ALCOHOLS, PHENOLS AND

11 ETHERS
LESSON PLAN

Lect Description H.W.

No.
1 i) Alcohol MCQs :
a) Definition Level I : 1, 2, 5, 6, 8, 10, 12, 13, 15
b) Classification Level II : 1, 5
1) Based on number
of OH group presnt
2) Based on mode of
hybridisation of
* Csp3 OH
(10/20/30)
* Csp2 OH
* CspCsp OH
ii) Nomenclature
a) (I) Common Name
Alkyl alcohol
b) (II) IUPAC Name
Alkanol
c) (III) Carbinol system
Alkyl carbinol
iii) Method of preparation
(I) From Alkyl halide
a) By Aq.KOH or NaOH
(Alkaline hydrolysis)
b) Moist Ag2O
MCQs
Level I : 3, 4, 7, 9, 11, 16, 19, 27
Level II : 2, 4

Solution and Colligative PropertiesAlcohols, Phenols and Ethers

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Lect Description H.W.

No.
2 (II) From Alkene MCQs :
i) Acid catalysed hydration Level I : 17
a) Mechanism of hydration
of alkene
b) C+ rearrangement
ii) Oxymercuration -
Demercuration
iii) Hydroboration - Oxidation
(HBO reaction)
(III) From 10 amine :
(IV) From Ether
MCQs
Level I : 18
Level III : 6
PCQ : 8

3 (V) From Grignard reagent :

i) With Formaldehyde
ii) With Aldehyde
iii) With Ketone
iv) With Acyl chloride
v) With Ester
vi) With Ethylene oxide
vii) With Substituted epoxide
* Hydroxylation
i) Syn addition
(KMnO4/OsO4)
ii) Anti addition
(Peroxy acid)
MCQs
Level I : 20, 21, 22
Level II : 6
Level : 2

Alcohols, Phenols and Ethers

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Lect Description H.W.

No.
4 (VI) From Carbonyl group MCQs :
i) By reduction of Level I : 23, 49, 51, 54, 55, 57, 60,
a) With Aldehyde & Ketones 62, 63, 64, 65, 84
b) With Acyl chloride Level II : 8, 27, 33, 35
c) With Acid Level III : 15
d) With Ester PCQ : 7
(Usin - H2/Ni, NaHg + H2O, LiAlH4
& NaBH4)
* Importance of LiAlH4
* Physical properties
* Chemial properties
(A) Reaction involving breaking of
OH bond
a) Reactivity order of
Alcohol
b) Acidic strength
i) Action of Metal (Na/K/Al)
ii) Esterification : Action of ROH
with
a) Acid
b) Acyl chloride
c) Acid anhydride
MCQs
Level I : 24, 50, 53, 56, 61
Level II : 9, 28
Level III : 19

Solution and Colligative PropertiesAlcohols, Phenols and Ethers

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Lect Description H.W.

No.
5 (B) Reaction involving breaking of MCQs :
CO bond Level I : 58, 69, 70, 73
* Reactivity order o f Level II : 11, 13, 15, 20, 21, 22, 24,
alcohol 31, 32, 38
iii) Dehydration of Alcohol (10/20/30) Level III : 18
a) Using conc H2SO4 PCQ : 1
(with mechanism)
b) Using Al2O3
e.g. 1) Methyl & Hydride
shift
2) Ring expansion
3) Cyclic alcohol
iv) Reaction with HX :
(X =Cl, Br, I)
* With mechanism
involving rearrangement
v) Reaction with PCl3 & PCl5
vi) Reaction with SOCl2
MCQs
Level I : 59
Level II : 12, 14, 19, 29, 30, 36, 37
Level III : 7, 9, 12, 17

Alcohols, Phenols and Ethers

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Lect Description H.W.

No.
6 vii) Oxidation of 10/20/30 MCQs :
Using Level I : 74, 77, 79, 81, 82, 83, 86,
a) KMnO4 88, 89, 91, 92, 93, 94, 95, 96, 98
b) K2Cr 2O 7 Level II : 18, 23, 40
c) Collin reagent Level III : 8, 11, 14
d) PCC and PDC PCQ : 2, 9
e) Cu metal at 573 K
f) Jones reagent
viii) Oxidation using HIO4
a) With unsubstituted diol
b) With substituted diol
c) With triol
ix) Distinguish tsest of Alcohol
(10/20/30)
a) Lucas test
b) Victor - Meyer test
MCQs
Level I : 71, 72, 76, 78, 80, 85, 87,
90, 97
Level II : 17, 25, 26, 89
Level III : 4, 13
PCQ : 5

Solution and Colligative PropertiesAlcohols, Phenols and Ethers

 6

Lect Description H.W.

No.
7 Phenol MCQs :
i) Definition Level I : 1, 3, 5
ii) Classification of phenol
iii) Nomenclature
a) Common name
(10 example)
b) IUPAC name
(4/5 example)
iv) Preparation of phenol
a) From chlorobenzene
1) Dows process
2) Raschig process
b) From Benzene sulphonic
acid
c) From Cumene
d) From Aniline
e) From Salicylic acid
MCQs
Level I : 2, 4, 6, 7

Alcohols, Phenols and Ethers

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Lect Description H.W.

No.
8 v) Chemical properties MCQs :
a) Bromination Level I : 10, 13, 14, 15, 17, 18, 20,
1) CS2 or CCl4 21, 23, 24
2) H 2O Level II : 4, 5, 8, 9
b) Nitration Level III : 1
1) Using dil HNO3 PCQ : 4, 6, 9
2) Using conc.
HNO3 + conc. H2SO4
c) Sulphonation
1) At low temp
2) At high temp
d) Reimer - Tiemann
reaction
e) Kolbe-Schmidt reaction
f) Reduction
g) Oxidation
h) Formation of Phenol
phthalein
vi) Distinguish test between
Alcohol and Phenol
MCQs
Level I : 8, 9, 11, 12, 16, 19, 22, 25
Level II : 2, 3, 6, 7, 10, 11
Level III : 2, 4
PCQ : 1, 2, 3, 5, 8, 10

Solution and Colligative PropertiesAlcohols, Phenols and Ethers

 8

Lect Description H.W.

No.
9 i) Definition MCQs :
ii) Classfication Level I : 1, 2, 4, 5, 6, 8, 10, 11, 14,
iii) Isomerism 19
iv) Nomenclature Level II : 2, 8, 22
a) Common name PCQ : 9, 11, 17, 20, 30, 44
(6 example)
b) IUPAC name (8 example)
v) Method of preparation
a) From alcohols
(Intermolecular
dehydration)
* With mechanism
b) From Alkyl halide
(Williamsons
Synthesis)
MCQs
Level I : 3, 7, 9, 12, 13, 15, 17, 18
Level II : 1, 20, 24
Level III :
PCQ : 14, 41, 43

Alcohols, Phenols and Ethers

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Lect Description H.W.

No.
10 v) Method of preparation MCQs :
c) Fro m Al co ho l and Level I : 16, 20, 23, 25, 26, 27, 28,
Diazomethane 32, 36, 44, 45, 46, 48, 49, 50
vi) Chemical properties Level II : 9, 11, 12, 13, 14
a) Action of HX PCQ : 25
1) HOT
2) COLD
3) With Mechanism
b) Hydrolysis
c) Action of PCl5
d) Electrophilic
substitution reaction
1) Halogenation
2) Friedel-Crafts
reaction
3) Nitration
e) Ring opening of Ether
1) Acid catalysed
2) Base catalysed
vii) Introduction to Crown ether
MCQs
Level I : 22, 24, 29, 30, 31, 39, 40
Level II : 3, 4, 6, 10, 15, 19, 21
PCQ : 3, 40, 42

Solution and Colligative PropertiesAlcohols, Phenols and Ethers