JEE Main levelSingle correct optionDifficulty 2 of 3ap188
2-Methylpropane-1,2-diol, (CHX3)X2C(OH)−CHX2OH, is warmed with dilute HX2SOX4 and rearranges. The carbonyl product is
Abutan-2-one
Bbutanal
C2-methylprop-2-en-1-ol
D2-methylpropanal
Answer: D
The tertiary OH is lost preferentially to give (CHX3)X2CX+−CHX2OH. A hydride shifts from the CHX2OH carbon to the cationic carbon, leaving (CHX3)X2CH−CH=OHX+, which gives (CHX3)X2CH−CHO, 2-methylpropanal.