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Chapter 21: Q-21-21-13P (page 701)

How could you prepare the following ketones by reaction of an acid chloride with a lithium diorganocopper reagent?

Short Answer

Expert verified

Ketones can be prepared by the reaction of acid chlorides with Gilman reagent that is organometal (Copper and lithium) compounds. The general formula of this reagent is R2CuLi.

Step by step solution

01

Formation of ketones

Ketones can be prepared by the reaction of acid chlorides with Gilman reagent that is organometal (Copper and lithium) compounds. The general formula of this reagent is R2CuLi.

02

Subpart (a) 

The structure given is 2-methyl-1-phenylpropan-1-one. It can be prepared by using

Benzoyl chloride and CH32CH2CuLi. The chemical equation is as shown below:

03

Subpart (b)

The ketone given is hex-1-ene-3-one. By using Gilman reagent it can be prepared by the following way:

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Most popular questions from this chapter

21-51 What product would you expect to obtain from Grignard reaction ofan excess of phenylmagnesium bromide with dimethyl carbonate, CH3OCO2CH3?

The following structure represents a tetrahedral alkoxide ion intermediate formed by the addition of a nucleophile to a carboxylic acid derivative. Identify the nucleophile, the leaving group, the starting acid derivative, and the ultimate product.

How would you convert N-ethylbenzamide to each of the following products?

(a) Benzoic acid (b) Benzyl alcohol (c)C6H5CH2NHCH2CH3

Draw structures corresponding to the following names:
(a) Phenyl benzoate
(b) N-Ethyl-N-methylbutanamide
(c) 2,4-Dimethylpentanoyl chloride
(d) Methyl 1-methylcyclohexanecarboxylate
(e) Ethyl 3-oxopentanoate
(f) Methyl p-bromobenzenethioate
(g) Formic propanoic anhydride
(h) cis-2-Methylcyclopentanecarbonyl bromide

21-48 Predict the product, if any, of the reaction between propanoyl chloride andthe following reagents:

  1. Li(Ph)Cuinether
  2. LiAlH4,thenH3O+
  3. CH3MgBr,thenH3O+
  4. H3O+
  5. Cyclohexanol
  6. Aniline
  7. CH3CO2-Na+
See all solutions

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