1

Yakeen NEET (2024)

Alcohols, Ethers and Phenols AP 01
DPP-01

1. The general molecular formula, which represent the 7. Which of the following is most stable conformation?
homologous series of alkanol is:
(1) CnH2nO (2) CnH2n+1O
(1)
(3) CnH2n+2O (4) CnH2nO2

2. Which one is a primary alcoholic group?

(1) − CH 2 OH (2)
(3) (4)
(2)
3. Butan-2-ol is a:
(1) Primary alcohol
(2) Secondary alcohol
(3) Tertiary alcohol
(3)
(4) Dihydric alcohol

4. Number of isomeric alcohols and total number of

isomer with formula C4H10O is:
(1) 2, 7 (2) 1, 10
(3) 3, 7 (4) 4, 7 (4)

5. The IUPAC name for the following compound is:

OH OH
| |
CH 3 − C − CH 2 − CH − CH 3
| 8. The IUPAC name of the compound
CH 3
(1) 1, 1-dimethyl-1, 3-butandiol (1) 3, 3-dimethyl cyclohexanol
(2) 2-methyl-2, 4-pentandiol (2) 1,1-dimethyl-3-hydroxy cyclohexane
(3) 4-methyl-2, 4-pentandiol (3) 3,3-dimethyl-1- cyclohexane
(4) 1,3,3-trimethyl-1, 3-propandiol (4) 1,1-dimethyl-3- cyclohexane

6. Isobutyl alcohol is a: 9. Glycerol has

(1) Primary alcohol (1) One 1° and two 2° alcoholic group
(2) Secondary alcohol (2) One 1° and one 2° alcoholic group
(3) Tertiary alcohol (3) Two 1° and one 2° alcoholic group
(4) None of these (4) All are 2° alcoholic group
 2

OH 15. Which of the following alkenes when passed through

|
10. CH 3 CH 2 − C − CH 3 cannot be prepared by conc. H2SO4 followed by hydrolysis with boiling
| water would give tert-butyl alcohol?
Ph
(1) Ethylene
(1) CH3CH2COCH3 + PhMgX (2) Isobutylene
(2) PhCOCH3 + CH3CH2MgX (3) Propylene
(3) PhCOCH2CH3 + CH3MgX (4) 1-Butene
(4) HCHO + PhCH(CH3) CH2MgX
16. The reaction of ethylmagnesium iodide with
11. Oxymercuration-demercuration reaction of acetaldehyde gives after acidification
1-methylcyclohexene gives (1) 2-Butanol
(1) Trans-2-methyl cyclohexanol (2) 1-Butanol
(2) Cis-2-methylcyclohexanol (3) 2-Methyl-2-propanol
(3) 1-methylcyclohexanol (4) 2-Methylpropanol
(4) Mixture of cis- and trans-2-methylcyclo-hexanol
17. To prepare 2-propanol from methyl magnesium
12. The product of the following reaction is bromide, the other chemical required is
(i) BH /THF
⎯⎯ ⎯ ⎯
3
⎯⎯ →
(1) HCHO
−
(ii) H 2 O 2 , OH (2) CH3CHO
(1) 2-pentanol (2) pentane (3) C2H5OH
(3) pentan-2-one (4) 1-pentanol (4) CH3COCH3

13. Ortho-dihydroxy benzene is: 18. Which one of the following is a secondary
(1) Carvacrol (2) Resorcinol alcohol?
(3) Catechol (4) Orcinol (1) 2-Methyl-1-propanol
(2) 2-Methyl-2-propanol
14. The compounds A, B and C in the reaction sequence (3) 2-Butanol
are given by the set: (4) 1-Butanol
HBr Mg ( i ) CH CHO
CH 3 CH 2 OH ⎯⎯ ⎯ → A ⎯⎯⎯ → B ⎯⎯ ⎯3⎯⎯→ C
 ( ii ) H 3O
(1) CH3CH2Br,CH3CH2MgBr,
(CH3)3C—OH
(2) CH3CH2Br, (CH3CH2)2Mg,
(CH3)2CHCH2OH
(3) CH3CH2Br, CH3CH2MgBr,
CH3CH(OH)CH2CH3
(4) CH3CHBr2, CH3CH(MgBr)2,
CH3CH(OH)CH3
 3

Note: Kindly find the Video Solution of DPPs Questions in the DPPs Section.
Answer Key
1. (3) 10. (4)
2. (1) 11. (3)
3. (2) 12. (4)
4. (4) 13. (3)
5. (2) 14. (3)
6. (1) 15. (2)
7. (4) 16. (1)
8. (1) 17. (2)
9. (3) 18. (3)

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Yakeen NEET (2024)

Alcohols, Ethers and Phenols AP 02
DPP-02

1. In the reaction (CH3)2–CH–CH=CH–CH3 CH 3

Conc.
(i) Hg(OAC) 2 , THF, H 2 O 6. CH 3 C CHCH 3 A (predominant)
(ii) NaBH 4 H 2 SO 4
(CH
(A) CH 3 ) 3 CCH=CH 2
3 OH
x, x will be
(1) (CH3)3CCH = CH2
(1) (CH3)2–CH–CH2–CH(OH)CH3 (B) (CH )2 C=C(CH 3 )2
(2) (CH3)32C = C(CH3)2
(2) (CH3)2–CH–CH(OH)–CH2–CH3
(3)
(C) CH 2 =CCH 2CH 2 CH 3
(3) (CH3)2–C(OH)–CH3CH2CH3
(4) CH3–CH(OH)–(CH2)3CH3 CH 3
(D) None is correct
(4) None is correct
2. In the reaction (CH3)2–CHCH=CH2
BH /THF
⎯⎯ ⎯3⎯ ⎯ ⎯ → 7. Which set of reagents is used for the purpose of
−
(ii) H 2 O 2 /OH adding water to an alkene in a Markovnikov addition
(1) (CH3)2–CH–CH2–CH2OH without rearrangement?
(2) (CH3)2–CH–CH(OH)–CH3 (1) BH3, THF followed by H2O2, NaOH, H2O
(3) (CH3)2–C(OH)–CH2–CH3 (2) H2O, H2SO4
(4) CH3–CH(OH)–(CH2)2–CH3 (3) Br2, H2O
(4) Hg (OAc)2, H2O followed by NaBH4
3. In the reaction (CH3)2–CH–CH=CH2
H O/H +
⎯⎯⎯⎯
2
→ A, A will be:
(1) (CH3)2–CH–CH2–CH2OH 8. forms on reaction
(2) (CH3)2–CH–CH(OH)–CH3 with
(3) (CH3)2C(OH)CH2CH3 (1) CH3—CHO
(4) CH3CH(OH)CH2CH2CH3
(2)
4. Which of the following alkenes to give same product
in HBO, Oxymercuration–demercuration and acid (3) CH3—CH2—CHO
catalyzed hydration? (4)

(1) (2)
CH 3
9. Select schemes A, B, C out of
(A) CH3 C OH
(3) (4)
CH 3 CH
CH 33
5. Which
(A) CHof3 C
the following
OH (B) CH 3C
CHCH
compounds
(A) CH 2 CH
give
OH 2 OH
most stable
3
carbocation (intermediate) on dehydration?
CH
CH 3
CH CH 33
3

(B) CH
(1)
(A) CH 3CCHCH OH2 CH 2 OH
(2)
(B) CH33CHCH
(C) CH CHCH22CH
CH23OH
3 I. Acid catalyzed hydration
CH 3
CH 3
OH3
CH II. HBO
III. Oxymercuration-demercuration
(3)
(B)
(C) CH
CH33CHCH
CHCH22CH (4)
CH23OH
(C) CH 3CHCH
(D) CH CH2 CHCHCH2 OH (1) I in all cases (2) I, II, III
3 22 3
CH
OH3 OH (3) II, III, I (4) III, I, II

CH33CHCH
(D) CH
(C) CH2 CH 2 CH
2 CH
OH
3 2 (D) CH 3 CH 2 CH 2 CH 2 OH

OH
 2

10. To prepare 3-ethylpentane-3-ol, the reactants needed (1) CH2=CHOH (2) CH3CHO
are (3) CH 2 CH 2 (4) None of these
(1) CH3CH2MgBr + CH3COCH2CH3 O
(2) CH3MgBr +CH3CH2CH2COCH2CH3
(3) CH3CH2MgBr + CH3CH2COCH2CH3 16. Consider the following reaction
CH3
(4) CH3CH2CH2MgBr + CH3COCH2CH3 Zn
CH3 – CH – CH – CH 2Br A
dust D
Br
11. The reaction of Grignard reagent with formaldehyde ( i ) Hg ( OAc ) 2 ,H 2 O
⎯⎯ ⎯ ⎯ ⎯ ⎯→ B
followed by acidification gives ( ii ) NaBH 4 / OH

(1) an aldehyde Major product B is

(2) a ketone (1) CH3 – CH – CH – CH3
(3) a carboxylic acid CH3 OH
OH
(4) a primary alcohol
(2) CH3 – C – CH2 – CH3
CH3
12. Which of the following are the starting materials for
(3) CH3 – CH – CH2 – CH2 – OH
the Grignard’s synthesis of tert. butyl alcohol?
CH3
(1) C H 3 MgI+ C H 3 C OCH 3 O
(2) CH3MgI + CH3CHOHCH3 (4) CH3 – CH – CH – CH2
(3) CH3CH2MgBr + CH3COCH3 CH3
(4) CH3CH2MgBr + CH3CHO
17. Consider the following reaction.
+
PBr3 Mg /ether H O/H
13. CH 3 – C H – CH 3 ⎯⎯ ⎯ → X ⎯⎯ ⎯ ⎯→ Y ⎯⎯2 ⎯ ⎯→ P (Major)
|
OH
Major product P is
The final product is:
(1) CH 3 – C H – OH
| (1) (2)
CH 3
(2) CH3–CH2–CH2–OH
(3) (4)
(3) CH 3 – C H – O – C H – CH 3
| |
CH 3 CH 3
(4) CH3–CH2–CH3 18. In which of the following reactions secondary alcohol is
obtained as major product?
14. Which compound is formed when CH3OH reacts with O
(i) CH3 MgBr (excess)
CH3–Mg–X: (1) CH3 – C – OC2H5
(ii) H2 O
(1) Acetone (2) Alcohol O
(3) Methane (4) Ethane (i) CH3 MgBr
(2) CH3 – C – CH3
(ii) H2 O
15. C2H4O (A) reacts with CH3MgBr followed by O
(i) CH3 MgBr
(3) CH3 – C – H
decomposition with H 3O  to give 1°alcohol. Thus, A (ii) H2 O
O
is (i) CH3 MgBr
(4) H – C – H
(ii) H2 O
 3

Note: Kindly find the Video Solution of DPPs Questions in the DPPs Section.

Answer Key
1. (2) 10. (3)
2. (1) 11. (4)
3. (3) 12. (1)
4. (3) 13. (4)
5. (1) 14. (3)
6. (2) 15. (3)
7. (4) 16. (1)
8. (2) 17. (1)
9. (3) 18. (3)

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 1

Yakeen NEET (2024)

Alcohols, Ethers and Phenols DPP-03
AP 03

1. What reagent(s) can be used to convert 7. Consider oxidation of following alcohols

2-methyl pentanol into 2-methyl pentanal? A
(I) CH 2  CHCH 2 OH  CH 2  CHCHO
(1) Na2Cr2O7 (2) LiAlH4
B
(3) CrO3–pyridine (4) KMnO4 (II) (CH3 )3 COH   CH3 C  CH 2
|
CH3
2. Conversion of ethyl alcohol into acetaldehyde is an C
example of (III) CH3CH 2 OH  CH3CO 2 H
(1) hydrolysis (2) oxidation D
(IV) CH3CH  CHCH3  CH3CO2 H
(3) reduction (4) molecular rearrangement A, B, C and D are oxidizing agents which are
respectively:
3. What is the correct order of reactivity of alcohols in the
A B C D
following reaction?
ZnCl
R  OH  HCl 
2 R  Cl  H 2O (A) MnO 2 Cu /  H 2CrO 4 KMnO 4 / 

(1) 1° > 2° > 3° (2) 1° < 2° > 3° (B) Cu /  MnO 2 H 2CrO 4 KMnO 4 / 
(3) 3° > 2° > 1° (4) 3° > 1° > 2°
(C) MnO 2 Cu /  KMnO 4 /  H 2CrO 4

4. Which one of the following reactions is not true when (D) MnO 2 H 2CrO 4 Cu /  KMnO4
heated with copper at 300°C?
(1) secondary alcohol  ketone
(2) tertiary alcohol  olefin 8. Choose the major product of the following Reaction
(3) phenol  benzyl alcohol
(4) primary alcohol  aldehyde

5. The compound which gives turbidity immediately with

Lucas reagent at room temperature is H H
(1) butan-1-ol
(2) butan-2-ol (1) (2)
(3) 2-methylpropan-2-ol
(4) 2-methylpropan-1-ol OH H
OH
H H

MnO2
6.   A, A is: (3) (4)
H OH
OH OH
(1) (2)
9. In the reaction sequence,
H O dil.H SO H
CaC2 
2  A 
2 4  B 
2
2
Ni
 C,
Hg
(3) (3) the product C is
(1) CH3OH (2) CH3CHO
(3) C2H5OH (4) C2H4
 2

10. Which one/ones of the following reactions will yield CH 2  CHCHCH 2CH 2OH 2 A,
MnO
2-propanol? 14. | A is
H OH
(i) CH3CH  CH2  H2O 

(i) CH MgI CH 2  CHCCH 2 CH 2 OH
(ii) CH 3CHO 
3
 (1) ||
(ii) H 2O
O
(i) C H MgI
(iii) HCHO 
2 5
CH 2  CHCHCH 2 CHO
(ii) H 2O
Neutral KMnO
(2) |
(iv) CH3CH  CH 2  4
OH
Choose the right answer. CH 2  CHCCH 2CHO
(1) (i) and (ii) (2) (ii) and (iii) (3) ||
(3) (iii) and (i) (4) (ii) and (iv) O
CH 2  CHCCH 2COH
11. Which one of the following will produce a primary (4) || ||
alcohol by reacting with CH3MgI? O O
(1) Ethylene oxide (2) Ethyl acetate
(3) Methyl cyanide (4) Acetone 15. In the given esterification rate of reaction maximum
12. An alcohol of formula C9H12O reacts with Na2Cr2O7 when
to form a compound having formula C9H10O. The
original alcohol might be: H2O

(1) CH2  CH2  CH2  OH (1) R1 = –CH3

OH (2) R1 = –CH2–CH3
(2) |
CH CH2  CH3
(3)
CH3
|
C OH
(3) |
CH3 (4)
CH3
|
(4) CH CH 2OH
16. What are A and B in the following ?
H /Ni LiAlH
2
B 
4 A

13. (1) in all cases

(2) in all cases

B and C are respectively

(3) in all cases

(I) (II) (4) A =

B=
(1) B is I and C is II (2) Both II and I
(3) I in both cases (4) II in both cases
 3

Note: Kindly find the Video Solution of DPPs Questions in the DPPs Section.
Answer Key
1. (3) 9. (3)
2. (2) 10. (1)
3. (3) 11. (1)
4. (3) 12. (2)
5. (3) 13. (1)
6. (2) 14. (1)
7. (1) 15. (1)
8. (2) 16. (4)

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Yakeen NEET (2024)

AP 04
Alcohol, Phenol and Ether DPP-04

Conc. H SO C –O–H
1. 
2 4 18
+ CH3 – O – H
HCl
5. Catalyst

Major product is O
C – O – CH3
+ H 2O
(1) (2)
Methyl benzoate
(3) (4) 18
The labelled –O will be in:
(1) H2O (2) Methyl benzoate
2. Which alcohol will react fastest with HCl and anhy. (3) Both (1) and (2) (4) Benzoic acid
ZnCl2?

(1) (2)
6.
(3) (4)
CH3MgBr/H+ cold alk.KMnO4 CrO3 H+/
(1) (2) (3) (4)
For the above conversion the correct order of reagents
3. forms on used is:
(1) 1 2  3  4 (2) 1 4  3  2
reaction with (3) l  4  2  3 (4) 2  3  4  1
(1) CH3—CHO (2)
7. PCC (Pyridinium chlorochromate) is a good reagent
for which of the following transformations?
(3) CH3—CH2—CHO (4)
O OH

4. Which alcohol on heating with Cu at 573 K gives (1)

alkene as major product? OH O
(1) CH3CH2CH2OH
C2 H5 (2)
|
(2) CH3CH 2  C OH OH Cl
|
C2 H5
(3) CH3 – CH – CH3 (3)
OH
O
OH CO2 H
CO2 H
(4) (4)
 2

8. Which of the following reagents cannot be used to 13. What is the major product of this reaction?
oxidise primary alcohols to aldehydes?
(1) CrO3 in anhydrous medium KMnO

4  ?
KOH, H 2O
(2) KMnO4 in acidic medium
(3) Pyridinium chlorochromate
(4) Heat in the presence of Cu at 573 K
(1)
9. Ethanol when reacted with PCl5 gives A, POCl3 and
HCl. A reacts with silver nitrite to form B (major
product) and AgCl. A and B respectively are
(1) C2H5Cl and C2H5NO2 (2)
(2) C2H6 and C2H5NO2
(3) C2H5Cl and C2H5OC2H5
(4) C2H6 and C2H5OC2H5 (3)

10. An organic compound A reacts with methyl

magnesium iodide to form an addition product which
on hydrolysis forms the compound B. Compound B (4)
gives blue colour salt in Victor meyer’s test. The
compounds A and B are respectively 14. In the following sequence of reactions,
(1) Acetaldehyde, isopropyl alcohol P I Mg
CH3CH2OH 
2  (A)   (B)
(2) Acetone, isopropyl alcohol Ether
(3) Acetaldehyde, tertiary butyl alcohol HCHO H O

 (C) 
2  (D)
(4) Acetaldehyde, ethyl alcohol
The compound (4) is:
11. In the Victor-Meyer’s test, the colour given by 1°, 2° (1) n-butyl alcohol (2) n-propyl alcohol
(3) propanal (4) butanal
and 3° alcohols are respectively
(1) red, colourless, blue
15. In this reaction
(2) red, blue, colourless
(3) red, blue, violet H SO , heat

2 4  ?
(4) blue, red, violet 160 C

The major products formed are

12. An alcohol C5H11OH on dehydration gives an alkene,
which on oxidation yield a mixture of a ketone and (1)
an acid. The alcohol is
(1) CH3  CH  CH2  CH2  CH3
|
OH (2)
(2) CH3  CH  CH  CH3
| |
(3)
CH3 OH
(3) CH3CH2CH(OH)CH2CH3
(4) None of these (4)
 3

Note: Kindly find the Video Solution of DPPs Questions in the DPPs Section.

Answer Key
1. (3) 9. (1)
2. (2) 10. (1)
3. (2) 11. (2)
4. (2) 12. (2)
5. (2) 13. (2)
6. (3) 14. (2)
7. (2) 15. (1)
8. (2)

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Yakeen NEET (2024)

Alcohol, Phenol and Ether AP 05
DPP-05

4. In which of the following reactions hydrogen gas will

not be evolved?
Na
1. (1) CH3CH 2 OH 
Na
H SO B H H O /OH (2) CH 3CH 2 CH 2 OH 

2 4  P 2 6
 Q 
2 2 R
Al
Here R is: (3) 
(1) ethyl cyclohexane
(2) 2-propyl cyclopentene CH MgBr
(4) 
3

(3) 2-propyl cyclopentanol
(4) 1-propyl cyclopentanol
H3C LiAlH4
2. Give the decreasing order of the reaction rates of the 5. CH2 A, A is
H3C
following compounds with HBr. O
(1) CH3–CHCH2OH
I. CH3
(2) CH3CH2CH2CH2OH
II. CH3
(3) CH3–C–OH
III.
CH3
IV. (4) None
(1) I > II > III > IV
(2) IV > III > III > I
6. (1), Product (1) is:
(3) II > I > III > IV
(4) IV > III > I > II (1)

3. In the given pair of alcohol, in which pair second

alcohol is more reactive than first towards hydrogen
(2)
bromide?

(3)
(1)

(4)

(2) 7. Thionyl chloride method is preferred over phosphorus

pentachloride method for the preparation of alkyl
chloride because
(1) The reaction goes to completion
(3) (2) The by-products being gases escape into the
atmosphere leaving behind almost pure alkyl chloride
(3) Thionyl chloride is cheap while phosphorus
(4) pentachloride is costly
(4) None of the above
 2

CH – CO 2Et CH – CH 2OH 11. The compound A, B and C in the reaction sequence

(A) PBr alc. KOH Br
8.
MnO2
(B) CH3CH 2OH 
3
 A  B 
2 C are

given by the set:
Identify A and B
(1) C2H5Br, CH3CH2OH, CH3CHBr2
(2) C2H5Br, CH  CH, CH2  CHBr
(1) A = NaBH4, B =
(3) C2H5Br, CH2  CH2 , CH2Br CH2Br
(4) C2H5Br, CH3CH2OH, BrCH2 CH2Br

(2) A = NaBH4, B =
12. What is the major product of the following reaction?
O

(3) A = LiAlH4, B = NaBH4

CO2H
OH O
(4) A = LiAlH4, B =
(1) (2)
CH2OH CH2OH
9. The product formed in the reaction OH OH

SOCl

2  Product, (3) (4)
CO2H CO2CH3

(1) (2) 13. Dehydration of alcohols,

(I) OH (II) OH

(3) (4) (III) OH (IV) OH

Will be in order
(1) I < II < III < IV (2) I > II > III > IV
10. The product formed in the reaction (3) III < II < I < IV (4) II < III < IV < I

SOCl +Pyridine 14. Which is incorrect order of dehydration of alcohol?


2 Product
(A) OH >>
OH OH
OH
(1)

(1) (2)
(B)
(2)
(B) OH >>
OH CHCH333
CHCH
OH
OH
(C)
(3) CH333––C
OH >> CH
OH CHH222––O
OHH
(3) (4)
(D) CH33–CH22–CH–CH33 >
(D) 3 2 3
(4) OH
CH333––CH
CH CH222––C
CHH222––C
CHH222––OH
OH
 3

15. Acid catalysed dehydration of t-butanol is faster than 17. Which of the following will be most readily dehydrated
that of n-butanol because in acidic conditions?
(1) tertiary carbocation is more stable than primary
carbocation (1) (2)
(2) primary carbocation is more stable than tertiary
carbocation
(3) t-butanol has a higher boiling point
(3) (4)
(4) rearrangement takes place during dehydration of
t- butanol

16. Which of the following is not the product of

dehydration of

(1) (2)

(3) (4)
 4

Note: Kindly find the Video Solution of DPPs Questions in the DPPs Section.

Answer Key
1. (3) 10. (2)
2. (1) 11. (3)
3. (4) 12. (3)
4. (4) 13. (3)
5. (3) 14. (2)
6. (3) 15. (1)
7. (2) 16. (4)
8. (3) 17. (3)
9. (1)

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Yakeen NEET (2024)

Alcohols, Ethers and Phenols DPP-06
AP 06

1. o-nitrophenol is steam volatile whereas para- 7. Electrophilic substitution reaction in phenol take place at
nitrophenol is not due to (1) p-position (2) meta position
(1) Intramolecular H-bonding present in ortho- (3) o-position (4) o- and p-position
nitrophenol
(2) Intermolecular H-bonding 8. Electrophile in Reimer-Tiemann reaction is
(3) Intramolecular H-bonding present in para 
nitrophenol (1) C Cl3 (2) CH2Cl2
(4) None of these (3) CHCl3 (4) CCl2

9. In Reimer-Tiemann reaction molecular weight of

2. Reaction of phenol is with dil HNO3 gives
phenol increases by
(1) p- and m-nitrophenol
(1) 28 (2) 29
(2) o- and p-nitrophenol
(3) 30 (4) 31
(3) Picric acid
(4) o- and m-nitrophenol 10. Product (A) is

3. Phenol is less acidic than

(1) acetic acid (2) p-nitrophenol
(3) Both (1) and (2) (4) None of these

4. Cresol has
(1) Alcoholic –OH (2) Phenolic –OH
(3) –COOH (4) –CHO (1) (2)

5. Phenol is treated with bromine water and shaken well.

The white precipitate formed during the process is
(1) m-bromophenol
(2) 2, 4-dibromophenol (3) (4)
(3) 2, 4, 6-tribromophenol
(4) A mixture of o- and p-bromophenol
11. Which of the following compound give Reimer-
6. With dil. HNO3 phenol gives Tiemann reaction?

(1) (2) (1) (2)

(3) (4)
(3) (4) None of these
 2

12. Phenol and benzoic acid is distinguished by 16. What will happen when diethyl ether treated with hot
(1) NaOH (2) NaHCO3 and conc. HI:
(1) Ethyl alcohol (2) Ethyl iodide
(3) Na2CO3 (4) H2SO4 (3) Methyl iodide (4) Methanol

13. Phenol on distillation with zinc dust gives 17. The correct order of reactivity of following alcohols
(1) C6H6 (2) C6H12 towards conc. HCl/ZnCl2 is
C
(3) 6 5H –O–C 6 5 (4) C6H5–C6H5
H

14. Deoxygenation of phenol can be achieved by

distillation with:
(1) Raney nickel
(2) Lithium aluminium hydride
(3) Sodium borohydride (1) III > I > IV > II (2) III > I > II > IV
(3) I > III > IV > II (4) I > III > II > IV
(4) Zinc dust

15. Phenol on treatment with methyl chloride in the

presence of anhydrous AlCl3 gives chiefly:
(1) o-cresol (2) m-cresol
(3) anisole (4) p-cresol
 3

Answer Key
1. (1) 10. (1)
2. (2) 11. (3)
3. (3) 12. (2, 3)
4. (2) 13. (1)
5. (3) 14. (4)
6. (2) 15. (4)
7. (4) 16. (2)
8. (4) 17. (1)
9. (1)

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Yakeen NEET (2024)

Alcohol, Phenol and Ether DPP-07
AP 07

1. Ethanol is prepared industrially by: 5. Phenol is not obtained by

(1) Hydration of ethylene
(2) Fermentation of sugars (i) NaOH/ 
(3) Both the above ⎯⎯⎯⎯⎯
+ →
(ii) H
(1)
(4) None of these

2. In the reaction sequence: (i) NaOH/CaO/

HBr C2H5ONa (2) ⎯⎯⎯⎯⎯⎯⎯
→
A ⎯⎯⎯
→ B ⎯⎯⎯⎯⎯
→ Ethoxyethane ,
A and B are:
(1) C2H6, C2H5Br
H O+
(2) CH4, CH3Br (3) ⎯⎯⎯→
3

(3) CH2=CH2, C2H5Br

(4) CHCH, CH2=CHBr
NaNO /HCl/H O
(4) ⎯⎯⎯⎯⎯⎯⎯
2
100C
2 →

OH

Na Cr O /H SO 6. Reaction of aqueous sodium hydroxide on

3. ⎯⎯⎯⎯⎯⎯⎯
2 2 7 2 4
→ The product obtained chlorobenzene gives which of the following
HO products? (at 623 K and 300 atm)
is: (1) o-chlorophenol
O O (2) m-chlorophenol
(3) phenol
(4) no reaction
(1) O (2) O
7. What is the commercial method of preparation of
HO H
OH phenol?
(1) Dows process
(2) From diazonium salt
(3) (4) None of these (3) By decarboxylation of salicylic acid
(4) Hock method
CO2 H
8. On heating aqueous solution of benzene diazonium
chloride, which of the following is formed?
4. In the given esterification rate of reaction maximum (1) Benzene
when (2) Chlorobenzene
(3) Phenol
H2O (4) Aniline
(1) R1 = – CH3 (2) R1 = – CH2 – CH3
9. LiAlH4 converts acetic acid into:
(1) Acetaldehyde
(3) (4)
(2) Methane
(3) Ethyl alcohol
(4) Methyl alcohol
 2

10. Picric acid is 15. In the given reaction

(1) nitrophenol
(2) 2, 4-dinitrophenol
(3) 2,4,6-trinitrophenol
(4) 1,3,5-trinitrophenol
The reacting species is

11. Cumene is the compound used for commercial (1) C HCl2 (2) CCl2
preparation of phenol. Chemically, cumene is
(3) CHCl2 (4) CHCl2
(1) iso-propyl benzene
(2) ethyl benzene 16. Reimer–Tiemann formylation reaction involves
(3) n-propyl benzene addition of:
(4) none of the above (1) Chloroform on phenoxide ion
(2) Trichloromethyl carbanion on phenoxide ion
12. Which of the following is most acidic? (3) Dichlorocarbene on phenoxide ion
(1) Benzyl alcohol (2) Cyclohexanol (4) Hydroxide ion on phenol
(3) Phenol (4) m-chlorophenol

NaNO H O
13. Sodium salt of benzene sulphonic acid on fusion with Phenol ⎯⎯⎯⎯⎯→
2 Green colour ⎯⎯⎯
2 →
17. conc. H2SO4
caustic soda followed by acidification NaOH
red colour ⎯⎯⎯→ Blue colour
(1) Benzene (2) Phenol
This reaction is associated with the name of:
(3) Thiophenol (4) Benzenesulfonic acid (1) Gattermann
(2) Hofmann
14. Phenol can be prepared by the reaction between (3) Liebermann
(1) Aniline and HNO2 at 373 K (4) Reimer–Tiemann
(2) C6H5MgBr and CO2 followed by
hydrolysis
(3) C6H5Cl and NH3 at 373 K
(4) C6H5SO3Na and NaOH at 573-623 K
 3

Note: Kindly find the Video Solution of DPPs Questions in the DPPs Section.
Answer Key
1. (3) 9. (3)
2. (3) 10. (3)
3. (1) 11. (1)
4. (1) 12. (4)
5. (2) 13. (2)
6. (3) 14. (4)
7. (4) 15. (2)
8. (3) 16. (3)
17. (3)

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Yakeen NEET (2024)

Alcohols, Ethers and Phenols DPP-08
AP 08

5. Which of the following compounds is differentiated

HBr by NaHCO3 as well as by NaOH?
1. ⎯⎯⎯

→ (1); Product (2) of this

reaction is:
(1)
(1)

(2)
(2)

(3)

(3)
(4)

(4)
(1) CO
2. ⎯⎯⎯⎯
 → (A)
2
(2) H
LiAlH
Which of the following is true statement about the 6. C6H5CHO ⎯⎯⎯⎯4→

reaction? (1) benzene (2) benzyl alcohol

(1) Ortho isomer is major if PhONa is used (3) phenol (4) none
(2) Para isomer is major if PhOK is used
(3) Product formed is further used for preparation 7. Conversion of alcohol into ether in the presence of
of drug aspirin conc. H2SO4 in an example of:
(4) All of these (1) S 1 (2) S 2
N reaction N reaction
(3) E1 reaction (4) addition reaction
3. C2 H5ONa + C2 H5 I ⎯⎯→ C2 H5OC2 H5 + NaI is
called: 8. Anisole can be prepared by the action of methyl
(1) Wurtz reaction iodide on sodium phenolate. The reaction is called:
(2) Kolbe’s reaction (1) Williamson reaction
(3) Williamson’s synthesis (2) Fitting reaction
(4) Grignard synthesis (3) Wurtz reaction
(4) Etard reaction
4. From Williamson’s synthesis, the preparation of
which of the following is possible? 9. 2-Methoxyacetophenone can be obtained from
(1) Only symmetrical ethers anhydrous AlCl
(1) Ph—O—CH3 + CH3Cl ⎯⎯⎯⎯⎯⎯→
3
(2) Only asymmetrical ethers anhydrous AlCl
(3) Both (1) and (2) (2) Ph—O—CH3 + CH3COCl ⎯⎯⎯⎯⎯⎯→
3

(4) None of the above (3) Both (1) and (2)

(4) None
 2

10. In which of the following reactions, the product 13. Find the reagent in following reaction
obtained is tert. butyl methyl ether?
conc. H 2SO 4
(1) CH3OH + HOCH 2CH 3 ⎯⎯⎯⎯⎯→
CH3
|
HONa +
(2) CH3 − C − Br + CH3OH ⎯⎯⎯⎯
→
|
CH3
(1) CH3Cl/anhydrous AlCl3
CH3 (2) CH3Cl/Moist AlCl3
|
(3) CH3Br + Na + O − — C − CH3 ⎯⎯
→ (3) CH3Cl/
| (4) All of these
CH3
CH3 14. An ether is more volatile than an alcohol the having
| same molecular formula. This is due to
(4) CH3 OΘ Na + + CH3 − C − Br ⎯⎯
→
| (1) Dipolar character of ether
CH3 (2) Alcohol having resonating structure
(3) Intermolecular H-bond in ether
11. Find the product in following reaction (4) Intermolecular H-bond in alcohol

15. The ether that undergoes electrophilic substitution

reaction
(1) CH3—O—C2H5 (2) C6H5—O—CH3
(3) CH3—O—CH3 (4) C2H5—O—C2H5
(2)
16. PhMgBr + Et—O—Et →
(1)
Product is
(1) Ph—OEt (2) Ph—OH
(3) Ph—Et (4) no reaction


(3) Both (1) and (2) (4) 17. Compare rate of reaction with O H/H 2 O

12. Complete the following reaction

(1) c > b > a (2) a > b > c

(3) b > a > c (4) b > c > a

(1) (2) 18. CH3—O—C3H7 and C2H5—O—C2H5 exhibit which

type of isomerism
(1) metamerism (2) position
(3) Both (1) and (2) (4) (3) chain (4) functional
 3

Answer Key
1. (3) 10. (3)
2. (4) 11. (2)
3. (3) 12. (3)
4. (3) 13. (1)
5. (3) 14. (4)
6. (2) 15. (2)
7. (2) 16. (4)
8. (1) 17. (2)
9. (2) 18. (1)

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AP 09
Alcohol, Phenol and Ether DPP-09

1. Which of the following alcohols will give the most stable 6. Find the product in following reaction
carbocation during dehydration?
(1) 2-methyl-1-propanol
(2) 2-methyl-2-propanol
(3) 1-Butanol
(4) 2-Butanol

2. An unknown alcohol is treated with "Lucas reagent" to

determine whether the alcohol is primary, secondary or (1) (2)
tertiary. Which alcohol reacts fastest and by what
mechanism?
2
(1) Tertiary alcohol by SN
1
(2) Secondary alcohol by SN
(3) Tertiary alcohol by SN
1 (3) Both (1) and (2) (4)
2
(4) Secondary alcohol by SN
7. Diethyl ether can be distinguished from n-butanol by:
3. An organic compound A react with sodium metal and
forms B. On heating with conc. H2SO4 (at 140°C), A (I) aqueous FeCl3
gives diethyl ether. A and B are (II) reaction with Na metal
(1) C2H5OH and C2H5ONa (III) Tollens reagent
(2) C3H7OH and CH3ONa
(IV) reaction with CrO3 in dil H2SO4
(3) CH3OH and CH3ONa
(4) C4H9OH and C4H9Ona (1) I, II
(2) I, III
4. In the given reaction, (3) II, III
HCl/ 
CH3 − CH 2 − CH 2 − O − CH 2 − CH3 ⎯⎯⎯⎯
→ (4) II, IV
[P] + [Q] will respectively we
(1) CH3−CH2 − CH2OH and
CH3−CH2 − Cl 8. Which of the following reactions are incorrectly
(2) CH3−CH2−CH2−Cl and matched?
CH3−CH2−OH CH3
|
(3) CH3−CH2−CH2−Cl and H2C = CH2 (1) CH3 − C − O − CH3 ⎯⎯→ S
HI
(4) CH3−CH = CH2 and H2C = CH2 | N1
CH3
5. The ether when treated with H /H O
(2) CH3 − CH− O − CH3 ⎯⎯⎯⎯→
2 S 1
N
|
HI produce
CH3
(1) (2)
HI
(3) CH3 − O − CH2CH3 ⎯⎯→S
N1
(3) (4) None
(4) All are the incorrectly matched
 2

9. In the reaction 12. What is the major organic product of the following
CH3 sequence of reactions?
| PBr3 Mg
heated (CH3)2CHCH2OH
CH3 − CH − CH2 − O − CH2 − CH3 + HI ⎯⎯⎯→
O
Which of the following compounds will be formed? +
H2C––––CH2 H3O
(1) CH3 −CH − CH3 + CH3CH 2OH
| OH
CH3
(A) (CH3)2CHCHCH2CH3
OH
(2) CH3 −CH − CH2OH + CH3CH3
| (B) (CH3)2CH–CH2–CH–CH3
CH3 (C) (CH3)2CHCH2CH2OH
CH3 (D) (CH3)2CHCH2CH2CH2OH
|
(3) CH3 −CH − CH2OH + CH3CH2 I 13. What is the product from the following esterification?
CH3
O
18 H+ heat
| C6H5CH2COH + CH3CH2OH
(4) CH3 −CH − CH2 − I + CH3CH 2OH O
(A) C6H5CH2COCH2CH3
10. What is the major product of the following reaction? O
|| 18
(2) C6 H5CH 2 – C– O CH 2CH3
18
NaBH4
⎯⎯⎯⎯ → product O
18
(3) C6H5CH2C–OCH2CH3
18O

(D) CH3CH2COOCH2C6H5
(1) (2)
14. The order of boiling point of the following alcohols is
I. CH3CH2CH2CH2OH
II. (CH3)2–CHCH2OH
III. (CH3)3–COH
(1) III > II > I (2) III > I > II
(3) (4)
(3) II > I > III (4) I > II > III

15. Consider the following reaction

O
11. Which of the following alcohols gives a red colour in ||
Victor Meyer test: CH3 – CH 2 − O − H + CH3 − C − OH
(a) (b)
(1) CH3–CH2–CH2–OH
O
||
(2) → CH3 – CH2 – O – C– CH3 + HOH
In the above reaction ester formation takes place by:
(1) Cleavage of O-H bond of (1) and
(3) (CH3)3C–OH O-H bond of (2)
(2) Cleavage of C-O bond of (1) and C-O bond of (2)
(4) (3) Cleavage of O-H of (1) and C-O bond of (2)
(4) Cleavage of C-O bond of (1) and O-H bond of (2)
 3

16. A + CCl4 + KOH → Salicylic acid 19. Observe the following reaction, and select the correct
‘A’ in above reaction is option

dil.HNO
(1) (2) ⎯⎯⎯⎯→
3
(X) + (Y)

Steam distillation
⎯⎯⎯⎯⎯⎯⎯
→(Y)
low boiling fraction 'Y' is:
(3) (4)

(1) (2)

17.

A and B are respectively

(3) (4)
(1)

20. The ether when treated

(2)
with HI produce
(1) (2)

(3) (3) (4) None

(4)

18. In which of the following reactions phenol is not obtained

(1)

(2)

(3)

(4)
 4

Answer Key
1. (2) 11. (1)
2. (3) 12. (4)
3. (1) 13. (2)
4. (1) 14. (4)
5. (1) 15. (3)
6. (2) 16. (1)
7. (4) 17. (4)
8. (3) 18. (2)
9. (3) 19. (4)
10. (2) 20. (1)

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