Problem: 4-Bromo-5-methyhex-2-yne (shown below) undergoes a metal ammonia reduction to form an alkene product. Two hydrogen atoms add to the triple bond with the help of sodium metal in liquid ammonia. Draw the vinyl radical intermediate of this reaction that leads to the major alkene.

🤓 Based on our data, we think this question is relevant for Professor Roslaniec's class at Modesto Junior College.

FREE Expert Solution
View Complete Written Solution
Problem Details

4-Bromo-5-methyhex-2-yne (shown below) undergoes a metal ammonia reduction to form an alkene product. Two hydrogen atoms add to the triple bond with the help of sodium metal in liquid ammonia. Draw the vinyl radical intermediate of this reaction that leads to the major alkene.