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Isomerism

The products ...

Question

The product(s) of the following reaction can best be described as:

A

a racemic mixture

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B

a single enantiomer

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C

a pair of diastereomers

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D

an achiral molecule

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Solution

The correct option is C a pair of diastereomers
Thus both are diastereomers.

Option C is correct.

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A schematic analysis of the reaction of one enantiomer with racemic mixture is shown below

\begin{matrix} d & + & d a n d l & \to & (d) - (d) T h e (+) f o r m o f & A r a c e m i c m i x t u r e o f & + c h i r a l m o l e c u l e s & o t h e r m o l e c u l e s w i t h & (d) - (l) 50 % (d) a n d 50 % (l) \end{matrix}

The products (d-d) and (d-l) are clearly neither identical nor enantiomers (non-superimposable mirror images) as the mirror image of (d-d) is (l-l) not (d-l). They are diastereomers, 'stereoisomers that are not mirror images'.

The formation of diastereomers allows the separation of enantiomers (called resolution) which is not easy as enantiomers have identical physical properties. One general procedure for separating enantiomers is to allow them to react with naturally occurring chiral molecule to form a pair of diastereomers. These can be separated easily as they have different physical properties. if the original chemical reaction can be reversed, the enantiomers can be isolated.

Which of the following is an example of diastereomers?

Q. Consider the following pairs of structures. Identify the relationship between them by describing them as representing enantiomers, diastereomers, consitutional isomers, or two molecules of the same compound.

Q. Diastereomers can be achiral.

Q. Which of the following reactions results in the production of a racemic mixture of products?

Q. Specify chiral-enantiomers and achiral-identical pairs among the following.

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