Question

The compound shown below is the product of a Claisen condensation. Draw structural formulas for the reactants: ester and enolate ion. • Assume all esters to be ethyl esters. . Do not include counter-ions, e.g., Na', 1, in your answer. • Draw the enolate ion in its carbanion form. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right comer. . Separate multiple reactants using the sign from the drop-down menu. - - -O0O- Previous

Answer 1

First let's see what happens in Claisen condensation.

Mechanism of Claisen condensation:

NaGEt Et

First generation of enolate ion takes place by reaction with a base like NaOEt. Then that enolate ion will attack the ester and gives rise to the condensation product.

Now, to solve the questions,

First we need to find out which bond is formed by Claisen condensation. Then after looking at the reaction mechanism which formed that bond, we can determine the structure of enolate ion and ester.

1.

. This bond is formed by Classen Condensation

Now, look at the mechanism to confirm the bond formation by claisen condensation.

Reaction mechanism:

So, the structures of enolate ion and ester are,

. Enalate ron (in Carbocation form) Ester

2.

This bond is formed by Classen condensation

Reaction mechanis:

So, the structures of enolate ion and ester are,

Enalate ron (In Carbocation form) Ester

3.

This bond is formed by Claisen Condensation

Reaction mechanism:

H-

So, the structures of enolate ion and ester are,

Enolate ion (in carbocation forum) Ester