An organic compound (A) with molecular formula C_3 H_5 N on reaction with C_6 H_5 MgBr followed by hydrolysis, gives a compound (B). Compound (B)…

An organic compound (A) with molecular formula $\displaystyle \mathrm{C}_{3} \mathrm{H}_{5} \mathrm{~N}$ on reaction with $\displaystyle \mathrm{C}_{6} \mathrm{H}_{5} \mathrm{MgBr}$ followed by hydrolysis, gives a compound (B). Compound

forms an orange-red precipitate with $\displaystyle 2,4$-DNP reagent and does not give iodoform test. It neither reduces Tollens' or Fehling's reagent nor does it decolourise bromine water. On drastic oxidation with chromic acid it gives a carboxylic acid (C) having molecular formula $\displaystyle \mathrm{C}_{7} \mathrm{H}_{6} \mathrm{O}_{2}$. Identify the compounds (A), (B) and (C). Write the reactions of compound (A) with $\displaystyle \mathrm{C}_{6} \mathrm{H}_{5} \mathrm{MgBr}$ followed by hydrolysis to give compound (B).