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JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - JEE MCQ


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20 Questions MCQ Test Chapter-wise Tests for JEE Main & Advanced - JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers

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JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 1

Ethyl alcohol is heated with conc H2SO4 the product formed is

Detailed Solution for JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 1

JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 2

Which of the following is basic

Detailed Solution for JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 2
Firstly alcohols are most basic among all oxygen compounds. now secondly  It is the fact that alkyl grps have  effect that means it will tend to give its electron towards the oxygen atom on account of increase in electron density on oxygen atom it given its one elctron pair and behaves as a base.
JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 3

The compound which reacts fastest with Lucas reagent atroom temperature is (1981 - 1 Mark)

Detailed Solution for JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 3

TIPS/Formulae :
The order of reactivity of alcohol with Lucas reagent is tert. > sec. > pri.
Lucas test is based on the difference in the three types of alcohols (having 6 or less carbon) towads Lucas reagent (a mixture of conc. hydrochloric acid and anhydrous zinc chloride) at room temperature.

The tertiary alcohols produce turbidity immediately, the secondary alcohols give turbidity within 5 – 10 minutes, and the primary alcohols do not give turbidity at all, at room temperature. Hence 2-methylpropan-2-ol (a 3° alcohol) reacts fastest.

JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 4

A compound that gives a positive iodoform test is(1982 - 1 Mark)

Detailed Solution for JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 4

TIPS/Formulae :
Compounds having   groups show positive iodoform test.

(pentanone-2) gives this test.

JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 5

Diethyl ether on heating with conc. HI gives two moles of            (1983 - 1 Mark)

Detailed Solution for JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 5

JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 6

An industrial method of preparation of methanol is :     (1984 - 1 Mark)

Detailed Solution for JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 6

JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 7

When phenol is treated with excess bromine water, it gives:       (1984 - 1 Mark)

Detailed Solution for JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 7

NOTE :
The –OH group in phenol, being activating group, facilitates substitution in the o- and p-positions.

JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 8

HBr reacts fastest with : (1986 - 1 Mark)

Detailed Solution for JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 8

Reactions involving cleavage of carbon-oxygen bond, (C – OH) follows the following order :
Tertiary > Secondary > Primary

JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 9

Which of the following compounds is oxidised to preparemethyl ethyl ketone? (1987 - 1 Mark)

Detailed Solution for JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 9

TIPS/Formulae :
Secondary alcohols oxidise to produce kenone

JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 10

Phenol reacts with bromine in carbon disulphide at lowtemperature to give (1988 - 1 Mark)

Detailed Solution for JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 10

NOTE : In absence of CS2, polyhalogenation in o- and p-positions takes place.

JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 11

Chlorination of toluene in the presence of light and heatfollowed by treatment with aqueous NaOH gives(1990 - 1 Mark)

Detailed Solution for JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 11

JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 12

When phenol is reacted with CHCl3 and NaOH followed by acidification, salicyladehyde is obtained. Which of the
following species are involved in the above mentioned reaction as intermediate?

Detailed Solution for JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 12

TIPS/Formulae :
Riemer-Tiemann reaction involves electrophilic
substitution on the highly reactive phenoxide ring.

 

JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 13

The compound that will react most readily with NaOH toform methanol is (2001S)

Detailed Solution for JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 13

TIPS/Formulae :
Compound (CH3)4N+I is most reactive due to (i) better
leaving group, I and (ii) due to the fact that the methyl group, with positive N, is more electron deficient.
Hence this group is more reactive towards nucleophile, OH

JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 14

1-Propanol and 2-propanol can be best distinguished by        (2001S)

Detailed Solution for JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 14

NOTE :
Fehling solution is a weak oxidising agent which can oxidise aldehyde but not ketone.
Primary alcohols undergoes oxidation with alkaline KMnO4, acidic dichromate and conc. H2SO4 to give acids, whereas with Cu they give aldehydes.

JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 15

(2003S)

Detailed Solution for JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 15

NOTE : This reaction is an example of Williamson's synthesis.
C2H5O will abstract proton from phenol converting the latter into phenoxide ion. This would then make nucleophilic attack on the methylene carbon of alkyl iodide forming C6H5OC2H5. But if C2H5O is in excess,
C2H5OC2H5 will be formed.C2H5O is a better
nucleophile than C6H5O (phenoxide) ion because in the former the negative charge is localised over oxygen, while in the latter it is delocalised over the whole molecular framework. So, it is C2H5O ion that would
make nucleophilic attack at ethyl iodide to give diethyl ether (Williamson’s synthesis).

JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 16

The product of acid catalyzed hydration of 2-phenylpropeneis (2004S)

Detailed Solution for JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 16

NOTE : Addition of water to 2-phenylpropene follows Markownikov’s rule.

JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 17

The best method to prepare cyclohexene from cyclohexanolis by using (2005S)

Detailed Solution for JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 17

TIPS/Formulae :
Conc. HCl, HBr and conc. HCl + ZnCl2 all are
nucleophiles, thus convert alcohols to alkyl halides.
However, conc. H3PO4 is a good dehydrating agent which converts an alcohol to an alkene.

JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 18

The increasing order of boiling points of the below mentioned alcohols is (2006 - 3M, –1)
(I) 1,2-dihydroxybenzene
(II) 1,3-dihydroxybenzene
(III) 1,4-dihydroxybenzene
(IV) Hydroxybenzene

Detailed Solution for JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 18

Among the given compounds, hydroxybenzene (IV) has least molar mass and therefore possess least boiling point. Among the three isomeric dihydroxybenzenes, 1,2-dihydroxybenzene (I) forms intramolecular
H-bonding with the result it will not form intermolecular H-bonding leading to lowest boiling point. On the other hand 1,3-dihydroxybenzene (II) and 1, 4-dihydroxybenzene (III) do not undergo chelation, hence they will involve extensive intermolecular H-bonding leading to higher boiling point. Further intermolecular hydrogen bonding is stronger in the p-isomer than the m-isomer hence former has highest b.p. Thus the decreasing order of boiling points is
III > II > I > IV.

JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 19

In the reaction  the products are

Detailed Solution for JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 19

 

JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 20

For the identification of b-naphthol using dye test, it isnecessary to use (JEE Adv. 2014)

Detailed Solution for JEE Advanced (Single Correct MCQs): Alcohols, Phenols & Ethers - Question 20

In dye test, phenolic — OH group is converted to  — O– which activates the ring towards electrophilic aromatic substitution

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