Question

A hydrocarbon A(molecular formula C₈H₁₀) on ozonolysis gives B(C₄H₆O₂) only. Compound C(C₃H₅Br) on treatment with magnesium in dry ether gives (D) which on treatment with CO₂ followed by acidification gives (B). Identify A, B, C and D.

Answer 1

1. Molecular formula C₈H₁₀ is 1, 2 – dicyclopropylethyne

2. 1, 2 – dicyclo propyl ethyne (A) on ozonolysis to give cyclo propyl carboxylic acid (B)

3. Compound C₃H₅Br is Bromo cyclo propane (C), which on reacts with Mg in dry ether gives Grignard reagent (D) which on treatment with CO₂followed by acidification gives cyclo propyl carboxylic acid (B).