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1. Make a model of each compound, draw it in its most symmetric conformation, and

Chapter 5, Problem PROBLEM 5-14

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QUESTION:

1. Make a model of each compound, draw it in its most symmetric conformation, and determine whether it is capable of showing optical activity.

(a) 1-bromo-1-chloroethane

(b) 1-bromo-2-chloroethane

(c) 1,2-dichloropropane

(d) cis-1,3-dibromocyclohexane

(e) trans-1,3-dibromocyclohexane

(f) trans-1,4-dibromocyclohexane

2. Star (*) each asymmetric carbon atom in part (1), label each as (R) or (S), and compare your result from part (1) with the prediction you would make based on the asymmetric carbons.

Questions & Answers

QUESTION:

1. Make a model of each compound, draw it in its most symmetric conformation, and determine whether it is capable of showing optical activity.

(a) 1-bromo-1-chloroethane

(b) 1-bromo-2-chloroethane

(c) 1,2-dichloropropane

(d) cis-1,3-dibromocyclohexane

(e) trans-1,3-dibromocyclohexane

(f) trans-1,4-dibromocyclohexane

2. Star (*) each asymmetric carbon atom in part (1), label each as (R) or (S), and compare your result from part (1) with the prediction you would make based on the asymmetric carbons.

ANSWER:

Step 1 of 7

(a) 1-bromo-1-chloroethane

This is a chiral compound with one chiral carbon and hence symmetry conformation doesnot exist. Therefore optically active.

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