Exam 22: Condensations and Alpha Substitutions of Carboxyl Compounds

Provide the major organic product of the following reaction.

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

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

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

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

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

Predict the major organic product of the following reaction:

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

Provide the structure of lithium diisopropylamide.

Name the aldol produced when butanal is treated with NaOH.

The aldol condensation is ________.

Disregarding stereoisomers, how many different enols can phenylacetone form?

Provide the major organic product of the following reaction.

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

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

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

Provide the major organic product of the reaction shown below.

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

Which of the pairs shown below are tautomers?