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Chapter 5: Q40E (page 148)

What are the stereochemical configurations of the two diastereomers of(2S,4R)-2,4-octanediol? (A diol is a compound with two-OH groups.)

Short Answer

Expert verified

Diastereomers are the鈥渘on-superimposable鈥� and 鈥渘on-mirror鈥� image compounds, e.g., all geometrical isomers

They are separated with the help of 鈥渇ractional distillation and crystallization鈥� methods.

Step by step solution

01

Step-by-Step SolutionStep 1:Diastereomers

Diastereomers are the鈥渘on-superimposable鈥� and 鈥渘on-mirror鈥� image compounds, e.g., all geometrical isomers

They are separated with the help of 鈥渇ractional distillation and crystallization鈥� methods.

02

Step 2: Stereochemical configuration of Diastereomers

The diastereomers of (2S,4R)-2,4-octane diol are the pair of stereoisomers that are the non-mirror image of each other, and their overall configuration is not the same nor completely different.

The diastereomers of (2S,4R)-2,4-octane diol have the same configuration at one chiral center and a different configuration at another chiral center.

The Stereochemical configuration of diastereomers of (2S,4R)-2,4-octane diol is shown as follows:

Stereochemical configuration of diastereomers

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Draw the meso form of each of the following molecules, and indicate the plane of symmetry in each:

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