Organic Chemistry
Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
bartleby

Concept explainers

Question
Book Icon
Chapter 9, Problem 9.41P
Interpretation Introduction

(a)

Interpretation: The structure corresponding to the given name is to be drawn.

Concept introduction: To derive the structure of the compound from its IUPAC name, one should follow the given three steps. The first step involves the identification of parent name and functional group found at the end of the name. The second step is numbering of carbon skeleton in either direction. The third step is addition of substituents at appropriate carbon atoms.

Expert Solution
Check Mark

Answer to Problem 9.41P

The structure corresponding to the given name is,

Organic Chemistry, Chapter 9, Problem 9.41P , additional homework tip  1

Explanation of Solution

The name of the given compound is trans-2-methylcyclohexanol. The root name cyclohexanol suggests that the cyclic ring consists of six carbon atoms with alcohol functional group. On second carbon atom, methyl group is attached with trans stereochemistry. In order to show trans stereochemistry, the methyl group is placed on dash bond and hydroxyl group on wedge bond. Therefore, the structure corresponding to the given name is shown below.

Organic Chemistry, Chapter 9, Problem 9.41P , additional homework tip  2

Figure 1

Conclusion

The structure corresponding to the given name is shown in Figure 1.

Interpretation Introduction

(b)

Interpretation: The structure corresponding to the given name is to be drawn.

Concept introduction: To derive the structure of the compound from its IUPAC name, one should follow the given three steps. The first step involves the identification of parent name and functional group found at the end of the name. The second step is numbering of carbon skeleton in either direction. The third step is addition of substituents at appropriate carbon atoms.

Expert Solution
Check Mark

Answer to Problem 9.41P

The structure corresponding to the given name is,

Organic Chemistry, Chapter 9, Problem 9.41P , additional homework tip  3

Explanation of Solution

The name of the given compound is 2, 3, 3-trimethylbutan-2-ol. The root name butan-2-ol suggests that the longest carbon chain consists of four carbon atoms with alcohol functional group at second carbon atom. 2, 3, 3-trimethyl shows that three methyl groups are attached at second and third carbon atoms respectively. Therefore, the structure corresponding to the given name is shown below.

Organic Chemistry, Chapter 9, Problem 9.41P , additional homework tip  4

Figure 2

Conclusion

The structure corresponding to the given name is shown in Figure 2.

Interpretation Introduction

(c)

Interpretation: The structure corresponding to the given name is to be drawn.

Concept introduction: To derive the structure of the compound from its IUPAC name, one should follow the given three steps. The first step involves the identification of parent name and functional group found at the end of the name. The second step is numbering of carbon skeleton in either direction. The third step is addition of substituents at appropriate carbon atoms.

Expert Solution
Check Mark

Answer to Problem 9.41P

The structure corresponding to the given name is,

Organic Chemistry, Chapter 9, Problem 9.41P , additional homework tip  5

Explanation of Solution

The name of the given compound is 6-sec-butyl-7, 7-diethyldecan-4-ol. The root name decan-4-ol suggests that the longest carbon chain consists of ten carbon atoms with alcohol functional group at fourth carbon atom. 6-sec-butyl-7, 7-diethyl shows that two ethyl groups are attached at seventh carbon atom and secondary butyl group is present on sixth carbon atom respectively. Therefore, the structure corresponding to the given name is shown below.

Organic Chemistry, Chapter 9, Problem 9.41P , additional homework tip  6

Figure 3

Conclusion

The structure corresponding to the given name is shown in Figure 3.

Interpretation Introduction

(d)

Interpretation: The structure corresponding to the given name is to be drawn.

Concept introduction: To derive the structure of the compound from its IUPAC name, one should follow the given three steps. The first step involves the identification of parent name and functional group found at the end of the name. The second step is numbering of carbon skeleton in either direction. The third step is addition of substituents at appropriate carbon atoms.

Expert Solution
Check Mark

Answer to Problem 9.41P

The structure corresponding to the given name is,

Organic Chemistry, Chapter 9, Problem 9.41P , additional homework tip  7

Explanation of Solution

The name of the given compound is 3-chloropropane-1, 2-diol. The root name propane suggests that the longest carbon chain consists of three carbon atoms. 1, 2-diol shows the presence of alcohol functional group at one and second carbon atom respectively. 3-chloro shows that chloro group is attached at third carbon atom. Therefore, the structure corresponding to the given name is shown below.

Organic Chemistry, Chapter 9, Problem 9.41P , additional homework tip  8

Figure 4

Conclusion

The structure corresponding to the given name is shown in Figure 4.

Interpretation Introduction

(e)

Interpretation: The structure corresponding to the given name is to be drawn.

Concept introduction: To derive the structure of the compound from its IUPAC name, one should follow the given three steps. The first step involves the identification of parent name and functional group found at the end of the name. The second step is numbering of carbon skeleton in either direction. The third step is addition of substituents at appropriate carbon atoms.

Expert Solution
Check Mark

Answer to Problem 9.41P

The structure corresponding to the given name is,

Organic Chemistry, Chapter 9, Problem 9.41P , additional homework tip  9

Explanation of Solution

The name of the given compound is 1, 2-epoxy-1, 3, 3-trimethylcyclohexane. The root name cyclohexane suggests the cyclic ring of six carbon atoms. 1, 3, 3-trimethyl shows that three methyl groups are attached at first and third carbon atom respectively. 1, 2-epoxy indicates the presence of epoxy group between first and second carbon atoms. Therefore, the structure corresponding to the given name is shown below.

Organic Chemistry, Chapter 9, Problem 9.41P , additional homework tip  10

Figure 5

Conclusion

The structure corresponding to the given name is shown in Figure 5.

Interpretation Introduction

(f)

Interpretation: The structure corresponding to the given name is to be drawn.

Concept introduction: To derive the structure of the compound from its IUPAC name, one should follow the given three steps. The first step involves the identification of parent name and functional group found at the end of the name. The second step is numbering of carbon skeleton in either direction. The third step is addition of substituents at appropriate carbon atoms.

Expert Solution
Check Mark

Answer to Problem 9.41P

The structure corresponding to the given name is,

Organic Chemistry, Chapter 9, Problem 9.41P , additional homework tip  11

Explanation of Solution

The name of the given compound is 1-ethoxy-3-ethylheptane. The root name heptane shows the longest carbon chain of seven carbon atoms. 3-ethyl shows that one ethyl group is attached at third carbon atom and 1-ethoxy indicates the presence of ethoxy group at first carbon atom. Therefore, the structure corresponding to the given name is shown below.

Organic Chemistry, Chapter 9, Problem 9.41P , additional homework tip  12

Figure 6

Conclusion

The structure corresponding to the given name is shown in Figure 6.

Interpretation Introduction

(g)

Interpretation: The structure corresponding to the given name is to be drawn.

Concept introduction: To derive the structure of the compound from its IUPAC name, one should follow the given three steps. The first step involves the identification of parent name and functional group found at the end of the name. The second step is numbering of carbon skeleton in either direction. The third step is addition of substituents at appropriate carbon atoms.

The naming of chiral center and geometric isomers are based on Cahn-Ingold-Prelog priority rules. If the priority assigned to each group attached to the chirality center in a molecule is in a clockwise direction, then it is the R-stereoisomer, and if this is counter-clockwise, then it is the S-stereoisomer. R and S-stereoisomer are mirror images of each other.

Expert Solution
Check Mark

Answer to Problem 9.41P

The structure corresponding to the given name is,

Organic Chemistry, Chapter 9, Problem 9.41P , additional homework tip  13

Explanation of Solution

The name of the given compound is (2R, 3S)-3-isopropylhexan-2-ol. The root name hexan-2-ol suggests that the longest carbon chain consists of six carbon atoms with alcohol functional group at second carbon atom. 3-isopropyl shows that isopropyl group is attached at third carbon atom. (2R, 3S) suggests the stereochemistry of second and third carbon as R and S respectively. Therefore, the structure corresponding to the given name is shown below.

Organic Chemistry, Chapter 9, Problem 9.41P , additional homework tip  14

Figure 7

Conclusion

The structure corresponding to the given name is shown in Figure 7.

Interpretation Introduction

(h)

Interpretation: The structure corresponding to the given name is to be drawn.

Concept introduction: To derive the structure of the compound from its IUPAC name, one should follow the given three steps. The first step involves the identification of parent name and functional group found at the end of the name. The second step is numbering of carbon skeleton in either direction. The third step is addition of substituents at appropriate carbon atoms.

The naming of chiral center and geometric isomers are based on Cahn-Ingold-Prelog priority rules. If the priority assigned to each group attached to the chirality center in a molecule is in a clockwise direction, then it is the R-stereoisomer, and if this is counter-clockwise, then it is the S-stereoisomer. R and S-stereoisomer are mirror images of each other.

Expert Solution
Check Mark

Answer to Problem 9.41P

The structure corresponding to the given name is,

Organic Chemistry, Chapter 9, Problem 9.41P , additional homework tip  15

Explanation of Solution

The name of the given compound is (S)-2-ethoxy-1, 1-dimethylcyclopentane. The root name cyclopentane suggests that cyclic ring of five carbon atoms. 1, 1-dimethyl shows the presence of two methyl groups at first carbon atom. 2-ethoxy shows that ethoxy group is attached at second carbon atom. (S) suggests the stereochemistry of second carbon. Therefore, the structure corresponding to the given name is shown below.

Organic Chemistry, Chapter 9, Problem 9.41P , additional homework tip  16

Figure 8

Conclusion

The structure corresponding to the given name is shown in Figure 8.

Interpretation Introduction

(i)

Interpretation: The structure corresponding to the given name is to be drawn.

Concept introduction: To derive the structure of the compound from its IUPAC name, one should follow the given three steps. The first step involves the identification of parent name and functional group found at the end of the name. The second step is numbering of carbon skeleton in either direction. The third step is addition of substituents at appropriate carbon atoms.

Expert Solution
Check Mark

Answer to Problem 9.41P

The structure corresponding to the given name is,

Organic Chemistry, Chapter 9, Problem 9.41P , additional homework tip  17

Explanation of Solution

The name of the given compound is 4-ethoxyheptane-3-thiol. The root name heptane suggests that the longest carbon chain of seven carbon atoms. 3-thiol indicates the presence of thiol group at third carbon atom. Thiols are analogous of alcohols in which oxygen atom is replaced by sulphur atom. 4-ethoxy shows that ethoxy group is attached at fourth carbon atom. Therefore, the structure corresponding to the given name is shown below.

Organic Chemistry, Chapter 9, Problem 9.41P , additional homework tip  18

Figure 9

Conclusion

The structure corresponding to the given name is shown in Figure 9.

Interpretation Introduction

(j)

Interpretation: The structure corresponding to the given name is to be drawn.

Concept introduction: To derive the structure of the compound from its IUPAC name, one should follow the given three steps. The first step involves the identification of parent name and functional group found at the end of the name. The second step is numbering of carbon skeleton in either direction. The third step is addition of substituents at appropriate carbon atoms.

Expert Solution
Check Mark

Answer to Problem 9.41P

The structure corresponding to the given name is,

Organic Chemistry, Chapter 9, Problem 9.41P , additional homework tip  19

Explanation of Solution

The name of the given compound is 1-isopropylthio-2-methylcyclohexane. The root name cyclohexane suggests that the cyclic ring of six carbon atoms. 2-methyl indicates the presence of methyl group at second carbon atom. 1-isopropylthio shows the presence of isopropyl group attached to sulphur atom which further attached to the first carbon atom. Therefore, the structure corresponding to the given name is shown below.

Organic Chemistry, Chapter 9, Problem 9.41P , additional homework tip  20

Figure 10

Conclusion

The structure corresponding to the given name is shown in Figure 10.

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
Don't use ai to answer I will report you answer
Provide the correct common name for the compound shown here.
Ph heat heat

Chapter 9 Solutions

Organic Chemistry

Ch. 9 - Prob. 9.11PCh. 9 - Prob. 9.12PCh. 9 - Prob. 9.13PCh. 9 - Prob. 9.14PCh. 9 - Problem 9.13 Draw the structure of each...Ch. 9 - What other alkene is also formed along with Y in...Ch. 9 - Prob. 9.17PCh. 9 - Explain how the reaction of CH32CHCHCl CH3 with...Ch. 9 - Prob. 9.19PCh. 9 - Draw the products of each reaction, indicating the...Ch. 9 - Problem 9.19 What is the major product formed...Ch. 9 - Prob. 9.22PCh. 9 - Prob. 9.23PCh. 9 - Problem 9.22 Draw the organic products formed in...Ch. 9 - Problem 9.23 Draw two steps to convert into each...Ch. 9 - Draw the products of each reaction, and indicate...Ch. 9 - Draw the products of each reaction, and include...Ch. 9 - Draw the products formed when (S)-butan-2-ol is...Ch. 9 - Prob. 9.29PCh. 9 - Prob. 9.30PCh. 9 - Explain why the treatment of anisole with HBr...Ch. 9 - Prob. 9.32PCh. 9 - The cis and trans isomers of 2, 3-dimethyloxirane...Ch. 9 - 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. 9.37PCh. 9 - a. Draw the structure of 1, 2, and 3 alcohol with...Ch. 9 - Give IUPAC name for each alcohol. a....Ch. 9 - Name each ether and epoxide. a.b.c.d.Ch. 9 - Prob. 9.41PCh. 9 - Draw the eight constitutional isomers with...Ch. 9 - Rank each group of compounds in order of: a....Ch. 9 - Prob. 9.44PCh. 9 - 9.44 Why is the boiling point of higher than...Ch. 9 - Draw the organic products formed when CH3CH2CH2OH...Ch. 9 - Draw the organic products formed when 1-methyl...Ch. 9 - What alkenes are formed when each alcohol is...Ch. 9 - Prob. 9.49PCh. 9 - Prob. 9.50PCh. 9 - 9.48 Draw the products of each reaction and...Ch. 9 - Prob. 9.52PCh. 9 - 9.52 Draw a stepwise mechanism for the following...Ch. 9 - 9.53 Although alcohol V gives a single alkene W...Ch. 9 - Prob. 9.55PCh. 9 - Prob. 9.56PCh. 9 - Prob. 9.57PCh. 9 - When CH3CH2CH2CH2OH is treated with H2SO4 NaBr,...Ch. 9 - 9.57 Draw a stepwise, detailed mechanism for the...Ch. 9 - Prob. 9.60PCh. 9 - Draw two different routes to each of the following...Ch. 9 - Prob. 9.62PCh. 9 - Prob. 9.63PCh. 9 - 9.62 Draw a stepwise mechanism for each...Ch. 9 - Draw a stepwise, detailed mechanism for the...Ch. 9 - Prob. 9.66PCh. 9 - Draw the products of each reaction. a.c. b.d.Ch. 9 - When each halohydrin is treated with, a product of...Ch. 9 - Prob. 9.69PCh. 9 - Devise a stepwise mechanism for the following...Ch. 9 - Draw the products of each reaction, and indicate...Ch. 9 - Prepare each compound from CH3CH2CH2CH2OH. More...Ch. 9 - Prepare each compound from cyclopentanol. More...Ch. 9 - 9.72 Identify the reagents (a–h) needed to carry...Ch. 9 - Prob. 9.75PCh. 9 - 9.74 Treatment of with affords compound A and ....Ch. 9 - Prob. 9.77PCh. 9 - Prob. 9.78PCh. 9 - 9.77 Draw a stepwise, detailed mechanism for the...Ch. 9 - Dehydration of 1, 2, 2-trimethylcyclohexanol with...Ch. 9 - Prob. 9.81PCh. 9 - 9.80 Draw a stepwise mechanism for the following...Ch. 9 - 9.81 Aziridines are heterocycles that contain an...
Knowledge Booster
Background pattern image
Chemistry
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Text book image
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Text book image
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Text book image
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Text book image
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY