Haloalkanes and Haloarenes

There is one chiral centre present in given compound which is unsymmetrical.

            Total number of isomers = 2ⁿ

            n = number of stereogenic centre

            n = 1

               = 2¹

               = 2

            Total two optical isomers are possible

KCN   + CN^–

            R – X + KCN  R – CN + KX

            R – X + AgCN  R – NC + AgX

            KCN is ionic therefore ionised and attack occurs through carbon.

            AgCN is covalent therefore attack starts with Nitrogen.

Order of reactivity towards electrophile

Strength of +M/+R : –OH > –CH₃ > –Cl

In case of halogens, their –I effect dominates over

+M hence –Cl is deactivating and  is lesser reactive than  for incoming electrophile.

is optically active as it does not contain any element of symmetry.

Higher is the stability of carbocation, greater is the reactivity towards SN1.

Therefore, Correct order of reactivity towards SN1 reaction is

2-chloro-4-methylanisole

Percentage Br = 80*0.094/188*0.16*100=25%