Answer to Question #189895 in Organic Chemistry for Daniel

Question

Hydrolysis of a compound B (formula C7H5Cl2) was carried out by refluxing with excess potassium hydroxide solution. The resulting solution was acidified with dilute nitric acid and excess silver nitrate added to precipitate the chloride ions as silver chloride, 0.718g of silver chloride was formed from 0.805g of B.

a. Calculate the number of chlorine atoms present in each molecule of B which are liberated by hydrolysis.

b. Suggest an explanation for results obtained in (a).

c. Give a possible structure of B.

Answer 1

a) Chlorine atoms =$=3.47×10 ^{12} atoms$

b)The Cl on the CH2Cl part of B is the one we find in hydrolysis. The Cl attached to the 4 position of the benzene ring does not give the Cl/AgNO3 test.

c)