Question

Draw the major organic product formed in the following reaction (major)

Draw the major organic product formed in the following reaction.

Answer 1

CH3 H CH3 H Нас- CH3 Нас CH3 CH3 OH CH3 OH2 Methyl migration CH3 H CH3 CH3 H3C CH3 CH3 CH3 H3C CH3 Нас CH3

Answer 2

Alcohols undergo dehydration if heated in presence of acid. There is an elimination reaction in them.

The steps are

a) the hydroxyl group get protonated and get converted into a good leaving group

b) the water moelcule get eliminated

c) the proton from neighbouring carbon (beta carbon) is being removed by conjugate base.

d) we obtain alkene.

methyl shift H3C H3C CH3 H3C CH3 Protonation Нас CH removal of waterH: H3C Нас - H3C он H3C 0H2 molecule formation of more stable carbocation CH2 removál of beta hydrogen H3C H3C H3C CH3 H3C Minor H3C--C Methyl shift: It is rearragement in carbocation to give more stable tertiary carbocation H3C CH3 removabof beta hydrogen H3C/ H3C H3C Major