Ncert Exercises & Solutions

Match the starting material in Column I with the products formed (Column II) in the reaction with HI.

	Column I		Column II
A.	${CH}_{3} - O - {CH}_{3}$	1.
B.		2.
C.		3.
D.		4.	${CH}_{3} - OH + {CH}_{3} I$
		5.

	A	B	C	D
1.	2	3	4	1
2.	3	1	5	2
3.	5	4	3	2
4.	4	5	2	1

Hint: Cleavage of C–O bond in ethers

i. Reactant A is a symmetrical ether so the products are methanol and methyl iodide. The reaction is as follows:

B. In the case of unsymmetrical ether, one alkyl group is primary while another is secondary. So, it follows S_N2 mechanism. Thus, the halide ion attacks the smaller alkyl group, and the products are as follows:

C. In the third example, one of the alkyl group is tertiary and the other is primary. It follows S_N1 mechanism and halide ion attacks the tertiary alkyl group and the products are as follows:

D. In the case of alkyl aryl ether. In this ether, the bond is weaker than the bond which has a partial double bond character due to resonance. So, the halide ion attacks on the alkyl group and the products are as follows:

NEET Information

courses

Company

Botany Questions

Chemistry Questions

Physics Questions

Zoology Questions