25. Condensation Chemistry

Predict the products from crossed Claisen condensation of the following pairs of esters. Indicate which combinations are poor choices for crossed Claisen condensations.

(a)

(b)

Propose mechanisms for the reactions shown in Problems 22-63 part (b).

Predict the major products of the following crossed Claisen condensations.

(c)

Show how Claisen condensations could be used to make the following compounds.

(a)

Draw the products of the following reactions:

b.

Draw the products of the following reactions:

a.

Propose a mechanism for the crossed Claisen condensation between ethyl acetate and ethyl benzoate.

Predict the products of self-condensation of the following esters.

(c)

Predict the products of self-condensation of the following esters.

(a) methyl propanoate + NaOCH₃

(b) ethyl phenylacetate + NaOCH2CH₃

Show how you would use an aldol, Claisen, or another type of condensation to make each compound.

(f)

Show how Claisen condensations could be used to make the following compounds.

(d)

Draw the products of the following reactions:

a. diethyl heptanedioate: (1) sodium ethoxide; (2) HCl

Predict the products of the following Claisen condensations.

(a)

(b)

Predict the products from crossed Claisen condensation of the following pairs of esters. Indicate which combinations are poor choices for crossed Claisen condensations.

(c)

(d)