Question

Treatment of 2-methylpropene with which of the following reaction conditions results in an anti-Markovnikov addition product?

A) dry gaseous HBr with peroxides present
B) BH3-THF, followed by alkaline H2O2
C) aqueous Hg(OAc)2, followed by alkaline NaBH4
D) dilute H2SO4 and heat
E) both A and B

Answer 1

The treatment of 2-methylpropene with BH3-THF followed by alkaline H2O2 results in an anti-Markovnikov addition product.

Step-by-step explanation:

The treatment of 2-methylpropene with option B, BH3-THF followed by alkaline H2O2, results in an anti-Markovnikov addition product.

The reaction conditions of BH3-THF followed by alkaline H2O2 involve the addition of borane (BH3) in tetrahydrofuran (THF) solvent, which adds to the double bond of 2-methylpropene. The reaction is then followed by the addition of alkaline hydrogen peroxide (H2O2) to convert the borane adduct to the anti-Markovnikov alcohol product.