Exam 22: Carbonyl Alpha-Substitution Reactions

Exhibit 22-1 Refer to the compounds below to answer the following question(s): -Refer to Exhibit 22-1.Indicate all the acidic hydrogens in Compounds I through IV.

​Draw the general mechanism of the α-substitution reaction between acetone and the electrophilic methyl group.

​Draw the mechanism of enol formation from acetone in a reaction catalyzed by hydrochloric acid.

Exhibit 22-4 Consider the reaction sequence below to answer the following question(s): -Refer to Exhibit 22-4.Compound X,diethyl propanedioate,is more commonly known as _____.

Explain why the following reaction does not occur to any significant extent respect when the reactant is treated with bromine in the presence of acetic acid.Atoms other than carbon and hydrogen are labeled. ​ ​ Reactant Product

The following substance is produced using acetoacetic ester synthesis.Atoms other than carbon and hydrogen are labeled. Which of the following regions of an IR spectrum could be used to monitor the progress of the reaction?

Exhibit 22-3 Consider the reaction below to answer the following question(s). -Refer to Exhibit 22-3.The weakest acid in the reaction is:

Exhibit 22-6 Consider the reaction below to answer the following question(s): -Refer to Exhibit 22-6.Explain the product ratio in this reaction.

Using the acetoacetic ester synthesis,to produce 5-methyl-2-heptanone,the alkyl halide that should be used is:

Exhibit 22-3 Consider the reaction below to answer the following question(s). -Refer to Exhibit 22-3.The enolate ion in the reaction is:

Explain how to use an alkylation reaction to produce: from Atoms other than carbon and hydrogen are labeled.

​Draw the mechanism of the acid-catalyzed chlorination of acetophenone in the presence of a base.

Which of the following is not correct?