(a) A hydrocarbon 'A' (`C_(4)H_(8)`) is added with HBr in accordance with Markovnikov's rule to give compound 'B' which on hydrolysis with aqueous alkali forms tertiary alcohol 'C' (`C_(4)H_(10)O`). Identify A, B and C.
(b) Convert chlorobenzene into phenol.

A hydrocarbon 'A' (C_(4)H_(8)) on reaction HCl gives a compound 'B', (C_(4)H_(9)Cl) which on reaction with 1 mol of NH_(3) gives compounds 'C' (C_(4)H_(11)N) . On reacting with NaNO_(2) and HCl followed by treatment with water compound 'C' yields an optically active alcohol, 'D'. Ozonolysis of 'A' given 2mols of acetyldehyde. Identify compound 'A' to 'D'. Explain the reaction involved.

(a) An organic compound 'A' having molecular formula C_(4)H_(8) on treatment with dil. H_(2)SO_(4) gives B. B on treatment with conc. HCI and anhydrous ZnCI_(2) gives secondary halide C. Write all the reactions and identify A, B and C. (b) Convert ethyl chloride into methyl chloride.

An organic compound (A) C_8 H_4 O_3 , in dry bebzene in the presence of anhydrous AlCl_3 gives compound (B ). The compound (B) on treatment with PCl_5 followed by reaction with H_2 //Pd (BaSo_4) gives compound (C ) which on reaction with hydrazine gives a cyclide compound (D) (C_(14) H_(10) N_2) . Identify (A), (B) (C ), and (D) Explain the formation of (D ) from (C ).

Acetoisonitrile on reaction with C_2 H_5 MgBr followed by hydrolysis, gives compound (A) , which one further hydrolysis gives (B) and ( C) . (B) and ( C) are :