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Exam 22: Condensations and Alpha Substitutions of Carboxyl Compounds

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Question 31

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Provide the major organic product of the following reaction.

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Question 32

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What type of product results when 3-pentanone reacts with dimethylamine?

A) enolate
B) enol
C) amide
D) imine
E) enamine

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Question 33

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What compound is produced in the reaction of cyclopentanone with Br₂ in acetic acid?

Which of the following is a nucleophile that does conjugate additions?

Name the aldol produced when butanal is treated with NaOH.

Provide the major organic product of the reaction shown below.

The aldol condensation is ________.

Predict the major organic product of the following reaction:

What product is formed in the crossed Claisen condensation between methyl benzoate and cyclohexanone?

Which of the pairs shown below are tautomers?

What are the two key resonance structures for an enamine? Label the major and minor contributors.

How could you make decan-2-one from 1-bromoheptane?

Provide the major organic product of the following reaction.

What product results when malonic ester is treated with the following sequence of reagents:

_{Which of the following is least likely to undergo a smooth crossed Claisen condensation with methyl pentanoate?}

Provide the structure of lithium diisopropylamide.

Provide a detailed, stepwise mechanism for the Robinson annulation reaction between 2-methylcyclohexanone and methyl vinyl ketone.

Provide the sequence of synthetic steps necessary to convert cyclohexanone into the compound shown below.

(S) -2-Methylbutanal ________ upon sitting in an acidic or a basic aqueous solution.

Disregarding stereoisomers, how many different enols can phenylacetone form?