Organic Chemistry
Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 5, Problem 5.27AP
Interpretation Introduction

(a)

Interpretation:

The products obtained from the reaction of 1butene and Br2 in CH2Cl2 solvent is to be stated.

Concept introduction:

Alkenes are the unsaturated class of organic compounds which have a double bond in their structure. The general formula of alkene is written as CnH2n. They give rise to geometrical and stereoisomers- cistrans or EZ configuration.

The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of the organic compound is correctly interpreted from the name.

Expert Solution
Check Mark

Answer to Problem 5.27AP

The products obtained from the reaction of 1butene and Br2 in CH2Cl2 solvent is shown below.

Organic Chemistry, Chapter 5, Problem 5.27AP , additional homework tip  1

Explanation of Solution

The reaction of 1butene and Br2 in CH2Cl2 undergoes electrophilic substitution reaction. It results in the formation of 1,2dibromobutane a substitution product. The complete reaction is shown below.

Organic Chemistry, Chapter 5, Problem 5.27AP , additional homework tip  2

Figure 1

Conclusion

The products obtained from the reaction of 1butene and Br2 in CH2Cl2 solvent is shown in Figure 1.

Interpretation Introduction

(b)

Interpretation:

The products obtained from the reaction of 1butene and O3 at 78°C is to be stated.

Concept introduction:

Alkenes are the unsaturated class of organic compounds which have a double bond in their structure. The general formula of alkene is written as CnH2n. They give rise to geometrical and stereoisomers- cistrans or EZ configuration.

The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of the organic compound is correctly interpreted from the name.

Expert Solution
Check Mark

Answer to Problem 5.27AP

The products obtained from the reaction of 1butene and O3 at 78°C is shown below.

Organic Chemistry, Chapter 5, Problem 5.27AP , additional homework tip  3

Explanation of Solution

The reaction of 1butene with a molecule of ozone at 78°C temperature undergoes ozonolysis reaction. It results in the formation of ozonolysis adduct. The complete reaction is shown below.

Organic Chemistry, Chapter 5, Problem 5.27AP , additional homework tip  4

Figure 2

Conclusion

The products obtained from the reaction of 1butene and O3 at 78°C is shown in Figure 2.

Interpretation Introduction

(c)

Interpretation:

The products obtained from the reaction of 1butene and (CH3)2S solvent is to be stated.

Concept introduction:

Alkenes are the unsaturated class of organic compounds which have a double bond in their structure. The general formula of alkene is written as CnH2n. They give rise to geometrical and stereoisomers- cistrans or EZ configuration.

The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of the organic compound is correctly interpreted from the name.

Expert Solution
Check Mark

Answer to Problem 5.27AP

The products obtained from the reaction of the product of (b) with (CH3)2S solvent is shown below.

Organic Chemistry, Chapter 5, Problem 5.27AP , additional homework tip  5

Explanation of Solution

The reaction of the product (b) that is ozonolysis adduct with (CH3)2S solvent undergoes reduction reaction. It results in the formation of propionaldehyde or propanaldehyde and formaldehyde. The complete reaction is shown below.

Organic Chemistry, Chapter 5, Problem 5.27AP , additional homework tip  6

Figure 3

Conclusion

The products obtained from the reaction of the product of (b) with (CH3)2S solvent is shown in Figure 3.

Interpretation Introduction

(d)

Interpretation:

The products obtained from the reaction of 1butene and H2O2 solventis to be stated.

Concept introduction:

Alkenes are the unsaturated class of organic compounds which have a double bond in their structure. The general formula of alkene is written as CnH2n. They give rise to geometrical and stereoisomers- cistrans or EZ configuration.

The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of the organic compound is correctly interpreted from the name.

Expert Solution
Check Mark

Answer to Problem 5.27AP

The products obtained from the reaction of the product of (b) with H2O2 solvent is shown below.

Organic Chemistry, Chapter 5, Problem 5.27AP , additional homework tip  7

Explanation of Solution

The reaction of the product of part (b) with H2O2 solvent undergoes oxidation reaction. It results in the formation of propanoic acid and formic acid. The complete reaction is shown below.

Organic Chemistry, Chapter 5, Problem 5.27AP , additional homework tip  8

Figure 4

Conclusion

The products obtained from the reaction of the product of (b) with H2O2 solvent is shown in Figure 4.

Interpretation Introduction

(e)

Interpretation:

The products obtained from the reaction of 1butene and O2, flame is to be stated.

Concept introduction:

Alkenes are the unsaturated class of organic compounds which have a double bond in their structure. The general formula of alkene is written as CnH2n. They give rise to geometrical and stereoisomers- cistrans or EZ configuration.

The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of the organic compound is correctly interpreted from the name.

Expert Solution
Check Mark

Answer to Problem 5.27AP

The products obtained from the reaction of 1butene and O2, flame is shown below.

Organic Chemistry, Chapter 5, Problem 5.27AP , additional homework tip  9

Explanation of Solution

The reaction of 1butene with oxygen in the presence of flame undergoes combustion reaction. it results in the formation of four molecules of carbon dioxide and three molecules of water. The complete reaction is shown below.

Organic Chemistry, Chapter 5, Problem 5.27AP , additional homework tip  10

Figure 5

Conclusion

The products obtained from the reaction of 1butene and O2, flame is shown in Figure 5.

Interpretation Introduction

(f)

Interpretation:

The products obtained from the reaction of 1butene and HBr solventis to be stated.

Concept introduction:

Alkenes are the unsaturated class of organic compounds which have a double bond in their structure. The general formula of alkene is written as CnH2n. They give rise to geometrical and stereoisomers- cistrans or EZ configuration.

The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of the organic compound is correctly interpreted from the name.

Expert Solution
Check Mark

Answer to Problem 5.27AP

The products obtained from the reaction of 1butene and HBr solvent is shown below.

Organic Chemistry, Chapter 5, Problem 5.27AP , additional homework tip  11

Explanation of Solution

The reaction of 1butene with HBr reagent. It results in the formation of 2bromobutane. The addition of HBr reagent follows Markovinkov rule that is a negative part of reagent attached to that carbon which has a lesser number of the hydrogen atom. The reaction is shown below.

Organic Chemistry, Chapter 5, Problem 5.27AP , additional homework tip  12

Figure 6

Conclusion

The products obtained from the reaction of 1butene and HBr solvent is shown in Figure 6.

Interpretation Introduction

(g)

Interpretation:

The products obtained from the reaction of 1butene and I2,H2O solvent is to be stated.

Concept introduction:

Alkenes are the unsaturated class of organic compounds which have a double bond in their structure. The general formula of alkene is written as CnH2n. They give rise to geometrical and stereoisomers- cistrans or EZ configuration.

The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of the organic compound is correctly interpreted from the name.

Expert Solution
Check Mark

Answer to Problem 5.27AP

The products obtained from the reaction of 1butene and I2,H2O solvent is shown below.

Organic Chemistry, Chapter 5, Problem 5.27AP , additional homework tip  13

Explanation of Solution

The reaction of 1butene with I2,H2O reagent. It results in the formation of 1iodobutan-2-ol. The addition of I2,H2O reagent follows Markovinkov rule that is a negative part of reagent attached to that carbon which has a lesser number of the hydrogen atom. The reaction is shown below.

Organic Chemistry, Chapter 5, Problem 5.27AP , additional homework tip  14

Figure 7

Conclusion

The products obtained from the reaction of 1butene and I2,H2O solvent is shown in Figure 7.

Interpretation Introduction

(h)

Interpretation:

The products obtained from the reaction of 1butene and H2,Pt/C is to be stated.

Concept introduction:

Alkenes are the unsaturated class of organic compounds which have a double bond in their structure. The general formula of alkene is written as CnH2n. They give rise to geometrical and stereoisomers- cistrans or EZ configuration.

The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of the organic compound is correctly interpreted from the name.

Expert Solution
Check Mark

Answer to Problem 5.27AP

The products obtained from the reaction of 1butene and H2,Pt/C is shown below.

Organic Chemistry, Chapter 5, Problem 5.27AP , additional homework tip  15

Explanation of Solution

The reaction 1butene with H2,Pt/C undergoes hydrogenation reaction. It results in the formation of butane compound. The complete reaction is shown below.

Organic Chemistry, Chapter 5, Problem 5.27AP , additional homework tip  16

Figure 8

Conclusion

The products obtained from the reaction of 1butene and H2,Pt/C is shown in Figure 8.

Interpretation Introduction

(i)

Interpretation:

The products obtained from the reaction of 1butene and HBr in peroxide solvent is to be stated.

Concept introduction:

Alkenes are the unsaturated class of organic compounds which have a double bond in their structure. The general formula of alkene is written as CnH2n. They give rise to geometrical and stereoisomers- cistrans or EZ configuration.

The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of the organic compound is correctly interpreted from the name.

Expert Solution
Check Mark

Answer to Problem 5.27AP

The products obtained from the reaction of 1butene and HBr in peroxide solvent is shown below.

Organic Chemistry, Chapter 5, Problem 5.27AP , additional homework tip  17

Explanation of Solution

The reaction of 1butene with HBr in peroxide reagent. It results in the formation of 1bromobutane. The addition of HBr reagent in peroxide follows Anti-Markovinkov rule that is a negative part of reagent attached to that carbon which has a greater number of the hydrogen atom. The reaction is shown below.

Organic Chemistry, Chapter 5, Problem 5.27AP , additional homework tip  18

Figure 9

Conclusion

The products obtained from the reaction of 1butene and HBr in peroxide solvent is shown in Figure 9.

Interpretation Introduction

(j)

Interpretation:

The products obtained from the reaction of 1butene and BH3 in THF solvent is to be stated.

Concept introduction:

Alkenes are the unsaturated class of organic compounds which have a double bond in their structure. The general formula of alkene is written as CnH2n. They give rise to geometrical and stereoisomers- cistrans or EZ configuration.

The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of the organic compound is correctly interpreted from the name.

Expert Solution
Check Mark

Answer to Problem 5.27AP

The products obtained from the reaction of 1butene and BH3 in THF solvent is shown below.

Organic Chemistry, Chapter 5, Problem 5.27AP , additional homework tip  19

Explanation of Solution

The reaction of 1butene with BH3 in THF solvent undergoes hydroboration reaction with three molecules of borane. It results in the formation of trialkyl borane adduct. The reaction is shown below.

Organic Chemistry, Chapter 5, Problem 5.27AP , additional homework tip  20

Figure 10

Conclusion

The products obtained from the reaction of 1butene and BH3 in THF solvent is shown in Figure 10.

Interpretation Introduction

(k)

Interpretation:

The products obtained from the reaction of the product of part (j) and NaOH,H2O2 solvent is to be stated.

Concept introduction:

Alkenes are the unsaturated class of organic compounds which have a double bond in their structure. The general formula of alkene is written as CnH2n. They give rise to geometrical and stereoisomers- cistrans or EZ configuration.

The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of the organic compound is correctly interpreted from the name.

Expert Solution
Check Mark

Answer to Problem 5.27AP

The products obtained from the reaction of the product of part (j) and NaOH,H2O2 solvent is shown below.

Organic Chemistry, Chapter 5, Problem 5.27AP , additional homework tip  21

Explanation of Solution

The reaction of a trialkyl borane adduct that is obtained from part (j) with NaOH,H2O2 solvent undergoes oxidation reaction. It results in the formation of butan-2-ol. The oxidation reaction follows Markovinkov rule that is a negative part of reagent attached to that carbon which has a lesser number of the hydrogen atom. The reaction is shown below.

Organic Chemistry, Chapter 5, Problem 5.27AP , additional homework tip  22

Figure 11

Conclusion

The products obtained from the reaction of the product of part (j) and NaOH,H2O2 solvent is shown in Figure 11.

Interpretation Introduction

(l)

Interpretation:

The products obtained from the reaction of 1butene and Hg(OAc)2 in H2O solvent is to be stated.

Concept introduction:

Alkenes are the unsaturated class of organic compounds which have a double bond in their structure. The general formula of alkene is written as CnH2n. They give rise to geometrical and stereoisomers- cistrans or EZ configuration.

The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of the organic compound is correctly interpreted from the name.

Expert Solution
Check Mark

Answer to Problem 5.27AP

The products obtained from the reaction of 1butene and Hg(OAc)2 in H2O solvent is shown below.

Organic Chemistry, Chapter 5, Problem 5.27AP , additional homework tip  23

Explanation of Solution

The reaction of 1butene with Hg(OAc)2 in H2O solvent undergoes oxymercuration reaction. This reaction follows Markovinkov rule that is a negative part of reagent attached to that carbon which has a lesser number of the hydrogen atom. It results in the formation of the oxymercuration adduct product. The reaction is shown below.

Organic Chemistry, Chapter 5, Problem 5.27AP , additional homework tip  24

Figure 12

Conclusion

The products obtained from the reaction of 1butene and Hg(OAc)2 in H2O solvent is shown in Figure 12.

Interpretation Introduction

(m)

Interpretation:

The products obtained from the reaction of the product of part (l) and NaBH4/NaOH solventis to be stated.

Concept introduction:

Alkenes are the unsaturated class of organic compounds which have a double bond in their structure. The general formula of alkene is written as CnH2n. They give rise to geometrical and stereoisomers- cistrans or EZ configuration.

The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of the organic compound is correctly interpreted from the name.

Expert Solution
Check Mark

Answer to Problem 5.27AP

The products obtained from the reaction of the product of part (l) and NaBH4/NaOH solvent is shown below.

Organic Chemistry, Chapter 5, Problem 5.27AP , additional homework tip  25

Explanation of Solution

The reaction of the product of part (l) reaction with NaBH4/NaOH solvent undergoes oxidation reaction. This oxidation reaction follows Markovinkov rule that is a negative part of reagent attached to that carbon which has a lesser number of the hydrogen atom. It results in the formation of 2-butanol. The reaction is shown below.

Organic Chemistry, Chapter 5, Problem 5.27AP , additional homework tip  26

Figure 13

Conclusion

The products obtained from the reaction of the product of part (l) and NaBH4/NaOH solvent is shown in Figure 13.

Interpretation Introduction

(n)

Interpretation:

The products obtained from the reaction of 1-butene and the given reagent is to be stated.

Concept introduction:

Alkenes are the unsaturated class of organic compounds which have a double bond in their structure. The general formula of alkene is written as CnH2n. They give rise to geometrical and stereoisomers- cistrans or EZ configuration. The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of the organic compound is correctly interpreted from the name.

Expert Solution
Check Mark

Answer to Problem 5.27AP

The products obtained from the reaction of 1-butene and HI solvent is shown below.

Organic Chemistry, Chapter 5, Problem 5.27AP , additional homework tip  27

Explanation of Solution

The reaction of 1-butene and HI solvent undergoes addition reaction. This reaction follows Markovinkov rule that is a negative part of reagent attached to that carbon which has a lesser number of the hydrogen atom. It results in the formation of 2-iodobutane. The reaction is shown below.

Organic Chemistry, Chapter 5, Problem 5.27AP , additional homework tip  28

Figure 14

Conclusion

The products obtained from the reaction of 1-butene and HI solvent is to be stated.

Interpretation Introduction

(o)

Interpretation:

The products obtained from the reaction of 1-butene and HI, AIBN solvent is shown in Figure 14.

Concept introduction:

Alkenes are the unsaturated class of organic compounds which have a double bond in their structure. The general formula of alkene is written as CnH2n. They give rise to geometrical and stereoisomers- cistrans or EZ configuration. The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of the organic compound is correctly interpreted from the name.

Expert Solution
Check Mark

Answer to Problem 5.27AP

The products obtained from the reaction of 1-butene and HI, AIBN solvent is shown below.

Organic Chemistry, Chapter 5, Problem 5.27AP , additional homework tip  29

Explanation of Solution

The reaction of 1-butene with HI, AIBN Solvent undergoes radical addition reaction. It results in the formation of iodobutane addition product. The reaction follows Anti-Markovinkov rule that is a negative part of reagent attached to that carbon which has a greater number of the hydrogen atom. The reaction is shown below.

Organic Chemistry, Chapter 5, Problem 5.27AP , additional homework tip  30

Figure 15

Conclusion

The products obtained from the reaction of 1-butene and HI, AIBN solvent is shown in Figure 15.

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