Given that the reaction of (S)-3-methyl-2-pentanone with methylmagnesium bromide followed by acidification yields 2,3-dimethyl-2-pentanol. The stereochemistry of the product is to be given and whether it is optically active or not is to be stated. Concept introduction: If during a reaction of an optically active compound a new chiral centre is created, it will lead to the formation of diastereomers in different proportions resulting in an optically active mixture. If a new chiral centre is not created then also the product will be optically active since the chirality of the other carbon remains unaffected during the course of the reaction. To give: The stereochemistry of the product, 2,3-dimethyl-2-pentanol, formed in the reaction of (S)-3-methyl-2-pentanone with methylmagnesium bromide followed by acidification. To state: Whether the product is optically active or not.

Question

יווי 10 20 30 40 50 60 70 3.5 3 2.5 2 1.5 1 [ppm] 3.5 3 2.5 2 1.5 1 6 [ppm] 1 1.5 -2.5 3.5

Answer 1

Question

Chapter 17.SE, Problem 61AP

Interpretation Introduction

Interpretation:

Given that the reaction of (S)-3-methyl-2-pentanone with methylmagnesium bromide followed by acidification yields 2,3-dimethyl-2-pentanol. The stereochemistry of the product is to be given and whether it is optically active or not is to be stated.

Concept introduction:

If during a reaction of an optically active compound a new chiral centre is created, it will lead to the formation of diastereomers in different proportions resulting in an optically active mixture. If a new chiral centre is not created then also the product will be optically active since the chirality of the other carbon remains unaffected during the course of the reaction.

To give:

The stereochemistry of the product, 2,3-dimethyl-2-pentanol, formed in the reaction of (S)-3-methyl-2-pentanone with methylmagnesium bromide followed by acidification.

To state:

Whether the product is optically active or not.

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