Consider the following reaction sequence: 2 CH ₃ CH ₂ Br Mg, dry ether Grignard Reagent The Grignard reagent thus formed is reacted with ethyl formate followed by acidic hydrolysis. The IUPAC name of the major organic product formed is:

Step-by-step solution

Ethyl bromide reacts with magnesium in dry ether to form ethylmagnesium bromide ( CH ₃ CH ₂ MgBr ). When ethyl formate ( H-CO-OCH ₂ CH ₃ ) reacts with the first equivalent of ethylmagnesium bromide, nucleophilic acyl substitution occurs, yielding propanal ( CH ₃ CH ₂ CHO ) and an ethoxide leaving group. The second equivalent of ethylmagnesium bromide undergoes nucleophilic addition to the carbonyl carbon of propanal, forming an alkoxide intermediate. Upon acidic hydrolysis, the alkoxide is protonated to yield penta