Homework Help is Here – Start Your Trial Now!
Science
Chemistry
Name_ 3. Reactions Phenylpropyl chloride, which has the formula (CeHs)C3H&CI, has exactly 8 isomers including stereoisomers. The eight isomers are assigned the letters A-E. Isomers A and D are achiral. Isomers B, C and E exist as pairs of enantiomers [(R)-B + (S)-B, (R)-C + (S)-C, (R)-E + (S)-E]. Below you are provided with information about how these isomers react. Based on this information, draw the correct structures of A-E in the boxes provided on the next page. MeONa Ph. A Achiral The product has the molecular formula (Č6H5)C4H9©. Ph The product has S configuration. MeSNa (R)-B DMSO t-Bu©K (S)-B Ph MeONa Ph (R)-C The product has the molecular formula (C6H5)C3H5. KCN (S)-C The product hasRconfiguration. DMF Ph EZ Меон, 60°C The product has the molecular formula (ȧH5)C4H90. Isomer D reacts the fastest of all the (C6H5)C3H6CI isomers under these reaction conditions. Achiral MeONa These twe reactieons give the same product. t-BUOK (R)-E NaN3 (S)-E The product has S configuration. DMF

Name_ 3. Reactions Phenylpropyl chloride, which has the formula (CeHs)C3H&CI, has exactly 8 isomers including stereoisomers. The eight isomers are assigned the letters A-E. Isomers A and D are achiral. Isomers B, C and E exist as pairs of enantiomers [(R)-B + (S)-B, (R)-C + (S)-C, (R)-E + (S)-E]. Below you are provided with information about how these isomers react. Based on this information, draw the correct structures of A-E in the boxes provided on the next page. MeONa Ph. A Achiral The product has the molecular formula (Č6H5)C4H9©. Ph The product has S configuration. MeSNa (R)-B DMSO t-Bu©K (S)-B Ph MeONa Ph (R)-C The product has the molecular formula (C6H5)C3H5. KCN (S)-C The product hasRconfiguration. DMF Ph EZ Меон, 60°C The product has the molecular formula (ȧH5)C4H90. Isomer D reacts the fastest of all the (C6H5)C3H6CI isomers under these reaction conditions. Achiral MeONa These twe reactieons give the same product. t-BUOK (R)-E NaN3 (S)-E The product has S configuration. DMF

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
See similar textbooks
icon
Related questions
Question

Draw the structure of each isomer.

**3. Reactions** Phenylpropyl chloride, which has the formula \( (C_6H_5)C_3H_6Cl \), has exactly 8 isomers including stereoisomers. The eight isomers are assigned the letters A-E. Isomers A and D are achiral. Isomers B, C, and E exist as pairs of enantiomers \([(R)-B + (S)-B, (R)-C + (S)-C, (R)-E + (S)-E]\). Below you are provided with information about how these isomers react. Based on this information, draw the correct structures of A-E in the boxes provided on the next page. - **A:** - Reaction: \( \text{MeONa} \) - Result: The product has the molecular formula \( (C_6H_5)C_4H_9 \theta \). - Note: Achiral - **(R)-B:** - Reaction: \(\text{MeSNa, DMSO}\) - Result: The product has S configuration. - **(S)-B:** - Reaction: \(\text{t-BuOK}\) - Result: Produces \( \text{Ph} \) - **(R)-C:** - Reaction: \(\text{MeONa}\) - Result: The product has the molecular formula \( (C_6H_5)C_3H_5 \). - **(S)-C:** - Reaction: \(\text{KCN, DMF}\) - Result: The product has R configuration. - **D:** - Reaction 1: \(\text{MeOH, 60°C}\) - Result: The product has the molecular formula \( (C_6H_5)C_4H_9 \theta \). - Note: Isomer D reacts the fastest of all the \( (C_6H_5)C_3H_6Cl \) isomers under these reaction conditions. - Reaction 2: \(\text{MeONa}\) and \(\text{t-BuOK}\) - Note: These two reactions give the same product. - **(R)-E:** - Reaction: \(\text{N}_3
Transcribed Image Text:**3. Reactions** Phenylpropyl chloride, which has the formula \( (C_6H_5)C_3H_6Cl \), has exactly 8 isomers including stereoisomers. The eight isomers are assigned the letters A-E. Isomers A and D are achiral. Isomers B, C, and E exist as pairs of enantiomers \([(R)-B + (S)-B, (R)-C + (S)-C, (R)-E + (S)-E]\). Below you are provided with information about how these isomers react. Based on this information, draw the correct structures of A-E in the boxes provided on the next page. - **A:** - Reaction: \( \text{MeONa} \) - Result: The product has the molecular formula \( (C_6H_5)C_4H_9 \theta \). - Note: Achiral - **(R)-B:** - Reaction: \(\text{MeSNa, DMSO}\) - Result: The product has S configuration. - **(S)-B:** - Reaction: \(\text{t-BuOK}\) - Result: Produces \( \text{Ph} \) - **(R)-C:** - Reaction: \(\text{MeONa}\) - Result: The product has the molecular formula \( (C_6H_5)C_3H_5 \). - **(S)-C:** - Reaction: \(\text{KCN, DMF}\) - Result: The product has R configuration. - **D:** - Reaction 1: \(\text{MeOH, 60°C}\) - Result: The product has the molecular formula \( (C_6H_5)C_4H_9 \theta \). - Note: Isomer D reacts the fastest of all the \( (C_6H_5)C_3H_6Cl \) isomers under these reaction conditions. - Reaction 2: \(\text{MeONa}\) and \(\text{t-BuOK}\) - Note: These two reactions give the same product. - **(R)-E:** - Reaction: \(\text{N}_3
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 7 steps with 9 images

SEE SOLUTIONCheck out a sample Q&A here
Blurred answer
Knowledge Booster
General Physical Properties of Organic Compounds
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
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY
SEE MORE TEXTBOOKS