Alcohols, Phenols and Ethers

2019 Q151 JEE Mains MCQ
14 Mar 2026
The increasing order of the pKa values of the following compounds is :

JEE Main 2019 (Online) 10th January Morning Slot Chemistry - Alcohols, Phenols and Ethers Question 153 English
A.
B < C < D < A
B.
B < C < A < D
C.
D < A < C < B
D.
C < B < A < D
2019 Q152 JEE Mains MCQ
14 Mar 2026
The major product 'X' formed in the following reaction is :

JEE Main 2019 (Online) 10th January Morning Slot Chemistry - Alcohols, Phenols and Ethers Question 152 English
A.
JEE Main 2019 (Online) 10th January Morning Slot Chemistry - Alcohols, Phenols and Ethers Question 152 English Option 1
B.
JEE Main 2019 (Online) 10th January Morning Slot Chemistry - Alcohols, Phenols and Ethers Question 152 English Option 2
C.
JEE Main 2019 (Online) 10th January Morning Slot Chemistry - Alcohols, Phenols and Ethers Question 152 English Option 3
D.
JEE Main 2019 (Online) 10th January Morning Slot Chemistry - Alcohols, Phenols and Ethers Question 152 English Option 4
2019 Q153 JEE Mains MSQ
14 Mar 2026
Which of the following compounds reacts with ethylmagnesium bromide and also decolourizes bromine water solution:
A.
JEE Main 2019 (Online) 11th January Evening Slot Chemistry - Alcohols, Phenols and Ethers Question 147 English Option 1
B.
JEE Main 2019 (Online) 11th January Evening Slot Chemistry - Alcohols, Phenols and Ethers Question 147 English Option 2
C.
JEE Main 2019 (Online) 11th January Evening Slot Chemistry - Alcohols, Phenols and Ethers Question 147 English Option 3
D.
JEE Main 2019 (Online) 11th January Evening Slot Chemistry - Alcohols, Phenols and Ethers Question 147 English Option 4
2018 Q154 JEE Mains MCQ
14 Mar 2026
Phenol reacts with methyl chloroformate in the presence of NaOH to form product A. A reacts with Br2 to form product B. A and B are respectively :
A.
JEE Main 2018 (Offline) Chemistry - Alcohols, Phenols and Ethers Question 168 English Option 1
B.
JEE Main 2018 (Offline) Chemistry - Alcohols, Phenols and Ethers Question 168 English Option 2
C.
JEE Main 2018 (Offline) Chemistry - Alcohols, Phenols and Ethers Question 168 English Option 3
D.
JEE Main 2018 (Offline) Chemistry - Alcohols, Phenols and Ethers Question 168 English Option 4
2018 Q155 JEE Mains MCQ
14 Mar 2026
Phenol on treatment with CO2 in the presence of NaOH followed by acidification produces compound X as the major product. X on treatment with (CH3CO)2O in the presence of catalytic amount of H2SO4 produces:
A.
JEE Main 2018 (Offline) Chemistry - Alcohols, Phenols and Ethers Question 169 English Option 1
B.
JEE Main 2018 (Offline) Chemistry - Alcohols, Phenols and Ethers Question 169 English Option 2
C.
JEE Main 2018 (Offline) Chemistry - Alcohols, Phenols and Ethers Question 169 English Option 3
D.
JEE Main 2018 (Offline) Chemistry - Alcohols, Phenols and Ethers Question 169 English Option 4
2018 Q156 JEE Mains MCQ
14 Mar 2026
The major product formed in the following reaction is : JEE Main 2018 (Offline) Chemistry - Alcohols, Phenols and Ethers Question 167 English
A.
JEE Main 2018 (Offline) Chemistry - Alcohols, Phenols and Ethers Question 167 English Option 1
B.
JEE Main 2018 (Offline) Chemistry - Alcohols, Phenols and Ethers Question 167 English Option 2
C.
JEE Main 2018 (Offline) Chemistry - Alcohols, Phenols and Ethers Question 167 English Option 3
D.
JEE Main 2018 (Offline) Chemistry - Alcohols, Phenols and Ethers Question 167 English Option 4
2018 Q157 JEE Mains MCQ
14 Mar 2026
The total number of optically active compounds formed in the following reactio is :
JEE Main 2018 (Online) 15th April Evening Slot Chemistry - Alcohols, Phenols and Ethers Question 158 English
A.
Two
B.
Four
C.
Six
D.
Zero
2018 Q158 JEE Mains MCQ
14 Mar 2026
The major product of the following reaction is :

JEE Main 2018 (Online) 15th April Morning Slot Chemistry - Alcohols, Phenols and Ethers Question 159 English
A.
JEE Main 2018 (Online) 15th April Morning Slot Chemistry - Alcohols, Phenols and Ethers Question 159 English Option 1
B.
JEE Main 2018 (Online) 15th April Morning Slot Chemistry - Alcohols, Phenols and Ethers Question 159 English Option 2
C.
JEE Main 2018 (Online) 15th April Morning Slot Chemistry - Alcohols, Phenols and Ethers Question 159 English Option 3
D.
JEE Main 2018 (Online) 15th April Morning Slot Chemistry - Alcohols, Phenols and Ethers Question 159 English Option 4
2017 Q159 JEE Mains MCQ
14 Mar 2026
The increasing order of the boiling points for the following compounds is :

JEE Main 2017 (Online) 9th April Morning Slot Chemistry - Alcohols, Phenols and Ethers Question 156 English
A.
(III) < (IV) < (II) < (I)
B.
(IV) < (III) < (I) < (II)
C.
(II) < (III) < (IV) < (I)
D.
(III) < (II) < (I) < (IV)
2017 Q160 JEE Mains MCQ
14 Mar 2026
The major product of the following reaction is :

JEE Main 2017 (Online) 8th April Morning Slot Chemistry - Alcohols, Phenols and Ethers Question 157 English
A.
JEE Main 2017 (Online) 8th April Morning Slot Chemistry - Alcohols, Phenols and Ethers Question 157 English Option 1
B.
JEE Main 2017 (Online) 8th April Morning Slot Chemistry - Alcohols, Phenols and Ethers Question 157 English Option 2
C.
JEE Main 2017 (Online) 8th April Morning Slot Chemistry - Alcohols, Phenols and Ethers Question 157 English Option 3
D.
JEE Main 2017 (Online) 8th April Morning Slot Chemistry - Alcohols, Phenols and Ethers Question 157 English Option 4
2016 Q161 JEE Mains MCQ
14 Mar 2026
Bouveault-Blanc reduction reaction involves :
A.
Reduction of an acyl halide with H2/Pd.
B.
Reduction of an ester with Na/C2H5OH.
C.
Reduction of a carbonyl compound with Na/Hg and HCl.
D.
Reduction of an anhydride with LiAlH4.
2016 Q162 JEE Mains MCQ
14 Mar 2026
The gas evolved on heating CH3MgBr in methanol is :
A.
HBr
B.
Methane
C.
Ethane
D.
Propane
2016 Q163 JEE Mains MCQ
14 Mar 2026
$2$-chloro-$2$-methylpentane on reaction with sodium methoxide in methanol yields:

JEE Main 2016 (Offline) Chemistry - Alcohols, Phenols and Ethers Question 162 English
A.
All of these
B.
$(a)$ and $(c)$
C.
$(c)$ only
D.
$(a)$ and $(b)$
2016 Q164 JEE Mains MCQ
14 Mar 2026
The product of the reaction given below is :

JEE Main 2016 (Offline) Chemistry - Alcohols, Phenols and Ethers Question 160 English
A.
JEE Main 2016 (Offline) Chemistry - Alcohols, Phenols and Ethers Question 160 English Option 1
B.
JEE Main 2016 (Offline) Chemistry - Alcohols, Phenols and Ethers Question 160 English Option 2
C.
JEE Main 2016 (Offline) Chemistry - Alcohols, Phenols and Ethers Question 160 English Option 3
D.
JEE Main 2016 (Offline) Chemistry - Alcohols, Phenols and Ethers Question 160 English Option 4
2014 Q165 JEE Mains MCQ
14 Mar 2026
The most suitable reagent for the conversion of R - CH2 - OH $\to$ R - CHO is:
A.
CrO3
B.
PCC (Pyridinium Chlorochromate)
C.
KMnO4
D.
K2Cr2O7
2013 Q166 JEE Mains MCQ
14 Mar 2026
An unknown alcohol is treated with the “Lucas reagent” to determine whether the alcohol is primary, secondary or tertiary. Which alcohol reacts fastest and by what mechanism:
A.
tertiary alcohol by SN1
B.
secondary alcohol by SN2
C.
tertiary alcohol by SN2
D.
secondary alcohol by SN1
2013 Q167 JEE Mains MCQ
14 Mar 2026
Arrange the following compounds in order of decreasing acidity :

JEE Main 2013 (Offline) Chemistry - Alcohols, Phenols and Ethers Question 161 English
A.
${\rm I}{\rm I} > {\rm I}V > {\rm I} > {\rm I}{\rm I}{\rm I}$
B.
${\rm I} > {\rm I}{\rm I} > {\rm I}{\rm I}{\rm I} > {\rm I}V$
C.
${\rm I}{\rm I}{\rm I} > {\rm I} > {\rm I}{\rm I} > {\rm I}V$
D.
${\rm I}V > {\rm I}{\rm I}{\rm I} > {\rm I} > {\rm I}{\rm I}$
2012 Q168 JEE Mains MCQ
14 Mar 2026
Ortho–Nitrophenol is less soluble in water than p– and m– Nitrophenols because :
A.
o–Nitrophenol is more volatile in steam than those of m – and p–isomers
B.
o–Nitrophenol shows Intramolecular H–bonding
C.
o–Nitrophenol shows Intermolecular H–bonding
D.
Melting point of o–Nitrophenol is lower than those of m–and p–isomers.
2011 Q169 JEE Mains MCQ
14 Mar 2026
Phenol is heated with a solution of mixture of KBr and KBrO3. The major product obtained in the above reaction is
A.
3-Bromophenol
B.
4-Bromophenol
C.
2, 4, 6- Tribromophenol
D.
2-Bromophenol
2010 Q170 JEE Mains MCQ
14 Mar 2026
From amongst the following alcohols the one that would react fastest with conc. HCl and anhydrous ZnCl2, is
A.
2–Butanol
B.
2–Methylpropan–2–ol
C.
2–Methylpropanol
D.
1–Butanol
2009 Q171 JEE Mains MCQ
14 Mar 2026
The major product obtained on interaction of phenol with sodium hydroxide and carbon dioxide is :
A.
benzoic acid
B.
salicylaldehyde
C.
salicylic acid
D.
phthalic acid
2008 Q172 JEE Mains MCQ
14 Mar 2026
Phenol, when it first reacts with concentrated sulphuric acid and then with concentrated nitric acid, gives
A.
2,4,6-trinitrobenzene
B.
o-nitrophenol
C.
p-nitrophenol
D.
nitrobenzene
2007 Q173 JEE Mains MCQ
14 Mar 2026
In the following sequence of reactions,
CH3CH2OH $\buildrel {P + {I_2}} \over \longrightarrow $ A $\mathrel{\mathop{\kern0pt\longrightarrow} \limits_{ether}^{Mg}} $ B $\buildrel {HCHO} \over \longrightarrow $ C $\buildrel {{H_2}O} \over \longrightarrow $ D
the compound ‘D’ is
A.
butanal
B.
n-butyl alcohol
C.
n-propyl alcohol
D.
propanal
2006 Q174 JEE Mains MCQ
14 Mar 2026
HBr reacts with CH2 = CH – OCH3 under anhydrous conditions at room temperature to give
A.
CH3CHO and CH3Br
B.
BrCH2CHO and CH3OH
C.
BrCH2 – CH2 – OCH3
D.
H3C – CHBr – OCH3
2006 Q175 JEE Mains MCQ
14 Mar 2026
The structure of the compound that gives a tribromo derivative on treatment with bromine water is
A.
AIEEE 2006 Chemistry - Alcohols, Phenols and Ethers Question 164 English Option 1
B.
AIEEE 2006 Chemistry - Alcohols, Phenols and Ethers Question 164 English Option 2
C.
AIEEE 2006 Chemistry - Alcohols, Phenols and Ethers Question 164 English Option 3
D.
AIEEE 2006 Chemistry - Alcohols, Phenols and Ethers Question 164 English Option 4
2006 Q176 JEE Mains MCQ
14 Mar 2026
Phenyl magnesium bromide reacts with methanol to give
A.
a mixture of anisole and Mg(OH)Br
B.
a mixture of benzene and Mg(OMe)Br
C.
a mixture of toluene and Mg(OH)Br
D.
a mixture of phenol and Mg(Me)Br
2006 Q177 JEE Mains MCQ
14 Mar 2026
Among the following the one that gives positives iodoform test upon reaction with ${I_2}$ and $NaOH$ is
A.
AIEEE 2006 Chemistry - Alcohols, Phenols and Ethers Question 165 English Option 1
B.
$PhCHOHC{H_3}$
C.
$C{H_3}C{H_2}CH\left( {OH} \right)C{H_2}C{H_3}$
D.
${C_6}{H_5}C{H_2}C{H_2}OH$
2006 Q178 JEE Mains MCQ
14 Mar 2026
AIEEE 2006 Chemistry - Alcohols, Phenols and Ethers Question 163 English

The electrophile involved in the above reaction is
A.
AIEEE 2006 Chemistry - Alcohols, Phenols and Ethers Question 163 English Option 1
B.
AIEEE 2006 Chemistry - Alcohols, Phenols and Ethers Question 163 English Option 2
C.
AIEEE 2006 Chemistry - Alcohols, Phenols and Ethers Question 163 English Option 3
D.
AIEEE 2006 Chemistry - Alcohols, Phenols and Ethers Question 163 English Option 4
2005 Q179 JEE Mains MCQ
14 Mar 2026
The best reagent to convert pent -3- en-2-ol into pent -3-en-2-one is
A.
Acidic permanganate
B.
Acidic dichromate
C.
Chromic anhydride in glacial acetic acid
D.
Pyridinium chloro – chromate
2005 Q180 JEE Mains MCQ
14 Mar 2026
Acid catalyzed hydration of alkenes except ethene leads to the formation of
A.
primary alcohol
B.
secondary or tertiary alcohol
C.
mixture of primary and secondary alcohols
D.
mixture of secondary and tertiary alcohols
2004 Q181 JEE Mains MCQ
14 Mar 2026
Acetyl bromide reacts with excess of CH3MgI followed by treatment with a saturated solution of NH4Cl given
A.
acetone
B.
acetyl iodide
C.
2- methyl -2- propanol
D.
acetamide
2004 Q182 JEE Mains MCQ
14 Mar 2026
Among the following compounds which can be dehydrated very easily is
A.
AIEEE 2004 Chemistry - Alcohols, Phenols and Ethers Question 166 English Option 1
B.
AIEEE 2004 Chemistry - Alcohols, Phenols and Ethers Question 166 English Option 2
C.
AIEEE 2004 Chemistry - Alcohols, Phenols and Ethers Question 166 English Option 3
D.
AIEEE 2004 Chemistry - Alcohols, Phenols and Ethers Question 166 English Option 4
2003 Q183 JEE Mains MCQ
14 Mar 2026
An ethar is more volatile than an alcohol having the same molecular formula. This is due to
A.
alcohols having resonance structures
B.
inter-molecular hydrogen bonding in ethers
C.
inter-molecular hydrogen bonding in alcohols
D.
dipole characters of ethers
2003 Q184 JEE Mains MCQ
14 Mar 2026
During dehydration of alcohols to alkenes by heating with conc. H2SO4 the initiation step is
A.
formation of carbocation
B.
elimination of water
C.
formation of an ester
D.
protonation of alcohol molecule