Exam 22: Condensations and Alpha Substitutions of Carboxyl Compounds

Provide the structure of lithium diisopropylamide.

Methylamine reacts with acetophenone to yield the:

In theory a poorly planned crossed aldol reaction can produce how many different aldol regioisomers?

Provide the major organic product of the following reaction.

What organic compounds are produced when 2-pentanone undergoes the haloform reaction upon treatment with HO^- and excess Br₂?

What reagents are needed to complete the following synthesis?

Provide the structure of the enol of 2,2,4-trimethyl-3-pentanone.

Which of the following reagents will quantitatively convert an enolizable ketone to its enolate salt?

What name is given to the alpha substitution of a carbonyl compound where the electrophilic component is another carbonyl compound?

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

Provide the structure of the Claisen product in the self condensation of methyl phenylacetate.

When aldehydes are subjected to the same conditions that α-halogenate ketones (i.e., X₂ and aqueous acid or base), they are:

An enolate attacks an aldehyde and the resulting product is subsequently protonated. What type of reaction is this?

A Claisen condensation results in a β-ketoester. Explain why a second ester enolate does not add to this

Provide the major organic product of the following reaction.

What two organic starting materials are required to produce cinnamaldehyde (PhCH=CHCHO) via a crossed aldol condensation followed by dehydration?

The reaction of LDA with acetophenone produces:

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

The relationship between ketones and their corresponding enols is one of:

Provide a detailed, stepwise mechanism for the base-catalyzed enolization of acetaldehyde.