Chapter 23, Problem 23.57P

Explain why each of the following reactions will not proceed as written.

a. c.

b. ${\text{CH}}_{\text{2}}{\left({\text{CO}}_2\text{Et}\right)}_2\underset{\left(\text{2}\right){\left({\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}\right)}_{\text{3}}\text{CBr}}{\overset{\left(\text{1}\right)\text{NaOEt}}{\to }}{\left({\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}\right)}_{\text{3}}\text{CCH}{\left({\text{CO}}_2\text{Et}\right)}_2$