ORGANIC CHEMISTRY (LL+SM+ACCESS)
ORGANIC CHEMISTRY (LL+SM+ACCESS)
6th Edition
ISBN: 9781264309436
Author: SMITH
Publisher: MCG
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Chapter 9, Problem 36P

Name each compound depicted in the ball-and-stick models.

a. Chapter 9, Problem 36P, 9.37 Name each compound depicted in the ball-and-stick models.
a. b. c. 
 , example  1b. Chapter 9, Problem 36P, 9.37 Name each compound depicted in the ball-and-stick models.
a. b. c. 
 , example  2c. Chapter 9, Problem 36P, 9.37 Name each compound depicted in the ball-and-stick models.
a. b. c. 
 , example  3

Expert Solution
Check Mark
Interpretation Introduction

(a)

Interpretation: The name of given compound depicted in the ball-and-stick model is to be stated.

Concept introduction: One should follow the given steps to give the IUPAC name of cyclic alcohol. The first step is naming of ring that contains the carbon bonded to the hydroxyl group. While naming, the -e ending of parent cycloalkane must changed to the suffix -ol. The second step is numbering of carbon chain by providing lowest number to the OH group, and applying all other rules of nomenclature.

Answer to Problem 36P

The name of the given compound depicted in the ball-and-stick model is 3, 3-dimethylcyclohexanol.

Explanation of Solution

The given structure of alcohol is in the form of ball-and-stick model. It is converted into skeletal structure by replacing black ball with C, red ball with O, and gray ball with H.

ORGANIC CHEMISTRY (LL+SM+ACCESS), Chapter 9, Problem 36P , additional homework tip  1

Figure 1

One should follow the given steps to give the IUPAC name of cyclic alcohol. The first step is naming of ring that contains the carbon bonded to the hydroxyl group. While naming, the -e ending of parent cycloalkane must changed to the suffix -ol. The second step is numbering of carbon chain by providing lowest number to the OH group, and applying all other rules of nomenclature.

The above structure of cyclic alcohol shows that it consists of 6C's in the cyclic ring in which the hydroxyl group is bonded to C1, and two methyl groups are bonded to C3.

Thus, the name of the given compound depicted in the ball-and-stick model is 3, 3-dimethylcyclohexanol.

Conclusion

The name of the given compound depicted in the ball-and-stick model is 3, 3-dimethylcyclohexanol.

Expert Solution
Check Mark
Interpretation Introduction

(b)

Interpretation: The name of given compound depicted in the ball-and-stick model is to be stated.

Concept introduction: One should follow the given steps to give the IUPAC name of ether. The first step is naming of longest chain as an alkane and the shorter chain as an alkoxy group. The second step is applying the other nomenclature rules.

Answer to Problem 36P

The name of the given compound depicted in the ball-and-stick model is 1-ethoxy-2-methylpropane.

Explanation of Solution

The given structure of ether is in the form of ball-and-stick model. It is converted into skeletal structure by replacing black ball with C, red ball with O, and gray ball with H.

ORGANIC CHEMISTRY (LL+SM+ACCESS), Chapter 9, Problem 36P , additional homework tip  2

Figure 2

One should follow the given steps to give the IUPAC name of ether. The first step is naming of longest chain as an alkane and the shorter chain as an alkoxy group. The second step is applying the other nomenclature rules.

The above structure of ether shows that it consists of 3C's in the longest chain as an alkane in which at C2 the methyl group is substituted. Also, there are 2C's in the shorter chain as an alkoxy group.

Thus, the name of the given compound depicted in the ball-and-stick model is 1-ethoxy-2-methylpropane.

Conclusion

The name of the given compound depicted in the ball-and-stick model is 1-ethoxy-2-methylpropane.

Expert Solution
Check Mark
Interpretation Introduction

(c)

Interpretation: The name of given compound depicted in the ball-and-stick model is to be stated.

Concept introduction: One should follow the given steps to give the IUPAC name of an epoxyalkane. The first step is naming of alkane chain or ring to which oxygen atom is bonded, and using the epoxy (prefix) to name epoxide. The second step is designating the location of the atoms (using two numbers) to which the oxygen atom is bonded.

Answer to Problem 36P

The name of the given compound depicted in the ball-and-stick model is 1, 2-epoxy-1-ethyl-cyclopentane.

Explanation of Solution

The given structure of epoxide is in the form of ball-and-stick model. It is converted into skeletal structure by replacing black ball with C, red ball with O, and gray ball with H.

ORGANIC CHEMISTRY (LL+SM+ACCESS), Chapter 9, Problem 36P , additional homework tip  3

Figure 3

One should follow the given steps to give the IUPAC name of an epoxyalkane. The first step is naming of alkane chain or ring to which oxygen atom is bonded, and using the epoxy (prefix) to name epoxide. The second step is designating the location of the atoms (using two numbers) to which the oxygen atom is bonded.

The above structure of epoxide shows that the cyclopentane ring is bonded to the epoxide ring on C1 and C2 position. The one ethyl group is also bonded to C1 of epoxide.

ORGANIC CHEMISTRY (LL+SM+ACCESS), Chapter 9, Problem 36P , additional homework tip  4

Figure 4

Thus, the name of the given compound depicted in the ball-and-stick model is 1, 2-epoxy-1-ethyl-cyclopentane.

Conclusion

The name of the given compound depicted in the ball-and-stick model is 1, 2-epoxy-1-ethyl-cyclopentane.

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Chapter 9 Solutions

ORGANIC CHEMISTRY (LL+SM+ACCESS)

Ch. 9.11 - Problem 9.18 Draw the products of each reaction,...Ch. 9.11 - Problem 9.19 What is the major product formed...Ch. 9.12 - Prob. 19PCh. 9.12 - Prob. 20PCh. 9.12 - Problem 9.22 Draw the organic products formed in...Ch. 9.12 - Problem 9.23 Draw two steps to convert into each...Ch. 9.13 - Prob. 23PCh. 9.13 - Problem 9.25 Draw the products of each reaction,...Ch. 9.13 - Draw the products formed when (S)-butan-2-ol is...Ch. 9.13 - Draw the product formed when (CH3)2CHOH is treated...Ch. 9.14 - What alkyl halides are formed when each ether is...Ch. 9.14 - Explain why the treatment of anisole with HBr...Ch. 9.15 - Name each thiol. a. b. Ch. 9.15 - Draw the product of each reaction. ac b.d.Ch. 9.15 - Give the IUPAC name for each sulfide. a. b. Ch. 9.15 - Draw the product of each reaction. a. b. Ch. 9.16 - Prob. 33PCh. 9.16 - The cis and trans isomers of 2, 3-dimethyloxirane...Ch. 9.16 - Problem 9.36 Draw the product of each...Ch. 9 - 9.37 Name each compound depicted in the...Ch. 9 - Answer each question using the ball-and-stick...Ch. 9 - Prob. 38PCh. 9 - 9.40 Give IUPAC name for each...Ch. 9 - Prob. 40PCh. 9 - Prob. 41PCh. 9 - 9.46 What alkenes are formed when each alcohol is...Ch. 9 - Prob. 46PCh. 9 - Prob. 51PCh. 9 - 9.57 Draw a stepwise, detailed mechanism for the...Ch. 9 - Prob. 53PCh. 9 - 9.59 Draw two different routes to each of the...Ch. 9 - Prob. 55PCh. 9 - 9.61 Draw the products formed when each ether is...Ch. 9 - 9.62 Draw a stepwise mechanism for each...Ch. 9 - Draw a stepwise, detailed mechanism for the...Ch. 9 - Prob. 59PCh. 9 - Draw the products of each reaction. a.c. b.d.Ch. 9 - Prob. 64PCh. 9 - Prob. 75P
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