(i) → (c) (ii) → (e) (iii) → (a) (iv) → (b) (v) → (d)

The products of S_N1 reaction undergo racemization, which is the process of conversion of enantiomers into a racemic mixture, a mixture containing two optically active enantiomers in equal proportions. Chlorobromocarbons are a chemical fire extinguisher. Bromination of alkenes will lead to formation of vic-dibromides, in which halogen atoms of the same type are attached to adjacent carbon atoms of the molecule. Alkylidene dihalides, also known as gem-dihalides are dihalides which contain halogen atoms attached to the same carbon atom. Elimination of HX from alkylhalide follows the Saytzeff rule, that is, “In dehydrohalogenation reactions, the preferred product is that alkene which has the greater number of alkyl groups attached to the doubly bonded carbon atoms.”