JEE Main levelSingle correct optionDifficulty 2 of 3o4156
Neopentyl bromide, (CHX3)X3C−CHX2Br, is treated with NaOEt in ethanol. Which statement is correct?
A2-methylbut-2-ene is formed in an E2 step
B2,2-dimethylpropene is formed rapidly
CNo alkene is formed by E2 because there is no beta-hydrogen, and SN2 is extremely slow
DRapid SN2 gives neopentyl ethyl ether
Answer: C
The beta carbon is the quaternary C(CHX3)X3, so there is no beta-hydrogen for E2. SN2 at the primary carbon is blocked by the neighbouring tert-butyl group, so substitution is extremely slow.