JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev

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Q.1. 1-Methyl ethylene oxide when treated with an excess of HBr produces    (2020)
(1) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(2) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(3) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(4) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
Ans.
(2)

The reaction involved is
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev

Q.2. The correct order of stability for the following alkoxides is    (2020)
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(1) (II) > (I) > (III)
(2) (III) > (II) > (I)
(3) (III) > (I) > (II)
(4) (II) > (III) > (I)
Ans.
(2)
The stability of the following alkoxides depends upon the dispersion of the negative charge on oxygen atom in the molecule.
Alkoxide (I) is stabilized by –I effect of -NO2 group.
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
Alkoxide (II) is stabilized by –I effect of -NO2 group and –R effect of double bond.
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
Alkoxide (III) is stabilized by –I effect of -NO2 group and –R effect (long distance conjugation).
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
Thus, the correct order of stability of alkoxide is: (III) > (II) > (I).

Q.3. In the following reaction sequence, structures of A and B, respectively will be    (2020)
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(1) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(2) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(3) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(4) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
Ans. 
(3)
The reaction involved is
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev

Q.4. Arrange the following compounds in increasing order of C–OH bond length; methanol, phenol, pethoxyphenol    (2020)
(1) Methanol < p-ethoxyphenol < phenol
(2) Phenol < methanol < p-ethoxyphenol
(3) Phenol < p-ethoxyphenol < methanol
(4) Methanol < phenol < p-ethoxyphenol
Ans.
(3)
Due to the delocalization of lone pair electrons of oxygen into the benzene ring, thus, the C-OH bond in phenol have partial double bond character. In p-ethoxyphenol, the lone pair of electrons also delocalized in the ring but due to the presence of ethyl group attached to oxygen atom, so, the C-OH bond in pethoxyphenol have less than partial double bond character. In methanol, the bond between C-OH have single bond. Hence, the increasing order of C-OH bond is: phenol < p-ethoxyphenol < methanol.

Q.5. The major product of the following reaction is   (2020)
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(1) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(2) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(3) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(4) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
Ans.
(3)
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev

Q.6. Among the compounds A and B with molecular formula C9H18O3, A is having higher boiling point the B. The possible structures of A and B are    (2020)
(1) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(2) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(3) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(4) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
Ans.
(1)
The compound that will show more hydrogen bonding will have high boiling point. Compound (I) have higher boiling point than compound (II), because compound (I) show hydrogen bonding.
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
Thus, the possible structure for I is:
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
The possible structure for II is:
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev

Q.7. The major product of the following reaction is:    (2019)
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(1) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(2) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(3) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(4) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
Ans. 
(1)
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev

Q.8. The compounds A and B in the following reaction are, respectively:    (2019)
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(1) A = Benzyl alcohol, B = Benzyl cyanide
(2) A =Benzyl chloride, B = Benzyl cyanide
(3) A = Benzyl alcohol, B = Benzyl isocyanide
(4) A = Benzyl chloride, B = Benzyl isocyanide
Ans.
(4)
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev

Q.9. The major product obtained in the following reaction is:    (2019)
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(1) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(2) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(3) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(4) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
Ans.
(4)
Reaction involved:
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev

Q.10. The products formed in the reaction of cumene with O2 followed by treatment with dil. HCl are:    (2019)
(1) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(2) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(3) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(4) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
Ans.
(3)
Reaction involved:
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev

Q.11. Which is the most suitable reagent for the following transformation?    (2019)
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(1) Tollen’s reagent
(2) I2/NaOH
(3) CrO2Cl2/CS2
(4) alkaline KMnO4
Ans.
(2)
The most suitable reagent for the given reaction is I2/NaOH (Iodoform reaction).
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev

Q.12. Which of the following compounds reacts with ethyl-magnesium bromide and also decolourizes bromine water solution?    (2019)
(1) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(2) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(3) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(4) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
Ans.
(4)
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev

Q.13. The major product in the following conversion is:    (2019)
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(1) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(2) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(3) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(4) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
Ans. 
(2)
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev

Q.14. The major product of the following reaction is:    (2019)
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(1) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(2) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(3) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(4) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
Ans. 
(2)
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev

Q.15. The organic compound that gives following qualitative analysis is:    (2019)
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(1) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(2) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(3) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(4) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
Ans. 
(1)
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev

Q.16. The major product of the following reaction is:    (2019)
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(1) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(2) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(3) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(4) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
Ans.
(3)
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev

Q.17. What will be the major product when m-cresol is reacted with propargyl bromide (HC ≡ C — CH2Br) in presence of K2CO3 in acetone?    (2019)
(1) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(2) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(3) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(4) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
Ans.
(1)
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev 

Q.18. 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:    (2018)
(1) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(2) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(3) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(4) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
Ans.
(4)
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev

Q.19. The major product formed in the following reaction is:    (2018)
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(1) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(2) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(3) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(4) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
Ans.
(1)
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev

Q.20. 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:    (2018)
(1) 
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(2) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(3) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(4) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
Ans. (2)
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev

Q.21. The major product of the following reaction is:    (2018)
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(1) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(2) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(3) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(4) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
Ans.
(2)
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev

Q.22. The major product of the following reaction is:    (2017)
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(1) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(2) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(3) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(4) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
Ans.
(1)
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev

Q.23. The increasing order of the boiling points for the following compounds is:    (2017)
(i) C2H5OH
(ii) C2H5Cl
(iii) C2H5CH3
(iv) C2H5OCH3
(1) (IV) < (III) < (I) < (II)
(2) (III) < (II) < (I) < (IV)
(3) (III) < (IV) < (II) < (I)
(4) (II) < (III) < (IV) < (I)
Ans.
(3)
B.P. ∝ dipole moment∝ H-bonding
C2H5CH3 < C2H5OCH3 < C2H5Cl < C2H5OH

Q.24. In the following reaction sequence:
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
The compound I is:    (2017)
(1) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(2) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(3) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
(4) JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev
Ans.
(1)
JEE Main Previous year questions (2016-20): Alcohols, Phenols & Ethers Notes | EduRev

Q.25. The gas evolved on heating CH3MgBr in methanol is:    (2016)
(1) Propane
(2) Ethane
(3) HBr
(4) Methane
Ans.
(4)
CH3MgBr + CH3–OH → (CH3O)MgBr + CH4↑ gas.

Q.26. Bouveault-Blanc reduction reaction involves:    (2016)
(1) Reduction of an anhydride with LiAlH4.
(2)  Reduction of an ester with Na/C2H5OH.
(3) Reduction of a carbonyl compound with Na/Hg and HCl
(4)  Reduction of an acyl halide with H2/Pd.
Ans. 
(2)
Reduction using Na in ethylalcohol is called Bouveault-Blanc reduction.

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