R

TE

8
P

Alcohols, Phenols
CHA

and Ethers

5. CH 3 CH 2 CH == CH 2  B2 H 6
→Z
Alcohols H 2 O, H 2 O/ OH

What is Z? (2020-Covid)

1. Given below are two statements: (2022)
a. b. CH3CH2CH2CHO
Statement I: In Lucas test, primary, secondary and tertiary
alcohols are distinguished on the basis of their reactivity with
conc. HCl + ZnCl2, known as Lucas Reagent. c. CH3CH2CH2CH3 d. CH3CH2CH2CH2OH
Statement II: Primary alcohols are most reactive and
immediately produce turbidity at room temperature on 6. Compound A, C8H10O, is found to react with NaOI (produced
reaction with Lucas Reagent.
In the light of the above statements, choose the most by reacting Y with NaOH) and yields a yellow precipitate
appropriate answer from the options given below: with characteristic smell. A and Y are respectively (2018)
a. Statement I is incorrect but Statement II is correct.
a. H3C CH2 OH and I2
b. Both Statement I and Statement II are correct.
c. Both Statement I and Statement II are incorrect.
b. CH2 CH2 OH and I2
d. Statement I is correct but Statement II is incorrect.
2. What is the IUPAC name of the organic compound formed
in the following chemical reaction? (2021)
c. CH CH3 and I2
2 5 (i)C H MgBr, dry ether
Acetone 
+ → Product
(ii) H 2O, H OH
a. Pentan-2-ol b. Pentan-3-ol CH3
c. 2-methyl butan-2-ol c. 2-methyl propan-2-ol
d. CH3 OH and I2
3. The product formed in the following chemical reaction is:
(2021)
O 7. Which of the following is not the product of dehydration of
O NaBH4
CH2 C OCH3 ? ? (2015 Re)
C2H5OH OH

CH3
O OH H a.
CH2 CH2 OH CH2 C CH3
a. b.
OH
CH3 CH3
b.
O OH H
OH
CH2 C OCH3 CH2 C OCH3
c. d.
OH
CH3 CH3 c.
4. Reaction between acetone and methylmagnesium chloride
followed by hydrolysis will give : (2020)
a. Sec. butyl alcohol b. Tert. butyl alcohol d.
c. Isobutyl alcohol d. Isopropyl alcohol
 2 Chapter & Topicwise NEET PYQ’s PW

12. Identify the major products P, Q and R in the following

Phenols sequence of reactions: (2018)

8. Given below are two statements: (2022)

Statement I: The acidic strength of monosubstituted
nitrophenol is higher than phenol because of electron
withdrowing nitro group.
Statement II: o-nitrophenol, m-nitrophenol and p-nitrophenol
will have same acidic strength as they have one nitro group
attached to the phenolic ring.
In the light of the above statements, choose the most a.
appropriate answer form the options given below:
a. Statement I is incorrect but Statement II is correct.
b. Both Statement I and Statement II are correct.
c. Both Statement I and Statement II are incorrect. b.
d. Statement I is correct but Statement II is incorrect.
9. Which of the following substituted phenols is the strongest
acid? (2020-Covid)
c.

a. b. d.

13. In the reaction, the electrophile involved is: (2018)

c. d.

⊕ 
a. Dichloromethyl cation  C HCl2 
 
10. The compound that is most difficult to protonate is: (2019)
⊕ 
b. Formyl cation  ü 
a. b.  
c. Dichlorocarbene (: CCl2 )
c. d.
d. Dichloromethyl anion  C HCl2 
⊕

11. The structure of intermediate A in the following reaction, is  

(2019) 14. Which one is the most acidic compound? (2017-Delhi)

a. b.

c. d.
a. b.

15. Reaction of phenol with chloroform in presence of dilute

sodium hydroxide finally introduces which one of the
following functional group? (2015 Re)
c. d. a. –CHO b. –CH2Cl
c. –COOH d. –CHCl2
Alcohols, Phenols and Ethers 3

16. Which of the following will not be soluble in sodium 21. The reaction:
hydrogen carbonate? (2014)
a. Benzoic acid b. o-Nitrophenol
c. Benzenesulphonic acid d. 2,4,6-trinitrophenol can be classified as? (2016 - I)
a. Williamson alcohol synthesis reaction
Ethers b. Williamson ether synthesis reaction
c. Alcohol formation reaction
17. Anisole on cleavage with HI gives: (2020) d. Dehydration reaction
22. The reaction

a. b.

c. d.

18. The compound A on treatment with Na gives B, and with is called: (2015)
PCl5 gives C. B and C react together to give diethyl ether.
a. Williamson continuous esterification process
A, B and C are in the order: (2018)
b. Etard reaction
a. C2H5OH, C2H6, C2H5Cl
c. Gatterman - Koch reaction
b. C2H5OH, C2H5Cl, C2H5ONa
d. Williamson synthesis
c. C2H5OH, C2H5ONa, C2H5Cl
d. C2H5Cl, C2H6, C2H5OH 23. Among the following sets of reactants which one produces
anisole? (2014)
19. The heating of phenyl-methyl ethers with HI produces.
a. C6H5OH; NaOH; CH3I
(2017-Delhi)
b. C6H5OH; neutral FeCl3
a. Benzene b. Ethyl chlorides
c. Iodobenzene d. Phenol c. C6H5 – CH3; CH3COCl; AlCl3
d. CH3CHO; RMgX
20. Identify A and predict the type of reaction: (2017-Delhi)
24. Identify Z in the sequence of reactions:
HBr / H 2 O 2 C2 H5 ONa
CH 3CH 2CH
= CH 2  → Y  →Z  (2014)
a. (CH3)2CH – O – CH2CH3
b. CH3(CH2)4 – O – CH3
c. CH3CH2 – CH(CH3) – O – CH2CH3
d. CH3 – (CH2)3 – O – CH2CH3
a. and cine substitution reaction
25. Among the following ethers, which one will produce methyl
alcohol on treatment with hot concentrated HI? (2013)
a. CH3 – CH2 – CH2 – CH2 – O – CH3
b. and substitution reaction
b.

c. and elimination addition reaction

c.

d.
d. and cine substitution reaction
4 Chapter & Topicwise NEET PYQ’s PW

Answer Key

1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17
d c c b d c a d d d b c c a a b d
18 19 20 21 22 23 24 25
c d b b d a d c