(a)
Interpretation:
The structure of the Weinreb amide on completion of the given reaction is to be predicted.
Concept introduction:
The Weinreb amides behave as electrophiles. Therefore, they are reactive in the presence of nucleophiles. Weinreb amides are used as a reducing agent and they are selective in nature which converts amides into
(b)
Interpretation:
The structure of the intermediate formed on reaction between Weinreb amide and Grignard reagent is to be drawn. The two reasons for the stability of intermediate to decomposition is to be explained.
Concept introduction:
Grignard reagents are
(c)
Interpretation:
The curved-arrow mechanism for the break down of tetrahedral intermediate into
Concept introduction:
Grignard reagents are organometallic compounds which are prepared using alkyl halides in the presence of magnesium metal in dry ether. These reagents act as strong nucleophiles and bases. The Grignard reagent is used to increase the chain length of the carbon-carbon bond.
(d)
Interpretation:
The products formed when cyclohexanecarbonyl chloride (A) converted into Weinreb amide (B), which further reacts with propylmagnesium bromide (C) followed by protonolysis are to be stated.
Concept introduction:
Grignard reagents are organometallic compounds which are prepared using alkyl halides in the presence of magnesium metal in dry ether. These reagents act as strong nucleophiles and bases. The Grignard reagent is used to increase the chain length of the carbon-carbon bond.
(e)
Interpretation:
The reason as to why the acid chloride is not reacted with Grignard or oraganolithium reagent instead of using Weinreb amide is to be stated.
Concept introduction:
Grignard reagents are organometallic compounds which are prepared using alkyl halides in the presence of magnesium metal in dry ether. These reagents act as strong nucleophiles and bases. The Grignard reagent is used to increase the chain length of the carbon-carbon bond.
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Chapter 21 Solutions
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Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning