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For each of the compounds described by the following

Chapter 6, Problem 27SP

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QUESTION:

Problem 27SP

For each of the compounds described by the following names,

1. draw a three-dimensional representation.

2. star (*)each chirality center.

3. draw any planes of symmetry.

4. draw any enantiomer.

5. draw any diastereomers.

6. label each structure you have drawn as chiral or achiral.

(a) (S)-2-chlorobutane

(b) (R)-1,1,2-trimethylcyclohexane

(c) (2R,3S)-2,3-dibromohexane

(d) (1R,2R)-1,2-dibromocyclohexane

(e) meso-hexane-3,4-diol,CH3CH2CH(OH)CH(OH)CH2CH3

(f) (;)-hexane-3,4-diol

Questions & Answers

QUESTION:

Problem 27SP

For each of the compounds described by the following names,

1. draw a three-dimensional representation.

2. star (*)each chirality center.

3. draw any planes of symmetry.

4. draw any enantiomer.

5. draw any diastereomers.

6. label each structure you have drawn as chiral or achiral.

(a) (S)-2-chlorobutane

(b) (R)-1,1,2-trimethylcyclohexane

(c) (2R,3S)-2,3-dibromohexane

(d) (1R,2R)-1,2-dibromocyclohexane

(e) meso-hexane-3,4-diol,CH3CH2CH(OH)CH(OH)CH2CH3

(f) (;)-hexane-3,4-diol

ANSWER:

Step 1 of 5

(a) (S)-2-chlorobutane

Three-dimension representation:

Only one chiral centre present in the structure of (S)-2-chlorobutane which can be represented as follows:

Enantiomer:

Fischer projection plays a vital role in finding the enantiomer of a compound

The above structures A and B are non-superimposable, so A And B are enantiomers.

Diastereomer:

Diastereomers are the compounds which are not mirror images of each other and are non-superimposable.

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