Topic Question Set
Q 1
:
Total number of possible isomers (both structural as well as stereoisomers) of cyclic ethers of molecular formula is [2025]
10
11
6
8
(1)
Total 10 isomers are possible.
Q 2
:
Consider the following reaction :
Identify products A and B. [2023]
(1)
Alkyl aryl ethers are cleaved at the alkyl-oxygen bond due to more stable aryl-oxygen bond. The reaction yields phenol and benzyl halide.
Q 3
:
Anisole on cleavage with HI gives [2020]
(1)
Q 4
:
The compound that is most difficult to protonate is [2019]
(1)
In 
, the lone pair of oxygen is in conjugation with phenyl group so, it is least basic among the given compounds and is most difficult to protonate.
Q 5
:
The major products C and D formed in the following reactions respectively are [2019]
and
and
and
and
(1)
Ethers are readily attacked by HI to give an alkyl halide and alcohol. But when heated with excess of HI, the product alcohol first formed reacts further with HI to form the corresponding alkyl iodide.
Q 6
:
The heating of phenyl methyl ether with HI produces [2017]
iodobenzene
phenol
benzene
ethyl chloride
(2)
In case of phenyl methyl ether, methyl phenyl oxonium ion 
is formed by protonation of ether. The bond is weaker than bond as has partial double bond character. Therefore, the attack by ion breaks bond to form .
Q 7
:
The reaction
can be classified as [2016]
dehydration reaction
Williamson alcohol synthesis reaction
Williamson ether synthesis reaction
alcohol formation reaction
(3)
Williamson’s ether synthesis reaction involves the treatment of sodium alkoxide with a suitable alkyl halide to form an ether.
Q 8
:
The reaction,
is called [2015]
Etard reaction
Gattermann-Koch reaction
Williamson synthesis
Williamson continuous etherification process
(3)
Williamson synthesis is the best method for the preparation of ethers.
Q 9
:
Among the following sets of reactants which one produces anisole? [2014]
(2)
Q 10
:
Identify Z in the sequence of reactions :
[2014]
(1)
