JEE Main levelSingle correct optionDifficulty 2 of 3o4192
2,2-Dimethylpropan-1-ol (neopentyl alcohol) is heated with conc. HX2SOX4. The main alkene formed is:
A2-methylbut-1-ene
B3-methylbut-1-ene
C2-methylbut-2-ene
Dno alkene, since the alcohol has no beta-hydrogen
Answer: C
The alcohol has no beta-hydrogen, but ionisation is accompanied by a 1,2-methyl shift to give the tertiary cation (CHX3)X2CX+−CHX2CHX3. Proton loss gives mainly the more stable alkene, 2-methylbut-2-ene.