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What carbonyl compounds might you start with to prepare the following compounds by Grignard...

Question:

What carbonyl compounds might you start with to prepare the following compounds by Grignard reaction? List all possibilities.

  • a) 2-methyl-2propanal
  • b) 1-ethylcyclohexanol
  • c) 3-phenyl-3-pentanol
  • d) 2-phenyl-2-pentanol

Grignard Reaction

The Grignard reagent is formed by reacting an organomagnesium compound with haloalkane in ether solvent. The carbon atom of a Grignard reagent bears a partial negative charge and acts as a good nucleophile. Generally, Grignard reagents react with carbonyl compounds (aldehyde or ketone) to form alcohols.

  • When reacted with formaldehyde, a primary alcohol is formed.
  • When reacted with other aldehydes, secondary alcohols are formed.
  • When reacted with ketones, tertiary alcohols are formed.

Answer and Explanation: 1

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The following carbonyl compounds and Grignard reagents are needed to form alcohols:

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Grignard Reaction with Alcohol, Ketone & Aldehyde

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Chapter 10 / Lesson 28
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Learn about Grignard reactions with alcohol, ketone, and aldehyde. Study their mechanism and product, and discover which Grignard reaction turns ketone to alcohol.


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