Q8 · CSIR-NET Chemistry, December 2011
Paper: CSIR-NET December 2011 · Subject: Organic Chemistry · Chapter: Reagents, Reaction Mechanisms & Named Reactions · Topic: Reduction Reagents · Marks: 2 · Difficulty: Medium
Under review — part of this question (a structure or an option) is not clear in the source scan. 4AB is checking it against the original book; the answer shown may change.
The major products A and B in the following reaction sequence are 
(a)HN N NH2 O H2NOC O B= BnO A= BnO O O O O
(b)AcO NHAc NH2 O H2NOC O B= BnO A= BnO O O O O
(c)AcHN NH2 NH2 O H2NOC O B= BnO A= BnO O O O O
(d)
Answer
Under review — not yet confirmed.
Answer: A
The source book printed C; on checking, A is correct — see the explanation.
Explanation
Strecker: NH₄Cl/NaCN gives the α-aminonitrile and aqueous acid hydrolyses it to the α-amino acid A; LiAlH₄ reduces the acid to the 2-amino alcohol and acetic acid then forms the 2-methyl-2-oxazoline B (a).
Study loop for Reagents, Reaction Mechanisms & Named Reactions