ORG.CHEM W/TEXT+SOLU.MANUAL
ORG.CHEM W/TEXT+SOLU.MANUAL
15th Edition
ISBN: 9780393252125
Author: KARTY
Publisher: W.W.NORTON+CO.
bartleby

Concept explainers

Question
Book Icon
Chapter 5, Problem 5.37P
Interpretation Introduction

(a)

Interpretation:

The given molecule is same or different enantiomer of the shown original molecule is to be identified.

Concept introduction:

Isomers are molecules having same connectivity. Enantiomers are nonsuperimposable mirror images. If the molecules can be interconverted by one or more single bond rotation, then they are said to be the same enantiomer or identical molecules. If the molecules are not able to interconvert, then they are enantiomers of each other.

Expert Solution
Check Mark

Answer to Problem 5.37P

The given molecule is not same enantiomer as the original one.

Explanation of Solution

The given original enantiomer is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 5, Problem 5.37P , additional homework tip  1

The molecule which is to be compared is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 5, Problem 5.37P , additional homework tip  2

The given molecule is the non superimposable mirror image of THE original molecule.

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 5, Problem 5.37P , additional homework tip  3

These molecules cannot be interconverted by single bond rotation. Hence, the given molecule is not same enantiomer as the original one.

Conclusion

The molecule is not a same enantiomer as the original molecule is determined on the basis of capability of interconversion by single bond rotation.

Interpretation Introduction

(b)

Interpretation:

The given molecule is same or different enantiomer of the shown original molecule is to be identified.

Concept introduction:

Isomers are the molecules having same connectivity. Enantiomers are nonsuperimposable mirror images. If the molecules can be interconverted by one or more single bond rotation, then they are said to be same enantiomer or identical molecules. If the molecules are not able to interconvert, then they are enantiomers of each other.

Expert Solution
Check Mark

Answer to Problem 5.37P

The given molecule is a same enantiomer as the original one.

Explanation of Solution

The given original enantiomer is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 5, Problem 5.37P , additional homework tip  4

The molecule which is to be compared is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 5, Problem 5.37P , additional homework tip  5

The molecule can be converted to original molecule.

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 5, Problem 5.37P , additional homework tip  6

Hence, the given molecule is a same enantiomer as the original one.

Conclusion

The molecule is a same enantiomer as the original molecule is determined on the basis of capability of interconversion by single bond rotation.

Interpretation Introduction

(c)

Interpretation:

The given molecule is same or different enantiomer of the shown original molecule is to be identified.

Concept introduction:

Isomers are the molecules having same connectivity. Enantiomers are nonsuperimposable mirror images. If the molecules can be interconverted by one or more single bond rotation, then they are said to be the same enantiomer or identical molecules. If the molecules are not able to interconvert, then they are enantiomers of each other.

Expert Solution
Check Mark

Answer to Problem 5.37P

The given molecule is not a same enantiomer as the original one.

Explanation of Solution

The given original enantiomer is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 5, Problem 5.37P , additional homework tip  7

The molecule which is to be compared is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 5, Problem 5.37P , additional homework tip  8

The molecule cannot be converted to the original molecule by single bond rotation.

Hence, the given molecule is not same enantiomer as the original one.

Conclusion

The molecule is not a same enantiomer as original molecule is determined on the basis of capability of interconversion by single bond rotation.

Interpretation Introduction

(d)

Interpretation:

The given molecule is same or different enantiomer of the shown original molecule is to be identified.

Concept introduction:

Isomers are molecules having same connectivity. Enantiomers are nonsuperimposable mirror images. If the molecules can be interconverted by one or more single bond rotation, then they are said to be the same enantiomer or identical molecules. If the molecules are not able to interconvert, then they are enantiomers of each other.

Expert Solution
Check Mark

Answer to Problem 5.37P

The given molecule is same enantiomer as the original one.

Explanation of Solution

The given original enantiomer is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 5, Problem 5.37P , additional homework tip  9

The molecule which is to be compared is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 5, Problem 5.37P , additional homework tip  10

The given Newman projection can be converted to zigzag structure as shown below:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 5, Problem 5.37P , additional homework tip  11

The molecule can be converted to the original molecule.

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 5, Problem 5.37P , additional homework tip  12

Hence, the given molecule is same enantiomer as the original one.

Conclusion

The molecule is a same enantiomer as original molecule is determined by converting Newman projection to zigzag structure.

Interpretation Introduction

(e)

Interpretation:

The given molecule is same or different enantiomer of the shown original molecule is to be identified.

Concept introduction:

Isomers are molecules having same connectivity. Enantiomers are nonsuperimposable mirror images. If the molecules can be interconverted by one or more single bond rotation, then they are said to be the same enantiomer or identical molecules. If the molecules are not able to interconvert, then they are enantiomers of each other.

Expert Solution
Check Mark

Answer to Problem 5.37P

The given molecule is not a same enantiomer as the original one.

Explanation of Solution

The given original enantiomer is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 5, Problem 5.37P , additional homework tip  13

The molecule which is to be compared is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 5, Problem 5.37P , additional homework tip  14

The given Newman projection can be converted to zigzag structure as shown below:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 5, Problem 5.37P , additional homework tip  15

The given molecule is a nonsuperimposable mirror image of the original molecule.

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 5, Problem 5.37P , additional homework tip  16

These molecules cannot be interconverted by single bond rotation. Hence, the given molecule is not same enantiomer as the original one.

Conclusion

The molecule is a not the same enantiomer as the original molecule is determined by converting Newman projection to zigzag structure.

Interpretation Introduction

(f)

Interpretation:

The given molecule is same or different enantiomer of the shown original molecule it is to be identified.

Concept introduction:

Isomers are molecules having same connectivity. Enantiomers are nonsuperimposable mirror images. If the molecules can be interconverted by one or more single bond rotation, then they are said to be same enantiomer or identical molecules. If the molecules are not able to interconvert, then they are enantiomers of each other. In Fischer projection, the horizontal bonds point towards the observer and are denoted as wedge bond in the zigzag structure.

Expert Solution
Check Mark

Answer to Problem 5.37P

The given molecule is a same enantiomer as the original one.

Explanation of Solution

The given original enantiomer is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 5, Problem 5.37P , additional homework tip  17

The molecule which is to be compared is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 5, Problem 5.37P , additional homework tip  18

The given Fischer projection can be converted to zigzag structure as shown below:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 5, Problem 5.37P , additional homework tip  19

Hence, the given molecule is a same enantiomer as the original one.

Conclusion

The molecule is not a same enantiomer as the original molecule is determined by converting Fischer projection to zigzag structure.

Interpretation Introduction

(e)

Interpretation:

The given molecule is same or different enantiomer of the shown original molecule is to be identified.

Concept introduction:

Isomers are molecules having same connectivity. Enantiomers are nonsuperimposable mirror images. If the molecules can be interconverted by one or more single bond rotation, then they are said to be the same enantiomer or identical molecules. If the molecules are not able to interconvert, then they are enantiomers of each other. In Fischer projection, the horizontal bonds point toward the observer and are denoted as wedge bond in the zigzag structure.

Expert Solution
Check Mark

Answer to Problem 5.37P

The given molecule is not a same enantiomer as the original one.

Explanation of Solution

The given original enantiomer is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 5, Problem 5.37P , additional homework tip  20

The molecule which is to be compared is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 5, Problem 5.37P , additional homework tip  21

The given Fischer projection can be converted to zigzag structure as shown below:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 5, Problem 5.37P , additional homework tip  22

The given molecule is a nonsuperimposable mirror image of the original molecule.

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 5, Problem 5.37P , additional homework tip  23

These molecules cannot be interconverted by single bond rotation. Hence, the given molecule is not same enantiomer as the original one.

Conclusion

The molecule is not a same enantiomer as the original molecule is determined by converting Fischer projection to zigzag structure.

Interpretation Introduction

(g)

Interpretation:

The given molecule is same or different enantiomer of the shown original molecule it is to be identified.

Concept introduction:

Isomers are the molecules having same connectivity. Enantiomers are nonsuperimposable mirror images. If the molecules can be interconverted by one or more single bond rotation, then they are said to be the same enantiomer or identical molecules. If the molecules are not able to interconvert, then they are enantiomers of each other.

Expert Solution
Check Mark

Answer to Problem 5.37P

The given molecule is not a same enantiomer as the original one.

Explanation of Solution

The given original enantiomer is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 5, Problem 5.37P , additional homework tip  24

The molecule which is to be compared is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 5, Problem 5.37P , additional homework tip  25

This molecule can be converted to original molecule by single bond rotation.

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 5, Problem 5.37P , additional homework tip  26

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 5, Problem 5.37P , additional homework tip  27

Hence, the given molecule is same enantiomer as the original one.

Conclusion

The molecule is a same enantiomer as the original molecule is determined on the basis of capability of interconversion by single bond rotation.

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
How many enantiomers are there in the molecule shown below?
can you please tell me if these are chiral or not?
Does the molecule below exist as a pair of enantiomers? If so, change the bonds to wedges and dashes to reflect R stereochemistry. If the molecule does not exist as a pair of enantiomers, check the box below.

Chapter 5 Solutions

ORG.CHEM W/TEXT+SOLU.MANUAL

Ch. 5 - Prob. 5.11PCh. 5 - Prob. 5.12PCh. 5 - Prob. 5.13PCh. 5 - Prob. 5.14PCh. 5 - Prob. 5.15PCh. 5 - Prob. 5.16PCh. 5 - Prob. 5.17PCh. 5 - Prob. 5.18PCh. 5 - Prob. 5.19PCh. 5 - Prob. 5.20PCh. 5 - Prob. 5.21PCh. 5 - Prob. 5.22PCh. 5 - Prob. 5.23PCh. 5 - Prob. 5.24PCh. 5 - Prob. 5.25PCh. 5 - Prob. 5.26PCh. 5 - Prob. 5.27PCh. 5 - Prob. 5.28PCh. 5 - Prob. 5.29PCh. 5 - Prob. 5.30PCh. 5 - Prob. 5.31PCh. 5 - Prob. 5.32PCh. 5 - Prob. 5.33PCh. 5 - Prob. 5.34PCh. 5 - Prob. 5.35PCh. 5 - Prob. 5.36PCh. 5 - Prob. 5.37PCh. 5 - Prob. 5.38PCh. 5 - Prob. 5.39PCh. 5 - Prob. 5.40PCh. 5 - Prob. 5.41PCh. 5 - Prob. 5.42PCh. 5 - Prob. 5.43PCh. 5 - Prob. 5.44PCh. 5 - Prob. 5.45PCh. 5 - Prob. 5.46PCh. 5 - Prob. 5.47PCh. 5 - Prob. 5.48PCh. 5 - Prob. 5.49PCh. 5 - Prob. 5.50PCh. 5 - Prob. 5.51PCh. 5 - Prob. 5.52PCh. 5 - Prob. 5.53PCh. 5 - Prob. 5.54PCh. 5 - Prob. 5.55PCh. 5 - Prob. 5.56PCh. 5 - Prob. 5.57PCh. 5 - Prob. 5.58PCh. 5 - Prob. 5.59PCh. 5 - Prob. 5.60PCh. 5 - Prob. 5.61PCh. 5 - Prob. 5.62PCh. 5 - Prob. 5.63PCh. 5 - Prob. 5.64PCh. 5 - Prob. 5.65PCh. 5 - Prob. 5.66PCh. 5 - Prob. 5.67PCh. 5 - Prob. 5.68PCh. 5 - Prob. 5.69PCh. 5 - Prob. 5.70PCh. 5 - Prob. 5.71PCh. 5 - Prob. 5.72PCh. 5 - Prob. 5.73PCh. 5 - Prob. 5.74PCh. 5 - Prob. 5.75PCh. 5 - Prob. 5.76PCh. 5 - Prob. 5.77PCh. 5 - Prob. 5.78PCh. 5 - Prob. 5.79PCh. 5 - Prob. 5.1YTCh. 5 - Prob. 5.2YTCh. 5 - Prob. 5.3YTCh. 5 - Prob. 5.4YTCh. 5 - Prob. 5.5YTCh. 5 - Prob. 5.6YTCh. 5 - Prob. 5.7YTCh. 5 - Prob. 5.8YTCh. 5 - Prob. 5.9YTCh. 5 - Prob. 5.10YTCh. 5 - Prob. 5.11YTCh. 5 - Prob. 5.12YTCh. 5 - Prob. 5.13YTCh. 5 - Prob. 5.14YTCh. 5 - Prob. 5.15YTCh. 5 - Prob. 5.16YTCh. 5 - Prob. 5.17YT
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.
Recommended textbooks for you
Text book image
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305080485
Author:John E. McMurry
Publisher:Cengage Learning