Question

When Ethyl Acetoacetate is treated with 1,3-Dibromopropane and 2 moles of Sodium Ethoxide in Ethanol, a compound is produced that has the formula C9H14O3. This compound has an infrared spectrum that shows only one carbonyl adsorption and no OH bond stretch. Suggest a structure for this compound, and provide a mechanism for its formation.

Answer 1

The reaction of ethyl acetoacetate with 1,3-Dibromopropane and 2 moles of Sodium Ethoxide in Ethanol.

Step-by-step explanation:

The structure of ethyl acetoacetate is shown below:

The structure of 1,3-dibromopropane is shown below:

Ethyl acetoacetate on reaction with sodium ethoxide in ethanol forms a carbanion intermediate and the formation of carbanion takes place twice and form a cyclic ring.

The entire reaction is shown below:

The structure of C9H14O3 is shown in the chemical reaction that is shown below: