JEE Main levelSingle correct optionDifficulty 2 of 3ap081
2-Methylpropane-1,2-diol, (CHX3)X2C(OH)−CHX2OH, is heated with dilute HX2SOX4. The product is
Abutan-2-one
Bpropanone
C2-methylpropanal
D2-methylpropene
Answer: C
Ionisation of the tertiary hydroxyl gives (CHX3)X2CX+−CHX2OH. Hydrogen migrates from CHX2OH to the cationic carbon, forming protonated (CHX3)X2CH−CHO. Loss of HX+ gives 2-methylpropanal.