Question

An optically inactive compound (A) having molecular formula C4H11N on treatment with HNO2 gave an alcohol (B). (B) on heating at 440K gave an alkene (C). (C) on treatment with HBr gave an optically active compound (D), having molecular formula C4H9 Br. Identify A, B, C and D.

Thanks!

Answer 1

The reaction will be as follows:
C₄H₁₁N + HNO₂-> C₄H₁₁​OH (b) ---Heat --440K-> C₄H₈ (c) --+HBr --> ​C₄H₉Br (d)
Here, as final product D is optically active so it must be 2-Bromobutane.
Hence, the 2-bromobutane can be produced by reaction butene , so it must be the compound (C).
Now, As only Butanamine can be optically inactive so the Initial compound A is Butanamine, B is butanol.