Organic Chemistry I Chem 334 - Fall 2011

Pre-Quiz 7

Professor Carl C. Wamser

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1. A good example of a pair of conformational stereoisomers would be

* a) axial and equatorial methylcyclohexane

b) cis-1,4-dimethylcyclohexane and trans-1,4-dimethylcyclohexane

c) cis-1,2-dimethylcyclohexane and cis-1,3-dimethylcyclohexane

d) (R,R)-1,2-dimethylcyclohexane and (S,S)-1,2-dimethylcyclohexane

2. A good example of a pair of constitutional isomers would be

a) axial and equatorial methylcyclohexane

b) cis-1,4-dimethylcyclohexane and trans-1,4-dimethylcyclohexane

* c) cis-1,2-dimethylcyclohexane and cis-1,3-dimethylcyclohexane

d) (R,R)-1,2-dimethylcyclohexane and (S,S)-1,2-dimethylcyclohexane

3. A good example of a pair of diastereomers would be

a) axial and equatorial methylcyclohexane

* b) cis-1,4-dimethylcyclohexane and trans-1,4-dimethylcyclohexane

c) cis-1,2-dimethylcyclohexane and cis-1,3-dimethylcyclohexane

d) (R,R)-1,2-dimethylcyclohexane and (S,S)-1,2-dimethylcyclohexane

4. A good example of a pair of enantiomers would be

a) axial and equatorial methylcyclohexane

b) cis-1,4-dimethylcyclohexane and trans-1,4-dimethylcyclohexane

c) cis-1,2-dimethylcyclohexane and cis-1,3-dimethylcyclohexane

* d) (R,R)-1,2-dimethylcyclohexane and (S,S)-1,2-dimethylcyclohexane

5. Addition of bromine to cyclohexene is expected to lead to products that would be described as

a) achiral

* b) racemic

c) constitutional isomers

d) cis-trans isomers