Q42E - Organic Chemistry (Mcmurry)

Question

Predict the product(s) of the following reactions:

Step-by-Step Solution

Answer

Chemical reaction (a)

Chemical reaction (b)

Chemical reaction (c)

Chemical reaction (d)

Step 1: The product of reaction (a)

The product formed from the given reaction is,

Chemical reaction (a)

One of the carboxylic acid group is removed from the gem di carboxylate group and forms a monocarboxylic acid group.

Step 2: The product of reaction (b)

The product formed from the given reaction is,

Chemical reaction (b)

The   $-{\mathrm{CH}}_2$group that is in between the two electron withdrawing groups will be the most acidic group and on reaction with a base, it forms a carbanion intermediate.

This on reaction with alkyl halide, forms a new C-C bond.

Step 3: The product of reaction (c)

The product formed from the given reaction is,

Chemical reaction (c)

Step 4: The product of reaction (d)

The product formed from the given reaction is,

Chemical reaction (d)