When (cis)-1-bromo-2 methylcyclohexane is treated with methanol and heat, four different products are formed - two by substitution and two by elimination. Which of the following conditions would change the outcome of this reaction by promoting the production of 3-methylhexene as the major product?

Question

When (cis)-1-bromo-2 methylcyclohexane is treated with methanol and heat, four different products are formed - two by substitution and two by elimination.  Which of the following conditions would change the outcome of this reaction by promoting the production of 3-methylhexene as the major product?

Quizplus · Accepted Answer

tert-butoxide/tert-butyl alcohol is a strong base that favors elimination reactions over substitution reactions. This would lead to the formation of 3-methylhexene as the major product via elimination.

When (Cis)-1-Bromo-2 Methylcyclohexane Is Treated with Methanol and Heat, Four