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Chapter 22: 54E (page 752)

Fill in the reagents a鈥揷 that are missing from the following scheme:

Short Answer

Expert verified

The reagents are:

(a) NaOC2H5/CH3I

(b) H3O+/Heat ,and

(c) LDA/CH3I.

Step by step solution

01

  Acidic hydrogens in ketones

The alpha hydrogens in ketones are acidic in nature. The acidic protons will be removed in reaction with a strong base, and a carbanion intermediate will be formed. This carbanion intermediate on reaction with an alkyl halide forms a new C-C bond.

The given reaction is,

The given equation

02

Reagents

The reagents used in the reaction are,

The given chemical reaction

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Most popular questions from this chapter


The two optically beta-keto acids below were decarboxylated using the conditions typically used for the acetoacetate synthesis. Will the ketone products also be optically active? Provide the complete mechanism to explain your answer.

All attempts to isolate primary and secondary nitroso compounds result solely in the formation of oximes. Tertiary nitroso compounds, however, are stable. Explain.

Question: Identify the most acidic Hydrogens in each of the following molecules:

(a)CH3CH2CHO

(b)(CH3)3CCOCH3

(c)CH3CO2H

(d)Benzamide

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(f)CH3CON(CH3)2

Show how you might prepare 1-penten-3-one from 3-pentanone.

Write resonance structures for the following anions:
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