Draw the structure of the major organic product isolated from the reaction of 1-hexyne with sodium amide in liquid ammonia followed by 1-bromobutane.

CH3(CH2)3CCH --> CH3(CH2)3CCCH2(CH2)2CH3 + NaBr

Explanation:

This reaction are used in the elongation of a terminal alkyne chain, it can be in 2 steps:

Step 1:

NaNH2 is in this reaction is used in the deprotonation of 1-hexyne to give acetylide ions( RCC-). The ion is an nucleophile because of the lone pair of electrons.

Step 2:

This acetylide ion is a basic ion (because 1-hexyne is a weak acid). The alky halide (1-bromobutane) dissociates to form a primary cation and Br- ion. This cation then attacks the acetylide ion, reacts to form carbon-carbon bonds as well as add to carbonyl.

Below is an attachment for the chemical reaction.