Retro (Past 13 Year) IIT-JEE Advanced (Alcohols Phenols And Ethers)


9 Questions MCQ Test Chemistry for JEE Advanced | Retro (Past 13 Year) IIT-JEE Advanced (Alcohols Phenols And Ethers)


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QUESTION: 1

Passage for Q. Nos. (1 and 2)

Q. 

Compound X is 

(2015 Adv., Comprehension Type)

Solution:

The reaction condition indicates that starting compound is phenyl acetylene.


Hydroboration oxidation brings about anti-Markonikoff's hydration of alkene.

QUESTION: 2

Q. 

The major compound Y is 

Solution:

QUESTION: 3

The acidic hydroiysis of ether X shown below is fastest when

(2014 Adv., Only One Option Correct Type)

Solution:

This problem can be solved by using the concept of stab ility of carbocation and SN1 reaction.
When two phenyl groups are replaced by two para methoxy group, carbocation formed will be more stable.
As the stability of carbocation formed increases, rate of acidic hydrolysis increases.

QUESTION: 4

The major product of the following reaction is

Solution:

QUESTION: 5

Passage for Q. Nos. (5 and 6)

A tertiary alcohol H upon acid catalysed dehydration gives a product I, Ozonolysis of I leads to compounds J and K. Compound J upon reaction with KOH gives benzyl alcohol and a compound L, where as K on reaction with KOH gives only M.

Q. 

Compound H is formed by the reaction of

Solution:

QUESTION: 6

A tertiary alcohol H upon acid catalysed dehydration gives a product I, Ozonolysis of I leads to compounds J and K. Compound J upon reaction with KOH gives benzyl alcohol and a compound L, where as K on reaction with KOH gives only M.

Q. 

The structures of compounds J, K and L respectively are

Solution:

QUESTION: 7

The increasing order of boiling points of the following mentioned alcohols is

I. 1, 2-dihydroxy benzene
II. 1, 3-dihydroxy benzene
III. 1, 4-dihydroxy benzene
IV. Hydroxy benzene

(2006, Only One Option Correct Type)

Solution:

All dihydroxy benzene will have higher boiling points than monohydroxy benzene. Also, among dihydroxy benzenes, 1, 2,-dihydroxy benzene has lowest boiling point due to intramolecular H-bonding.

QUESTION: 8

The best method to prepare cyclohexene from cyclohexanol is by using

(2005, Only One Option Correct Type)

Solution:

Concentrated H3PO4 solution does not involve any substitution product while with others, substitution product are also formed.

QUESTION: 9

When phenyl magnesium bromide reacts with tert. butanol, which of the following is formed ?

(2005, Only One Option Correct Type)

Solution: