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Chapter 10: PROBLEM 10.41 (page 421)

Question: (a) Draw the structure of (1E,4R)-1,4-dimethylcyclodecene. (b) Draw the enantiomer and name it, including its E,Z and R,S prefixes. (c) Draw two diastereomers and name them, including the E,Z and R,S prefixes.

Short Answer

Expert verified

Answer

a.

b.

c.

Step by step solution

01

E and Z configuration

When there are substituents around the double bond, E or Z configuration is assigned on the following basis:

  • Z: High-priority substituents are on the same side of the C=C bond
  • E: High-priority substituents are on different sides of the C=C bond
02

Structures for a, b, and c

(a) The given compound is (1E,4R)-1,4-dimethylcyclodecene. Its structure is shown below:

(1E,4R)-1,4-dimethylcyclodecene

(b) Compounds with the same formula that are non-superimposable mirror images are termed enantiomers.

The enantiomers of the given compound are shown below:

(1E,4S)-1,4-dimethylcyclodec-1-ene

(c) Compounds having the same formula, that are neither superimposable nor mirror images are termed diastereomers.

The diastereomers of the given compound are shown below:

Diastereomers

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