JEE Main levelSingle correct optionDifficulty 2 of 3ro009
Which reagent converts phenylacetonitrile, CX6HX5CHX2−CN, into 2-phenylethanamine, CX6HX5CHX2CHX2NHX2?
ADIBAL-H at −78∘C, then water
BNaBHX4 in methanol
CLiAlHX4 in ether, then water
DSnClX2/HCl, then water
Answer: C
LiAlHX4 adds two hydrides to the nitrile carbon and reduces −C≡N to −CHX2NHX2. DIBAL-H and SnClX2/HCl (Stephen) stop at the aldehyde, and NaBHX4 does not reduce nitriles.