Organic Chemistry-Package(Custom)
Organic Chemistry-Package(Custom)
4th Edition
ISBN: 9781259141089
Author: SMITH
Publisher: MCG
Question
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Chapter 7, Problem 7.45P
Interpretation Introduction

(a)

Interpretation:

To draw the given structure corresponding to each name.

Concept introduction:

Alkyl halides are organic molecules that contains a halogen atom X bonded to sp3 hybridized carbon atom. Alkyl halides are classified as primary (1°), secondary (2°), and tertiary (3°) depending on the number of carbons bonded to the carbon with the halogen. An alkyl halide is named as an alkane with a halogen substituent-that is, as a halo alkane. To name a halogen substituent, change the -ine ending of the name of the halogen to the suffix -o (chlorine-chloro).

Expert Solution
Check Mark

Answer to Problem 7.45P

Given the structure name is isopropyl bromide

Organic Chemistry-Package(Custom), Chapter 7, Problem 7.45P , additional homework tip  1

Explanation of Solution

To write the corresponding structure. To work backward from a name to the structure.

First find the parent name and draw it according to the number of carbons. Use the suffix to identify the functional group.

Then arrange the number of carbon in the chain. Finally add the substituent to the appropriate carbon.

Organic Chemistry-Package(Custom), Chapter 7, Problem 7.45P , additional homework tip  2

The bromide is in the middle carbon make it into a isopropyl.

Conclusion

Thus given the structure name is isopropyl bromide

Organic Chemistry-Package(Custom), Chapter 7, Problem 7.45P , additional homework tip  3

Interpretation Introduction

(b)

Interpretation:

To draw the given structure corresponding to each name.

Concept introduction:

Alkyl halides are organic molecules that contains a halogen atom X bonded to sp3 hybridized carbon atom. Alkyl halides are classified as primary (1°), secondary (2°), and tertiary (3°) depending on the number of carbons bonded to the carbon with the halogen. An alkyl halide is named as an alkane with a halogen substituent-that is, as a halo alkane. To name a halogen substituent, change the -ine ending of the name of the halogen to the suffix -o (chlorine-chloro).

Expert Solution
Check Mark

Answer to Problem 7.45P

Given the structure name is 3-bromo-4-ethylheptane

Organic Chemistry-Package(Custom), Chapter 7, Problem 7.45P , additional homework tip  4

Explanation of Solution

To write the corresponding structure. To work backward from a name to the structure.

First find the parent name and draw it according to the number of carbons. Use the suffix to identify the functional group.

Then arrange the number of carbon in the chain. Finally add the substituent to the appropriate carbon.

Organic Chemistry-Package(Custom), Chapter 7, Problem 7.45P , additional homework tip  5

Starting from first carbon the bromide is in the third carbon and ethyl is in fourth carbon, and there are total of seven carbon so 3-bromo-4-ethylheptane.

Conclusion

Thus given the structure name is 3-bromo-4-ethylheptane

Organic Chemistry-Package(Custom), Chapter 7, Problem 7.45P , additional homework tip  6

Interpretation Introduction

(c)

Interpretation:

To draw the given structure corresponding to each name.

Concept introduction:

Alkyl halides are organic molecules that contains a halogen atom X bonded to sp3 hybridized carbon atom. Alkyl halides are classified as primary (1°), secondary (2°), and tertiary (3°) depending on the number of carbons bonded to the carbon with the halogen. An alkyl halide is named as an alkane with a halogen substituent-that is, as a halo alkane. To name a halogen substituent, change the -ine ending of the name of the halogen to the suffix -o (chlorine-chloro).

Expert Solution
Check Mark

Answer to Problem 7.45P

Given the structure name is 1, 1-dichloro-2-methylcyclohexane

Organic Chemistry-Package(Custom), Chapter 7, Problem 7.45P , additional homework tip  7

Explanation of Solution

To write the corresponding structure. To work backward from a name to the structure.

First find the parent name and draw it according to the number of carbons. Use the suffix to identify the functional group.

Then arrange the number of carbon in the chain. Finally add the substituent to the appropriate carbon.

Organic Chemistry-Package(Custom), Chapter 7, Problem 7.45P , additional homework tip  8

Starting from first carbon the two chlorine is in the first carbon and methyl is in second carbon, and there are total of six carbon and ring so 1, 1-dichloro-2-methylcyclohexane.

Conclusion

Thus Given the structure name is 1, 1-dichloro-2-methylcyclohexane

Organic Chemistry-Package(Custom), Chapter 7, Problem 7.45P , additional homework tip  9

Interpretation Introduction

(d)

Interpretation:

To draw the given structure corresponding to each name.

Concept introduction:

Alkyl halides are organic molecules that contains a halogen atom X bonded to sp3 hybridized carbon atom. Alkyl halides are classified as primary (1°), secondary (2°), and tertiary (3°) depending on the number of carbons bonded to the carbon with the halogen. An alkyl halide is named as an alkane with a halogen substituent-that is, as a halo alkane. To name a halogen substituent, change the -ine ending of the name of the halogen to the suffix -o (chlorine-chloro).

Expert Solution
Check Mark

Answer to Problem 7.45P

Given the structure name is trans-1-chloro-3-iodocyclobutane

Organic Chemistry-Package(Custom), Chapter 7, Problem 7.45P , additional homework tip  10

Explanation of Solution

To write the corresponding structure. To work backward from a name to the structure.

First find the parent name and draw it according to the number of carbons. Use the suffix to identify the functional group.

Then arrange the number of carbon in the chain. Finally add the substituent to the appropriate carbon.

Organic Chemistry-Package(Custom), Chapter 7, Problem 7.45P , additional homework tip  11

Starting from first carbon the chlorine is in the first carbon and methyl is in third carbon, and there are total of four carbon and ring so trans-1-chloro-3-iodocyclobutane.

Conclusion

Thus Given the structure name is trans-1-chloro-3-iodocyclobutane

Organic Chemistry-Package(Custom), Chapter 7, Problem 7.45P , additional homework tip  12

Interpretation Introduction

(e)

Interpretation:

To draw the given structure corresponding to each name.

Concept introduction:

Alkyl halides are organic molecules that contains a halogen atom X bonded to sp3 hybridized carbon atom. Alkyl halides are classified as primary (1°), secondary (2°), and tertiary (3°) depending on the number of carbons bonded to the carbon with the halogen. An alkyl halide is named as an alkane with a halogen substituent-that is, as a halo alkane. To name a halogen substituent, change the -ine ending of the name of the halogen to the suffix -o (chlorine-chloro).

Expert Solution
Check Mark

Answer to Problem 7.45P

Given the structure name is 1-bromo-4-ethyl-3-fluorooctane

Organic Chemistry-Package(Custom), Chapter 7, Problem 7.45P , additional homework tip  13

Explanation of Solution

To write the corresponding structure. To work backward from a name to the structure.

First find the parent name and draw it according to the number of carbons. Use the suffix to identify the functional group.

Then arrange the number of carbon in the chain. Finally add the substituent to the appropriate carbon.

Organic Chemistry-Package(Custom), Chapter 7, Problem 7.45P , additional homework tip  14

Starting from first carbon the bromide is in the first carbon and methyl is in fourth carbon, and there are total of eight carbon so 1-bromo-4-ethyl-3-fluorooctane.

Conclusion

Thus Given the structure name is 1-bromo-4-ethyl-3-fluorooctane

Organic Chemistry-Package(Custom), Chapter 7, Problem 7.45P , additional homework tip  15

Interpretation Introduction

(f)

Interpretation:

To draw the given structure corresponding to each name.

Concept introduction:

Alkyl halides are organic molecules that contains a halogen atom X bonded to sp3 hybridized carbon atom. Alkyl halides are classified as primary (1°), secondary (2°), and tertiary (3°) depending on the number of carbons bonded to the carbon with the halogen. An alkyl halide is named as an alkane with a halogen substituent-that is, as a halo alkane. To name a halogen substituent, change the -ine ending of the name of the halogen to the suffix -o (chlorine-chloro).

Expert Solution
Check Mark

Answer to Problem 7.45P

Given the structure name is (3S)-3-iodo-2-methylnonane

Organic Chemistry-Package(Custom), Chapter 7, Problem 7.45P , additional homework tip  16

Explanation of Solution

To write the corresponding structure. To work backward from a name to the structure.

First find the parent name and draw it according to the number of carbons. Use the suffix to identify the functional group.

Then arrange the number of carbon in the chain. Finally add the substituent to the appropriate carbon.

Organic Chemistry-Package(Custom), Chapter 7, Problem 7.45P , additional homework tip  17

Starting from first carbon the iodo is in the third carbon and methyl is in second carbon, and there are total of nine carbon so (3S)-3-iodo-2-methylnonane.

Conclusion

Thus Given the structure name is (3S)-3-iodo-2-methylnonane

Organic Chemistry-Package(Custom), Chapter 7, Problem 7.45P , additional homework tip  18

Interpretation Introduction

(g)

Interpretation:

To draw the given structure corresponding to each name.

Concept introduction:

Alkyl halides are organic molecules that contains a halogen atom X bonded to sp3 hybridized carbon atom. Alkyl halides are classified as primary (1°), secondary (2°), and tertiary (3°) depending on the number of carbons bonded to the carbon with the halogen. An alkyl halide is named as an alkane with a halogen substituent-that is, as a halo alkane. To name a halogen substituent, change the -ine ending of the name of the halogen to the suffix -o (chlorine-chloro).

Expert Solution
Check Mark

Answer to Problem 7.45P

Given the structure name is (1 R, 2R)-trans-1-bromo-2-chlorocyclohexane

Organic Chemistry-Package(Custom), Chapter 7, Problem 7.45P , additional homework tip  19

Explanation of Solution

To write the corresponding structure. To work backward from a name to the structure.

First find the parent name and draw it according to the number of carbons. Use the suffix to identify the functional group.

Then arrange the number of carbon in the chain. Finally add the substituent to the appropriate carbon.

Organic Chemistry-Package(Custom), Chapter 7, Problem 7.45P , additional homework tip  20

Starting from first carbon the chloro and bromo is in the first carbon and there are total of six carbon so (1 R, 2R)-trans-1-bromo-2-chlorocyclohexane.

Conclusion

Thus Given the structure name is (1 R, 2R)-trans-1-bromo-2-chlorocyclohexane

Organic Chemistry-Package(Custom), Chapter 7, Problem 7.45P , additional homework tip  21

Interpretation Introduction

(h)

Interpretation:

To draw the given structure corresponding to each name.

Concept introduction:

Alkyl halides are organic molecules that contains a halogen atom X bonded to sp3 hybridized carbon atom. Alkyl halides are classified as primary (1°), secondary (2°), and tertiary (3°) depending on the number of carbons bonded to the carbon with the halogen. An alkyl halide is named as an alkane with a halogen substituent-that is, as a halo alkane. To name a halogen substituent, change the -ine ending of the name of the halogen to the suffix -o (chlorine-chloro).

Expert Solution
Check Mark

Answer to Problem 7.45P

Given the structure name is (5R)-4, 4, 5-trichloro-3, 3-dimethyldecane

Organic Chemistry-Package(Custom), Chapter 7, Problem 7.45P , additional homework tip  22

Explanation of Solution

To write the corresponding structure. To work backward from a name to the structure.

First find the parent name and draw it according to the number of carbons. Use the suffix to identify the functional group.

Then arrange the number of carbon in the chain. Finally add the substituent to the appropriate carbon.

Organic Chemistry-Package(Custom), Chapter 7, Problem 7.45P , additional homework tip  23

Starting from first carbon the chloro is in the fourth and fifth carbon and there are total of ten carbons so (5R)-4, 4, 5-trichloro-3, 3-dimethyldecane.

Conclusion

Thus Given the structure name is (5R)-4, 4, 5-trichloro-3, 3-dimethyldecane

Organic Chemistry-Package(Custom), Chapter 7, Problem 7.45P , additional homework tip  24

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Chapter 7 Solutions

Organic Chemistry-Package(Custom)

Ch. 7 - Prob. 7.11PCh. 7 - Prob. 7.12PCh. 7 - Does the equilibrium favor the reactants or...Ch. 7 - Prob. 7.14PCh. 7 - Prob. 7.15PCh. 7 - Classify each solvent as protic or aprotic. a. b....Ch. 7 - Prob. 7.17PCh. 7 - Prob. 7.18PCh. 7 - Prob. 7.19PCh. 7 - Prob. 7.20PCh. 7 - Prob. 7.21PCh. 7 - Draw an energy diagram for the reaction in Problem...Ch. 7 - Draw the product of each SN2 reaction and indicate...Ch. 7 - Prob. 7.24PCh. 7 - Prob. 7.25PCh. 7 - What happens to the rate of an SN1 reaction under...Ch. 7 - Draw the products of each SN1 reaction and...Ch. 7 - Classify each carbocation as 1,2, or 3. a. b. c....Ch. 7 - Prob. 7.29PCh. 7 - Prob. 7.30PCh. 7 - Which alkyl halide in each pair reacts faster in...Ch. 7 - Prob. 7.32PCh. 7 - Problem 7.30 For each alkyl halide and...Ch. 7 - Prob. 7.34PCh. 7 - Prob. 7.35PCh. 7 - Prob. 7.36PCh. 7 - Prob. 7.37PCh. 7 - Prob. 7.38PCh. 7 - Prob. 7.39PCh. 7 - Prob. 7.40PCh. 7 - Prob. 7.41PCh. 7 - Give the IUPAC name for each compound, including...Ch. 7 - Draw the products formed when each alkyl halide is...Ch. 7 - Give the IUPAC name for each compound. a. c....Ch. 7 - Prob. 7.45PCh. 7 - Classify each alkyl halide in Problem 7.44 as 1 ,...Ch. 7 - Draw the eight constitutional isomers having the...Ch. 7 - Prob. 7.48PCh. 7 - Draw the substitution product that results when...Ch. 7 - Draw the products of each nucleophilic...Ch. 7 - Prob. 7.51PCh. 7 - Rank the species in each group in order of...Ch. 7 - Which of the following nucleophilic substitution...Ch. 7 - Prob. 7.54PCh. 7 - Prob. 7.55PCh. 7 - Prob. 7.56PCh. 7 - 7.53 Consider the following reaction. Draw a...Ch. 7 - Prob. 7.58PCh. 7 - Prob. 7.59PCh. 7 - Draw the products of each SN2 reaction and...Ch. 7 - Prob. 7.61PCh. 7 - Prob. 7.62PCh. 7 - Prob. 7.63PCh. 7 - Consider the following SN1 reaction. a.Draw a...Ch. 7 - Prob. 7.65PCh. 7 - Prob. 7.66PCh. 7 - Draw the products of each SN1 reaction and...Ch. 7 - Prob. 7.68PCh. 7 - Prob. 7.69PCh. 7 - Diphenhydramine, the antihistamine in Benadryl,...Ch. 7 - Draw a stepwise, detailed mechanism for the...Ch. 7 - When a single compound contains both a nucleophile...Ch. 7 - Prob. 7.73PCh. 7 - Prob. 7.74PCh. 7 - Draw a stepwise, detailed mechanism f or the...Ch. 7 - Prob. 7.76PCh. 7 - Fill in the appropriate reagent or starting...Ch. 7 - Devise a synthesis of each compound from an alkyl...Ch. 7 - Prob. 7.79PCh. 7 - Suppose you have compounds A-D at y our disposal....Ch. 7 - Prob. 7.81PCh. 7 - Prob. 7.82PCh. 7 - Prob. 7.83PCh. 7 - Prob. 7.84PCh. 7 - 7.80 As we will learn in Chapter 9, an epoxide is...Ch. 7 - Prob. 7.86PCh. 7 - In some nucleophilic substitutions under SN1...
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