An alkene 'A' (molecular formula `C_(5)H_(10)`) on ozonolysis gives a mixture of two compounds 'B' and 'C'. Compound 'B' gives positive Fehling's test and also forms iodoform on treatement with `I_(2)" and "NaOH`. Compound 'C' does not give Fehling's test but forms iodoform. Identify the compounds A, B and C. Write the reaction for ozonolysis and formation of iodoform from B and C.

Explanation

(i) Since compound .B. gives Fehling.s test, therefore, it must be an aldehyde. Furhter, since aldehyde .B. give iodoform on treatment with 12 and NaOH, therefore, .B. must be acetaldehyde, `CH_3CHO`.
(ii) Since alkene .A. (M.F.`C_5H_10`) contains five carbons and one of the products of ozonolysis is `CH_3CHO` which contains two carbons, therefore, the other product of ozonolysis, i.e., .C. must contain three carbon atoms.
(iii) Since compound .C. does not give Fehling.s test, it must be a ketone. Further since ketone .C. contains three carbon atoms and gives iodoform on treatment with 12 and NaOH, therefore, ketone .C. must be acetone (`CH_3COCH_3`).
(iv) Structure of alkene .A. can be obtained by writing the products of ozonolysis side by side with their C= groups facing each other. On removing the oxygen atoms and joining the remaining fragments by a double bond, the structure of alkene .A. is 2-methylbut-2-ene.

(v) Formation of iodoform from .B. and .C. may be explained as follows: