An organic compound A with molecular formula C7H8 on oxidation by chromylchloride in the presence of CCl4 gives a compound B which gives positive tollen’s test. The compound B on treatment with NaOH followed by acid hydrolysis gives two products C and D. C on oxidation gives B which on further oxidation gives D. The compound D on distillation with soda lime gives a hydrocarbon E. Below 60oC, concentrated nitric acid reacts with E in the presence of concentrated sulphuric acid forming a compound F. Identify the compounds A, B, C, D, E and F.
Identify the compounds from (A) to (F):
A = Toluene (or) C6H5CH3
B = Benzaldehyde (or) C6H5CHO
C = Benzyl Alcohol (or) C6H5CH2OH
D = Benzoic Acid (or) C6H5COOH
E = Benzene (or) C6H6
F = Nitrobenzene (or) C6H5NO2
Give balanced equations for the following reactions:
(i) Benzaldehyde treated with hydrogen cyanide.
(ii) Chlorine is passed through diethyl ether.
(iii) Benzoic acid solution is treated with sodium carbonate.
An organic compound A has the molecular formula of C7H6O. When A is treated with NaOH followed by acid hydrolysis, it gives two products, B and C. When B is oxidised, it given A, When A and C are each treated separately with PC15, they give two different organic products D and E.
(i) Identify A to E.
(ii) Give the chemical reaction A is treated with NaOH and name the reaction.
Give one good chemical test to distinguish between the following pairs of organic compounds:
(i) Benzaldehyde and acetone.
(ii) Methylamine and dimethylamine.
