Answer to Question #191217 in Organic Chemistry for Solomon

Question

Hydrolysis of a compound B formula C7 H6cl2 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, 0.718 g of silver chloride was formed from 0.805 g of B.

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

b:Suggest an explanation for the results obtained in a

c:Give a possible structure for 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)