Fill This Form To Receive Instant Help

Help in Homework
trustpilot ratings
google ratings


Homework answers / question archive / Predict the best outcome of the following reaction by identifying A, B, and the final product, diethyl malonate NaOE EtOH (omit all H's and byproducts) B (charged form)

Predict the best outcome of the following reaction by identifying A, B, and the final product, diethyl malonate NaOE EtOH (omit all H's and byproducts) B (charged form)

Chemistry

Predict the best outcome of the following reaction by identifying A, B, and the final product, diethyl malonate NaOE EtOH (omit all H's and byproducts) B (charged form)

pur-new-sol

Purchase A New Answer

Custom new solution created by our subject matter experts

GET A QUOTE

Answer Preview

1.Explanation | Common mistakes | Hint for next step

When diethyl malonate is treated with sodium ethoxide, the ethoxide ion functions as a base and removes the acidic hydrogen atom from diethyl malonate to form the reactive carbanion.

2.Explanation | Common mistakes | Hint for next step

The carbanion formed from the removal of a proton from diethyl malonate acts as a nucleophile and attacks the electrophilic carbon of the epoxide ring at the less substituted side. This leads to opening of the epoxide ring, to form an alkoxide ion.

3.

Explanation | Common mistakes

The alkoxide formed by the opening of the epoxide ring acts as a nucleophile and attacks the electrophilic carbon of one of the ester group of the same molecule, along with loss of the ethoxide ion. It leads to the formation of a lactone having a molecular formula c9h14o4

please see the attached file for complete solution

Related Questions