Acetone on treatment with `CH_(3)-Mg-I` and on further hydrolysis gives

Acetone on treatment with CH_(3)MgI and on further hydrolysis gives :

The product formed as a result of reaction of CH_(3) MgBr and CO_(2) on further hydrolysis gives

An organic compound (A) gives opsitive Liebermann reaction and on treatment with CHCI_(3)//KOH followed by hydrolysis gives (B) and (C). Compound (B) gives colour with Schiff's reagent but not (C), which is steam volatile. (C ) on treatment with LiAIH_(4) gives (D), C_(7)H_(8)O_(2) , which on oxidation gives (E). Compound (E) reacts with (CH_(3)CO)_(2))O//CH_(3)COOH to give a pain reliever (F). Give the structures of (A) to (F) with proper reasoning.

Compound A on reaction with HCN andon further hydrolysis gives C_(2)H_(5)-underset(CH_(3))underset(|)overset(OH)overset(|)(C)-COOH Hence the compound A is :

Acetone on treatment with aq. Baking soda gives

Acetone on treatment with sodium and ethanol gives

Toluene on treatment with CrO_3 and (CH_3CO)_2O followed by hydrolysis with dil. HCl gives