(A true story.) Chemistry lab students added an excess of ethylmagnesium bromide to
Chapter 22, Problem 22-81(choose chapter or problem)
(A true story.) Chemistry lab students added an excess of ethylmagnesium bromide to methyl furoate, expecting the Grignard reagent to add twice and form the tertiary alcohol. After water workup, they found that the product was a mixture of two compounds. One was the expected product having two ethyl groups, but the unexpected product had added three ethyl groups. Propose a mechanism to explain the formation of the unexpected product. O O + O CH3CH2MgBr CH2CH3 ether CH2CH3 excess OCH3 OH methyl furoate expected O CH2CH3 CH2CH3 CH3CH2 OH unexpected
Unfortunately, we don't have that question answered yet. But you can get it answered in just 5 hours by Logging in or Becoming a subscriber.
Becoming a subscriber
Or look for another answer