Question

Butanone undergoes a nucleophilic addition with a Grignard reagent made from 1-bromopropane and magnesium metal in THF solution. The alkoxide formed from the nucleophilic addition is then conveted into the final product by the careful addition of dilute acid. Complete the mechanism by adding curved arrows and drawing final product. Show all lone-pairs and charges. Nucleophilic Addition Add a series of curved arrows to the sketch to demonstrate a nucleophilic addition. Draw the alkoxide intermediate. Acid workup Use curved arrows to show how the alkoxide intermediate interacts with acid. Draw the final product.

Answer 1

The 1-bromopropane on reaction with Mg in THF gives a propylmagnesium bromide Mg THF 1-bromopropane The propyl anion acts as nuclophile and attacks the carbonyl carbon and gives an alkoxide ions as follows: O. THF CH2 butanone MgBr MgBr The alkoxide on acid work up gives the final alcohol as follows :O: H H30 3-methylhexan-3-ol