaction with cyanide (sodium cyanide) gives the corresponding cyanide product.

Conclusion

The given molecule is prepared by using nucleophilic substitution reaction.

Interpretation Introduction

d)

Interpretation:

The given molecule has to be prepared by using nucleophilic substitution reaction.

Concept introduction:

S_N1 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid which yield the corresponding carbocation intermediate, this carbocation intermediate undergoes substitution reaction which yields the corresponding substitution product.

Tertiary alcohols undergo substitution very fast than the secondary alcohols because tertiary carbocation is more stable than the secondary carbocation than the primary carbocation.

Primary alcohol is less stable therefore it won’t undergo S_N1substitution reaction.

S_N2 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid, the bromine atom attacks back side of the carbon atoms in simultaneous manner and which is bearing alcohol group which yield the corresponding product.

Example:

Alcohol is reaction with tosyl chloride in pyridine which provides retention of configuration of tosylated compound. This tosylated compound is further reaction with sodium methoxide which undergoes again S_N2 type of reaction, the methoxide ion attacks the carbon atom through the back side and provides Inverse configuration of methoxy compound. This is shown below,

S_N2 reaction is second order reaction, the rate of the reaction is depending on the both substrate and nucleophiles.

Expert Solution

Answer to Problem 45AP

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 14

Explanation of Solution

Given information:

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 15

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 16

Ethyl bromide undergoes nucleophilic substitution reaction with cyanide (sodium cyanide) gives the corresponding cyanide product, this cyanide undergoes catalytic reduction using Pt (metal reduction) gives amine compound.

Conclusion

The given molecule is prepared by using nucleophilic substitution reaction.

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!

Students have asked these similar questions

2. Draw the missing structure(s) in each of the following reactions. The missing structure(s) can be a starting material or the major reaction product(s). C5H10 H-CI CH2Cl2 CI

Draw the products of the stronger acid protonating the other reactant. དའི་སྐད”“ H3C OH H3C CH CH3 KEq Product acid Product base

Draw the products of the stronger acid protonating the other reactant. H3C NH2 NH2 KEq H3C-CH₂ 1. Product acid Product base

Answer 2

Question

Chapter 11.SE, Problem 45AP

Interpretation Introduction

a)

Interpretation:

The given molecule has to be prepared by using nucleophilic substitution reaction.

Concept introduction:

S_N1 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid which yield the corresponding carbocation intermediate, this carbocation intermediate undergoes substitution reaction which yields the corresponding substitution product.

Tertiary alcohols undergo substitution very fast than the secondary alcohols because tertiary carbocation is more stable than the secondary carbocation than the primary carbocation.

Primary alcohol is less stable therefore it won’t undergo S_N1substitution reaction.

S_N2 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid, the bromine atom attacks back side of the carbon atoms in simultaneous manner and which is bearing alcohol group which yield the corresponding product.

Example:

Alcohol is reaction with tosyl chloride in pyridine which provides retention of configuration of tosylated compound. This tosylated compound is further reaction with sodium methoxide which undergoes again S_N2 type of reaction, the methoxide ion attacks the carbon atom through the back side and provides Inverse configuration of methoxy compound. This is shown below,

S_N2 reaction is second order reaction, the rate of the reaction is depending on the both substrate and nucleophiles.

Expert Solution

Answer to Problem 45AP

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 2

Explanation of Solution

Given information:

The product of the reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 3

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 4

The sodium amide is acts as a base and it abstract the highly acidic proton from propylene gives carbanion, this carbanion react with 2-bromo propane gives the corresponding product.

Conclusion

The given molecule is prepared by using nucleophilic substitution reaction.

Interpretation Introduction

b)

Interpretation:

The given molecule has to be prepared by using nucleophilic substitution reaction.

Concept introduction:

S_N1 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid which yield the corresponding carbocation intermediate, this carbocation intermediate undergoes substitution reaction which yields the corresponding substitution product.

Tertiary alcohols undergo substitution very fast than the secondary alcohols because tertiary carbocation is more stable than the secondary carbocation than the primary carbocation.

Primary alcohol is less stable therefore it won’t undergo S_N1substitution reaction.

S_N2 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid, the bromine atom attacks back side of the carbon atoms in simultaneous manner and which is bearing alcohol group which yield the corresponding product.

Example:

Alcohol is reaction with tosyl chloride in pyridine which provides retention of configuration of tosylated compound. This tosylated compound is further reaction with sodium methoxide which undergoes again S_N2 type of reaction, the methoxide ion attacks the carbon atom through the back side and provides Inverse configuration of methoxy compound. This is shown below,

S_N2 reaction is second order reaction, the rate of the reaction is depending on the both substrate and nucleophiles.

Expert Solution

Answer to Problem 45AP

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 6

Explanation of Solution

Given information:

The product of the reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 7

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 8

The sodium tertiary butoxide is acts as a base and it react with methyl bromide gives the corresponding ether product.

Conclusion

The given molecule is prepared by using nucleophilic substitution reaction.

Interpretation Introduction

c)

Interpretation:

The given molecule has to be prepared by using nucleophilic substitution reaction.

Concept introduction:

S_N1 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid which yield the corresponding carbocation intermediate, this carbocation intermediate undergoes substitution reaction which yields the corresponding substitution product.

Tertiary alcohols undergo substitution very fast than the secondary alcohols because tertiary carbocation is more stable than the secondary carbocation than the primary carbocation.

Primary alcohol is less stable therefore it won’t undergo S_N1substitution reaction.

S_N2 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid, the bromine atom attacks back side of the carbon atoms in simultaneous manner and which is bearing alcohol group which yield the corresponding product.

Example:

Alcohol is reaction with tosyl chloride in pyridine which provides retention of configuration of tosylated compound. This tosylated compound is further reaction with sodium methoxide which undergoes again S_N2 type of reaction, the methoxide ion attacks the carbon atom through the back side and provides Inverse configuration of methoxy compound. This is shown below,

S_N2 reaction is second order reaction, the rate of the reaction is depending on the both substrate and nucleophiles.

Expert Solution

Answer to Problem 45AP

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 10

Explanation of Solution

Given information:

The product of the reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 11

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 12

n-butyl bromide undergoes nucleophilic substitution reaction with cyanide (sodium cyanide) gives the corresponding cyanide product.

Conclusion

The given molecule is prepared by using nucleophilic substitution reaction.

Interpretation Introduction

d)

Interpretation:

The given molecule has to be prepared by using nucleophilic substitution reaction.

Concept introduction:

S_N1 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid which yield the corresponding carbocation intermediate, this carbocation intermediate undergoes substitution reaction which yields the corresponding substitution product.

Tertiary alcohols undergo substitution very fast than the secondary alcohols because tertiary carbocation is more stable than the secondary carbocation than the primary carbocation.

Primary alcohol is less stable therefore it won’t undergo S_N1substitution reaction.

S_N2 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid, the bromine atom attacks back side of the carbon atoms in simultaneous manner and which is bearing alcohol group which yield the corresponding product.

Example:

Alcohol is reaction with tosyl chloride in pyridine which provides retention of configuration of tosylated compound. This tosylated compound is further reaction with sodium methoxide which undergoes again S_N2 type of reaction, the methoxide ion attacks the carbon atom through the back side and provides Inverse configuration of methoxy compound. This is shown below,

S_N2 reaction is second order reaction, the rate of the reaction is depending on the both substrate and nucleophiles.

Expert Solution

Answer to Problem 45AP

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 14

Explanation of Solution

Given information:

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 15

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 16

Ethyl bromide undergoes nucleophilic substitution reaction with cyanide (sodium cyanide) gives the corresponding cyanide product, this cyanide undergoes catalytic reduction using Pt (metal reduction) gives amine compound.

Conclusion

The given molecule is prepared by using nucleophilic substitution reaction.

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!

Answer 3

Question

Chapter 11.SE, Problem 45AP

Interpretation Introduction

a)

Interpretation:

The given molecule has to be prepared by using nucleophilic substitution reaction.

Concept introduction:

S_N1 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid which yield the corresponding carbocation intermediate, this carbocation intermediate undergoes substitution reaction which yields the corresponding substitution product.

Tertiary alcohols undergo substitution very fast than the secondary alcohols because tertiary carbocation is more stable than the secondary carbocation than the primary carbocation.

Primary alcohol is less stable therefore it won’t undergo S_N1substitution reaction.

S_N2 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid, the bromine atom attacks back side of the carbon atoms in simultaneous manner and which is bearing alcohol group which yield the corresponding product.

Example:

Alcohol is reaction with tosyl chloride in pyridine which provides retention of configuration of tosylated compound. This tosylated compound is further reaction with sodium methoxide which undergoes again S_N2 type of reaction, the methoxide ion attacks the carbon atom through the back side and provides Inverse configuration of methoxy compound. This is shown below,

S_N2 reaction is second order reaction, the rate of the reaction is depending on the both substrate and nucleophiles.

Expert Solution

Answer to Problem 45AP

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 2

Explanation of Solution

Given information:

The product of the reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 3

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 4

The sodium amide is acts as a base and it abstract the highly acidic proton from propylene gives carbanion, this carbanion react with 2-bromo propane gives the corresponding product.

Conclusion

The given molecule is prepared by using nucleophilic substitution reaction.

Interpretation Introduction

b)

Interpretation:

The given molecule has to be prepared by using nucleophilic substitution reaction.

Concept introduction:

S_N1 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid which yield the corresponding carbocation intermediate, this carbocation intermediate undergoes substitution reaction which yields the corresponding substitution product.

Tertiary alcohols undergo substitution very fast than the secondary alcohols because tertiary carbocation is more stable than the secondary carbocation than the primary carbocation.

Primary alcohol is less stable therefore it won’t undergo S_N1substitution reaction.

S_N2 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid, the bromine atom attacks back side of the carbon atoms in simultaneous manner and which is bearing alcohol group which yield the corresponding product.

Example:

Alcohol is reaction with tosyl chloride in pyridine which provides retention of configuration of tosylated compound. This tosylated compound is further reaction with sodium methoxide which undergoes again S_N2 type of reaction, the methoxide ion attacks the carbon atom through the back side and provides Inverse configuration of methoxy compound. This is shown below,

S_N2 reaction is second order reaction, the rate of the reaction is depending on the both substrate and nucleophiles.

Expert Solution

Answer to Problem 45AP

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 6

Explanation of Solution

Given information:

The product of the reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 7

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 8

The sodium tertiary butoxide is acts as a base and it react with methyl bromide gives the corresponding ether product.

Conclusion

The given molecule is prepared by using nucleophilic substitution reaction.

Interpretation Introduction

c)

Interpretation:

The given molecule has to be prepared by using nucleophilic substitution reaction.

Concept introduction:

S_N1 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid which yield the corresponding carbocation intermediate, this carbocation intermediate undergoes substitution reaction which yields the corresponding substitution product.

Tertiary alcohols undergo substitution very fast than the secondary alcohols because tertiary carbocation is more stable than the secondary carbocation than the primary carbocation.

Primary alcohol is less stable therefore it won’t undergo S_N1substitution reaction.

S_N2 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid, the bromine atom attacks back side of the carbon atoms in simultaneous manner and which is bearing alcohol group which yield the corresponding product.

Example:

Alcohol is reaction with tosyl chloride in pyridine which provides retention of configuration of tosylated compound. This tosylated compound is further reaction with sodium methoxide which undergoes again S_N2 type of reaction, the methoxide ion attacks the carbon atom through the back side and provides Inverse configuration of methoxy compound. This is shown below,

S_N2 reaction is second order reaction, the rate of the reaction is depending on the both substrate and nucleophiles.

Expert Solution

Answer to Problem 45AP

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 10

Explanation of Solution

Given information:

The product of the reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 11

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 12

n-butyl bromide undergoes nucleophilic substitution reaction with cyanide (sodium cyanide) gives the corresponding cyanide product.

Conclusion

The given molecule is prepared by using nucleophilic substitution reaction.

Interpretation Introduction

d)

Interpretation:

The given molecule has to be prepared by using nucleophilic substitution reaction.

Concept introduction:

S_N1 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid which yield the corresponding carbocation intermediate, this carbocation intermediate undergoes substitution reaction which yields the corresponding substitution product.

Tertiary alcohols undergo substitution very fast than the secondary alcohols because tertiary carbocation is more stable than the secondary carbocation than the primary carbocation.

Primary alcohol is less stable therefore it won’t undergo S_N1substitution reaction.

S_N2 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid, the bromine atom attacks back side of the carbon atoms in simultaneous manner and which is bearing alcohol group which yield the corresponding product.

Example:

Alcohol is reaction with tosyl chloride in pyridine which provides retention of configuration of tosylated compound. This tosylated compound is further reaction with sodium methoxide which undergoes again S_N2 type of reaction, the methoxide ion attacks the carbon atom through the back side and provides Inverse configuration of methoxy compound. This is shown below,

S_N2 reaction is second order reaction, the rate of the reaction is depending on the both substrate and nucleophiles.

Expert Solution

Answer to Problem 45AP

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 14

Explanation of Solution

Given information:

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 15

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 16

Ethyl bromide undergoes nucleophilic substitution reaction with cyanide (sodium cyanide) gives the corresponding cyanide product, this cyanide undergoes catalytic reduction using Pt (metal reduction) gives amine compound.

Conclusion

The given molecule is prepared by using nucleophilic substitution reaction.

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!

Answer 4

Question

Chapter 11.SE, Problem 45AP

Interpretation Introduction

a)

Interpretation:

The given molecule has to be prepared by using nucleophilic substitution reaction.

Concept introduction:

S_N1 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid which yield the corresponding carbocation intermediate, this carbocation intermediate undergoes substitution reaction which yields the corresponding substitution product.

Tertiary alcohols undergo substitution very fast than the secondary alcohols because tertiary carbocation is more stable than the secondary carbocation than the primary carbocation.

Primary alcohol is less stable therefore it won’t undergo S_N1substitution reaction.

S_N2 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid, the bromine atom attacks back side of the carbon atoms in simultaneous manner and which is bearing alcohol group which yield the corresponding product.

Example:

Alcohol is reaction with tosyl chloride in pyridine which provides retention of configuration of tosylated compound. This tosylated compound is further reaction with sodium methoxide which undergoes again S_N2 type of reaction, the methoxide ion attacks the carbon atom through the back side and provides Inverse configuration of methoxy compound. This is shown below,

S_N2 reaction is second order reaction, the rate of the reaction is depending on the both substrate and nucleophiles.

Expert Solution

Answer to Problem 45AP

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 2

Explanation of Solution

Given information:

The product of the reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 3

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 4

The sodium amide is acts as a base and it abstract the highly acidic proton from propylene gives carbanion, this carbanion react with 2-bromo propane gives the corresponding product.

Conclusion

The given molecule is prepared by using nucleophilic substitution reaction.

Interpretation Introduction

b)

Interpretation:

The given molecule has to be prepared by using nucleophilic substitution reaction.

Concept introduction:

S_N1 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid which yield the corresponding carbocation intermediate, this carbocation intermediate undergoes substitution reaction which yields the corresponding substitution product.

Tertiary alcohols undergo substitution very fast than the secondary alcohols because tertiary carbocation is more stable than the secondary carbocation than the primary carbocation.

Primary alcohol is less stable therefore it won’t undergo S_N1substitution reaction.

S_N2 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid, the bromine atom attacks back side of the carbon atoms in simultaneous manner and which is bearing alcohol group which yield the corresponding product.

Example:

Alcohol is reaction with tosyl chloride in pyridine which provides retention of configuration of tosylated compound. This tosylated compound is further reaction with sodium methoxide which undergoes again S_N2 type of reaction, the methoxide ion attacks the carbon atom through the back side and provides Inverse configuration of methoxy compound. This is shown below,

S_N2 reaction is second order reaction, the rate of the reaction is depending on the both substrate and nucleophiles.

Expert Solution

Answer to Problem 45AP

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 6

Explanation of Solution

Given information:

The product of the reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 7

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 8

The sodium tertiary butoxide is acts as a base and it react with methyl bromide gives the corresponding ether product.

Conclusion

The given molecule is prepared by using nucleophilic substitution reaction.

Interpretation Introduction

c)

Interpretation:

The given molecule has to be prepared by using nucleophilic substitution reaction.

Concept introduction:

S_N1 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid which yield the corresponding carbocation intermediate, this carbocation intermediate undergoes substitution reaction which yields the corresponding substitution product.

Tertiary alcohols undergo substitution very fast than the secondary alcohols because tertiary carbocation is more stable than the secondary carbocation than the primary carbocation.

Primary alcohol is less stable therefore it won’t undergo S_N1substitution reaction.

S_N2 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid, the bromine atom attacks back side of the carbon atoms in simultaneous manner and which is bearing alcohol group which yield the corresponding product.

Example:

Alcohol is reaction with tosyl chloride in pyridine which provides retention of configuration of tosylated compound. This tosylated compound is further reaction with sodium methoxide which undergoes again S_N2 type of reaction, the methoxide ion attacks the carbon atom through the back side and provides Inverse configuration of methoxy compound. This is shown below,

S_N2 reaction is second order reaction, the rate of the reaction is depending on the both substrate and nucleophiles.

Expert Solution

Answer to Problem 45AP

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 10

Explanation of Solution

Given information:

The product of the reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 11

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 12

n-butyl bromide undergoes nucleophilic substitution reaction with cyanide (sodium cyanide) gives the corresponding cyanide product.

Conclusion

The given molecule is prepared by using nucleophilic substitution reaction.

Interpretation Introduction

d)

Interpretation:

The given molecule has to be prepared by using nucleophilic substitution reaction.

Concept introduction:

S_N1 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid which yield the corresponding carbocation intermediate, this carbocation intermediate undergoes substitution reaction which yields the corresponding substitution product.

Tertiary alcohols undergo substitution very fast than the secondary alcohols because tertiary carbocation is more stable than the secondary carbocation than the primary carbocation.

Primary alcohol is less stable therefore it won’t undergo S_N1substitution reaction.

S_N2 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid, the bromine atom attacks back side of the carbon atoms in simultaneous manner and which is bearing alcohol group which yield the corresponding product.

Example:

Alcohol is reaction with tosyl chloride in pyridine which provides retention of configuration of tosylated compound. This tosylated compound is further reaction with sodium methoxide which undergoes again S_N2 type of reaction, the methoxide ion attacks the carbon atom through the back side and provides Inverse configuration of methoxy compound. This is shown below,

S_N2 reaction is second order reaction, the rate of the reaction is depending on the both substrate and nucleophiles.

Expert Solution

Answer to Problem 45AP

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 14

Explanation of Solution

Given information:

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 15

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 16

Ethyl bromide undergoes nucleophilic substitution reaction with cyanide (sodium cyanide) gives the corresponding cyanide product, this cyanide undergoes catalytic reduction using Pt (metal reduction) gives amine compound.

Conclusion

The given molecule is prepared by using nucleophilic substitution reaction.

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!

Answer 5

Chapter 11.SE, Problem 45AP

Interpretation Introduction

a)

Interpretation:

The given molecule has to be prepared by using nucleophilic substitution reaction.

Concept introduction:

S_N1 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid which yield the corresponding carbocation intermediate, this carbocation intermediate undergoes substitution reaction which yields the corresponding substitution product.

Tertiary alcohols undergo substitution very fast than the secondary alcohols because tertiary carbocation is more stable than the secondary carbocation than the primary carbocation.

Primary alcohol is less stable therefore it won’t undergo S_N1substitution reaction.

S_N2 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid, the bromine atom attacks back side of the carbon atoms in simultaneous manner and which is bearing alcohol group which yield the corresponding product.

Example:

Alcohol is reaction with tosyl chloride in pyridine which provides retention of configuration of tosylated compound. This tosylated compound is further reaction with sodium methoxide which undergoes again S_N2 type of reaction, the methoxide ion attacks the carbon atom through the back side and provides Inverse configuration of methoxy compound. This is shown below,

S_N2 reaction is second order reaction, the rate of the reaction is depending on the both substrate and nucleophiles.

Expert Solution

Answer to Problem 45AP

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 2

Explanation of Solution

Given information:

The product of the reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 3

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 4

The sodium amide is acts as a base and it abstract the highly acidic proton from propylene gives carbanion, this carbanion react with 2-bromo propane gives the corresponding product.

Conclusion

The given molecule is prepared by using nucleophilic substitution reaction.

Interpretation Introduction

b)

Interpretation:

The given molecule has to be prepared by using nucleophilic substitution reaction.

Concept introduction:

S_N1 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid which yield the corresponding carbocation intermediate, this carbocation intermediate undergoes substitution reaction which yields the corresponding substitution product.

Tertiary alcohols undergo substitution very fast than the secondary alcohols because tertiary carbocation is more stable than the secondary carbocation than the primary carbocation.

Primary alcohol is less stable therefore it won’t undergo S_N1substitution reaction.

S_N2 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid, the bromine atom attacks back side of the carbon atoms in simultaneous manner and which is bearing alcohol group which yield the corresponding product.

Example:

Alcohol is reaction with tosyl chloride in pyridine which provides retention of configuration of tosylated compound. This tosylated compound is further reaction with sodium methoxide which undergoes again S_N2 type of reaction, the methoxide ion attacks the carbon atom through the back side and provides Inverse configuration of methoxy compound. This is shown below,

S_N2 reaction is second order reaction, the rate of the reaction is depending on the both substrate and nucleophiles.

Expert Solution

Answer to Problem 45AP

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 6

Explanation of Solution

Given information:

The product of the reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 7

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 8

The sodium tertiary butoxide is acts as a base and it react with methyl bromide gives the corresponding ether product.

Conclusion

The given molecule is prepared by using nucleophilic substitution reaction.

Interpretation Introduction

c)

Interpretation:

The given molecule has to be prepared by using nucleophilic substitution reaction.

Concept introduction:

S_N1 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid which yield the corresponding carbocation intermediate, this carbocation intermediate undergoes substitution reaction which yields the corresponding substitution product.

Tertiary alcohols undergo substitution very fast than the secondary alcohols because tertiary carbocation is more stable than the secondary carbocation than the primary carbocation.

Primary alcohol is less stable therefore it won’t undergo S_N1substitution reaction.

S_N2 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid, the bromine atom attacks back side of the carbon atoms in simultaneous manner and which is bearing alcohol group which yield the corresponding product.

Example:

Alcohol is reaction with tosyl chloride in pyridine which provides retention of configuration of tosylated compound. This tosylated compound is further reaction with sodium methoxide which undergoes again S_N2 type of reaction, the methoxide ion attacks the carbon atom through the back side and provides Inverse configuration of methoxy compound. This is shown below,

S_N2 reaction is second order reaction, the rate of the reaction is depending on the both substrate and nucleophiles.

Expert Solution

Answer to Problem 45AP

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 10

Explanation of Solution

Given information:

The product of the reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 11

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 12

n-butyl bromide undergoes nucleophilic substitution reaction with cyanide (sodium cyanide) gives the corresponding cyanide product.

Conclusion

The given molecule is prepared by using nucleophilic substitution reaction.

Interpretation Introduction

d)

Interpretation:

The given molecule has to be prepared by using nucleophilic substitution reaction.

Concept introduction:

S_N1 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid which yield the corresponding carbocation intermediate, this carbocation intermediate undergoes substitution reaction which yields the corresponding substitution product.

Tertiary alcohols undergo substitution very fast than the secondary alcohols because tertiary carbocation is more stable than the secondary carbocation than the primary carbocation.

Primary alcohol is less stable therefore it won’t undergo S_N1substitution reaction.

S_N2 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid, the bromine atom attacks back side of the carbon atoms in simultaneous manner and which is bearing alcohol group which yield the corresponding product.

Example:

Alcohol is reaction with tosyl chloride in pyridine which provides retention of configuration of tosylated compound. This tosylated compound is further reaction with sodium methoxide which undergoes again S_N2 type of reaction, the methoxide ion attacks the carbon atom through the back side and provides Inverse configuration of methoxy compound. This is shown below,

S_N2 reaction is second order reaction, the rate of the reaction is depending on the both substrate and nucleophiles.

Expert Solution

Answer to Problem 45AP

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 14

Explanation of Solution

Given information:

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 15

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 16

Ethyl bromide undergoes nucleophilic substitution reaction with cyanide (sodium cyanide) gives the corresponding cyanide product, this cyanide undergoes catalytic reduction using Pt (metal reduction) gives amine compound.

Conclusion

The given molecule is prepared by using nucleophilic substitution reaction.

Answer 6

Chapter 11.SE, Problem 45AP

Interpretation Introduction

a)

Interpretation:

The given molecule has to be prepared by using nucleophilic substitution reaction.

Concept introduction:

S_N1 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid which yield the corresponding carbocation intermediate, this carbocation intermediate undergoes substitution reaction which yields the corresponding substitution product.

Tertiary alcohols undergo substitution very fast than the secondary alcohols because tertiary carbocation is more stable than the secondary carbocation than the primary carbocation.

Primary alcohol is less stable therefore it won’t undergo S_N1substitution reaction.

S_N2 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid, the bromine atom attacks back side of the carbon atoms in simultaneous manner and which is bearing alcohol group which yield the corresponding product.

Example:

Alcohol is reaction with tosyl chloride in pyridine which provides retention of configuration of tosylated compound. This tosylated compound is further reaction with sodium methoxide which undergoes again S_N2 type of reaction, the methoxide ion attacks the carbon atom through the back side and provides Inverse configuration of methoxy compound. This is shown below,

S_N2 reaction is second order reaction, the rate of the reaction is depending on the both substrate and nucleophiles.

Expert Solution

Answer to Problem 45AP

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 2

Explanation of Solution

Given information:

The product of the reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 3

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 4

The sodium amide is acts as a base and it abstract the highly acidic proton from propylene gives carbanion, this carbanion react with 2-bromo propane gives the corresponding product.

Conclusion

The given molecule is prepared by using nucleophilic substitution reaction.

Answer 7

Chapter 11.SE, Problem 45AP

Interpretation Introduction

a)

Interpretation:

The given molecule has to be prepared by using nucleophilic substitution reaction.

Concept introduction:

S_N1 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid which yield the corresponding carbocation intermediate, this carbocation intermediate undergoes substitution reaction which yields the corresponding substitution product.

Tertiary alcohols undergo substitution very fast than the secondary alcohols because tertiary carbocation is more stable than the secondary carbocation than the primary carbocation.

Primary alcohol is less stable therefore it won’t undergo S_N1substitution reaction.

S_N2 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid, the bromine atom attacks back side of the carbon atoms in simultaneous manner and which is bearing alcohol group which yield the corresponding product.

Example:

Alcohol is reaction with tosyl chloride in pyridine which provides retention of configuration of tosylated compound. This tosylated compound is further reaction with sodium methoxide which undergoes again S_N2 type of reaction, the methoxide ion attacks the carbon atom through the back side and provides Inverse configuration of methoxy compound. This is shown below,

S_N2 reaction is second order reaction, the rate of the reaction is depending on the both substrate and nucleophiles.

Answer 8

Expert Solution

Answer to Problem 45AP

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 2

Answer 9

Expert Solution

Answer 10

Expert Solution

Answer 11

Expert Solution

Answer 12

Explanation of Solution

Given information:

The product of the reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 3

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 4

The sodium amide is acts as a base and it abstract the highly acidic proton from propylene gives carbanion, this carbanion react with 2-bromo propane gives the corresponding product.

Answer 13

Conclusion

The given molecule is prepared by using nucleophilic substitution reaction.

Answer 14

Interpretation Introduction

b)

Interpretation:

The given molecule has to be prepared by using nucleophilic substitution reaction.

Concept introduction:

S_N1 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid which yield the corresponding carbocation intermediate, this carbocation intermediate undergoes substitution reaction which yields the corresponding substitution product.

Tertiary alcohols undergo substitution very fast than the secondary alcohols because tertiary carbocation is more stable than the secondary carbocation than the primary carbocation.

Primary alcohol is less stable therefore it won’t undergo S_N1substitution reaction.

S_N2 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid, the bromine atom attacks back side of the carbon atoms in simultaneous manner and which is bearing alcohol group which yield the corresponding product.

Example:

Alcohol is reaction with tosyl chloride in pyridine which provides retention of configuration of tosylated compound. This tosylated compound is further reaction with sodium methoxide which undergoes again S_N2 type of reaction, the methoxide ion attacks the carbon atom through the back side and provides Inverse configuration of methoxy compound. This is shown below,

S_N2 reaction is second order reaction, the rate of the reaction is depending on the both substrate and nucleophiles.

Expert Solution

Answer to Problem 45AP

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 6

Explanation of Solution

Given information:

The product of the reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 7

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 8

The sodium tertiary butoxide is acts as a base and it react with methyl bromide gives the corresponding ether product.

Conclusion

The given molecule is prepared by using nucleophilic substitution reaction.

Answer 15

Interpretation Introduction

b)

Interpretation:

The given molecule has to be prepared by using nucleophilic substitution reaction.

Concept introduction:

S_N1 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid which yield the corresponding carbocation intermediate, this carbocation intermediate undergoes substitution reaction which yields the corresponding substitution product.

Tertiary alcohols undergo substitution very fast than the secondary alcohols because tertiary carbocation is more stable than the secondary carbocation than the primary carbocation.

Primary alcohol is less stable therefore it won’t undergo S_N1substitution reaction.

S_N2 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid, the bromine atom attacks back side of the carbon atoms in simultaneous manner and which is bearing alcohol group which yield the corresponding product.

Example:

Alcohol is reaction with tosyl chloride in pyridine which provides retention of configuration of tosylated compound. This tosylated compound is further reaction with sodium methoxide which undergoes again S_N2 type of reaction, the methoxide ion attacks the carbon atom through the back side and provides Inverse configuration of methoxy compound. This is shown below,

S_N2 reaction is second order reaction, the rate of the reaction is depending on the both substrate and nucleophiles.

Answer 16

Expert Solution

Answer to Problem 45AP

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 6

Answer 17

Expert Solution

Answer 18

Expert Solution

Answer 19

Expert Solution

Answer 20

Explanation of Solution

Given information:

The product of the reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 7

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 8

The sodium tertiary butoxide is acts as a base and it react with methyl bromide gives the corresponding ether product.

Answer 21

Conclusion

The given molecule is prepared by using nucleophilic substitution reaction.

Answer 22

Interpretation Introduction

c)

Interpretation:

The given molecule has to be prepared by using nucleophilic substitution reaction.

Concept introduction:

S_N1 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid which yield the corresponding carbocation intermediate, this carbocation intermediate undergoes substitution reaction which yields the corresponding substitution product.

Tertiary alcohols undergo substitution very fast than the secondary alcohols because tertiary carbocation is more stable than the secondary carbocation than the primary carbocation.

Primary alcohol is less stable therefore it won’t undergo S_N1substitution reaction.

S_N2 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid, the bromine atom attacks back side of the carbon atoms in simultaneous manner and which is bearing alcohol group which yield the corresponding product.

Example:

Alcohol is reaction with tosyl chloride in pyridine which provides retention of configuration of tosylated compound. This tosylated compound is further reaction with sodium methoxide which undergoes again S_N2 type of reaction, the methoxide ion attacks the carbon atom through the back side and provides Inverse configuration of methoxy compound. This is shown below,

S_N2 reaction is second order reaction, the rate of the reaction is depending on the both substrate and nucleophiles.

Expert Solution

Answer to Problem 45AP

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 10

Explanation of Solution

Given information:

The product of the reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 11

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 12

n-butyl bromide undergoes nucleophilic substitution reaction with cyanide (sodium cyanide) gives the corresponding cyanide product.

Conclusion

The given molecule is prepared by using nucleophilic substitution reaction.

Answer 23

Interpretation Introduction

c)

Interpretation:

The given molecule has to be prepared by using nucleophilic substitution reaction.

Concept introduction:

S_N1 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid which yield the corresponding carbocation intermediate, this carbocation intermediate undergoes substitution reaction which yields the corresponding substitution product.

Tertiary alcohols undergo substitution very fast than the secondary alcohols because tertiary carbocation is more stable than the secondary carbocation than the primary carbocation.

Primary alcohol is less stable therefore it won’t undergo S_N1substitution reaction.

S_N2 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid, the bromine atom attacks back side of the carbon atoms in simultaneous manner and which is bearing alcohol group which yield the corresponding product.

Example:

Alcohol is reaction with tosyl chloride in pyridine which provides retention of configuration of tosylated compound. This tosylated compound is further reaction with sodium methoxide which undergoes again S_N2 type of reaction, the methoxide ion attacks the carbon atom through the back side and provides Inverse configuration of methoxy compound. This is shown below,

S_N2 reaction is second order reaction, the rate of the reaction is depending on the both substrate and nucleophiles.

Answer 24

Expert Solution

Answer to Problem 45AP

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 10

Answer 25

Expert Solution

Answer 26

Expert Solution

Answer 27

Expert Solution

Answer 28

Explanation of Solution

Given information:

The product of the reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 11

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 12

n-butyl bromide undergoes nucleophilic substitution reaction with cyanide (sodium cyanide) gives the corresponding cyanide product.

Answer 29

Conclusion

The given molecule is prepared by using nucleophilic substitution reaction.

Answer 30

Interpretation Introduction

d)

Interpretation:

The given molecule has to be prepared by using nucleophilic substitution reaction.

Concept introduction:

S_N1 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid which yield the corresponding carbocation intermediate, this carbocation intermediate undergoes substitution reaction which yields the corresponding substitution product.

Tertiary alcohols undergo substitution very fast than the secondary alcohols because tertiary carbocation is more stable than the secondary carbocation than the primary carbocation.

Primary alcohol is less stable therefore it won’t undergo S_N1substitution reaction.

S_N2 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid, the bromine atom attacks back side of the carbon atoms in simultaneous manner and which is bearing alcohol group which yield the corresponding product.

Example:

Alcohol is reaction with tosyl chloride in pyridine which provides retention of configuration of tosylated compound. This tosylated compound is further reaction with sodium methoxide which undergoes again S_N2 type of reaction, the methoxide ion attacks the carbon atom through the back side and provides Inverse configuration of methoxy compound. This is shown below,

S_N2 reaction is second order reaction, the rate of the reaction is depending on the both substrate and nucleophiles.

Expert Solution

Answer to Problem 45AP

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 14

Explanation of Solution

Given information:

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 15

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 16

Ethyl bromide undergoes nucleophilic substitution reaction with cyanide (sodium cyanide) gives the corresponding cyanide product, this cyanide undergoes catalytic reduction using Pt (metal reduction) gives amine compound.

Conclusion

The given molecule is prepared by using nucleophilic substitution reaction.

Answer 31

Interpretation Introduction

d)

Interpretation:

The given molecule has to be prepared by using nucleophilic substitution reaction.

Concept introduction:

S_N1 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid which yield the corresponding carbocation intermediate, this carbocation intermediate undergoes substitution reaction which yields the corresponding substitution product.

Tertiary alcohols undergo substitution very fast than the secondary alcohols because tertiary carbocation is more stable than the secondary carbocation than the primary carbocation.

Primary alcohol is less stable therefore it won’t undergo S_N1substitution reaction.

S_N2 reaction:

The alcohol is reaction with acids like hydrochloric acid or hydrobromic acid, the bromine atom attacks back side of the carbon atoms in simultaneous manner and which is bearing alcohol group which yield the corresponding product.

Example:

Alcohol is reaction with tosyl chloride in pyridine which provides retention of configuration of tosylated compound. This tosylated compound is further reaction with sodium methoxide which undergoes again S_N2 type of reaction, the methoxide ion attacks the carbon atom through the back side and provides Inverse configuration of methoxy compound. This is shown below,

S_N2 reaction is second order reaction, the rate of the reaction is depending on the both substrate and nucleophiles.

Answer 32

Expert Solution

Answer to Problem 45AP

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 14

Answer 33

Expert Solution

Answer 34

Expert Solution

Answer 35

Expert Solution

Answer 36

Explanation of Solution

Given information:

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 15

The reaction is given below,

EBK ORGANIC CHEMISTRY, Chapter 11.SE, Problem 45AP , additional homework tip 16

Ethyl bromide undergoes nucleophilic substitution reaction with cyanide (sodium cyanide) gives the corresponding cyanide product, this cyanide undergoes catalytic reduction using Pt (metal reduction) gives amine compound.