Alcohol’s , Phenols & Ethers

(MCQ’s)
(a) 5% (b) 95% (48) The hybridisation of C and O in phenol is
(c) 6-8% (d) 15% _______ and ________ respectively.
(a) sp³ and sp² (b) sp² and sp³
[𝐎] [𝐎] (c) sp and sp³ (d) sp³ and sp
(39) 𝐂𝟐 𝐇𝟔 𝐎 → 𝐂𝟐 𝐇𝟒 𝐎 → 𝐂𝟐 𝐇𝟒 𝐎𝟐 . “𝐗” = _____.
𝐗 𝐘 𝐗
(a) Primary alcohol (b) Secondary alcohol (49) The organic compound A on reaction with
(c) Tertiary alcohol (d) Aldehyde Na2Cr2O7 / H2SO4 gives B. This B on reduction in
presence of Ni gives ethyl alcohol. What is A?
(40) _____ will react faster with Lucas reagent. (a) Ethanoic acid (b) Ethene
(a) (CH3)3C . OH (b) (CH3)2CHOH (c) Ethanal (d) Ethanol
(c) CH3(CH2)2OH (d) CH3CH2OH
(50) What is Z in the following reaction?
(41) In which form the following intermolecular 𝐏𝐁𝐫𝟑 𝐀𝐥𝐜𝐨𝐡𝐨𝐥𝐢𝐜 𝐊𝐎𝐇 (𝐢) 𝐇𝟐 𝐒𝐎𝟒
hydrogen bond is not present? Ethanol → X→ Y→ Z
(𝐢𝐢) 𝐇𝟐 𝐎
(a) alcohol-alcohol (b) alcohol-water (a) CH3CH2OCH2CH3 (b) CH3CH2O-SO3H
(c) ether-ether (d) ether-water
(c) CH3CH2OH (d) CH2 = CH2
(42) Give bond angle in C - O - C and hybridization
of oxygen atom in simple ether. (51) When a piece of sodium metal is added to
(a) 180°, sp (b) 117°, sp² ethanol, _______ .
(c) 111.7°, sp³ (d) 109°, sp³ (a) ethanol is oxidised to ethanol
(b) hydrogen gas is evolved
(43) Ortho-nitrophenol is less soluble in water (c) sodium hydroxide is formed
than p and m-nitrophenols because (d) ethanol is reduced to ethane
(a) o-nitrophenol shows intramolecular H-bonding.
(b) o-nitrophenol shows intermolecular H-bonding.
(c) melting point of o-nitrophenol is lower than (52) Salicyclic acid when heated with Zn powder
those of m- and p-isomers. gives product ‘A’, which reacts with lithium
(d) o-nitrophenol is more volatile in steam than aluminium hydride formed product ‘B’, then what
those of m- and p-isomers. are ‘A’ and ‘B’ respectively?
(a) Benzoic acid and benzyl alcohol
(44) Name of the reaction and final product (b) Phenol and benzene
obtained by that reaction is given below. Which (c) Benzoic acid and benzaldehyde
pair is not proper? (d) Benzaldehyde and benzoic acid
(a) Kolbe-Schmitt reaction → 2-hydroxy benzoic acid
(b) Cumene reaction → Phenol and acetone (53) Which of the following by products is
(c) Reimer-Tiemann reaction →2-hydroxy produced by the reaction of alcohol with PBr3?
benzaldehyde (a) H3PO4 (b) H3PO3
(d) Fries rearrangement → Methoxy benzoic acid (c) H3PO2 (d) H2PO3

(45) What is IUPAC name of glycerol? (54) By which enzyme, is the fermentation of
(a) 2-methayl-propan-2-ol (b) Propan-1, 2, 3-triol sugar present in molasses carried out, so that
(c) Propan-1, 3-diol (d) Ethane-1, 2-diol sugar is converted into glucose and fructose?
(a) Zymase (b) Invertase
(46) By which test, 1°, 2° and 3° alcohols be (c) Maltase (d) Diastase
detected?
(a) Riemer-Tiemann reaction (55) C4H10O and dilute sulphuric acid are heated in
(b) Fries migration reaction closed vessel under pressure gives product ‘A’
(c) Fehling test which when heated with concentrated sulphuric
(d) Lucas test acid at 413 K temperature gives C4H8O . Which are
C4H10O and ‘A’ respectively?
(47) In which of the following reactions primary (a) Methyl propyl ether and butanol
alcohol is not formed? (b) Diethyl ether and ethanol
H+ (c) Butane-2-ol and butane-2-one
(a) CH3 − CH = CH2 + H2 O ⇄ (d) Butane-1-ol and butane-1-al
NaBH4
(b) CH3 − CH2 − CHO →
H2 O (56) In the following reaction
NaBH4 𝐙𝐧 𝐝𝐮𝐬𝐭 (𝐀𝐥𝐤𝐲𝐥𝐚𝐭𝐢𝐨𝐧)
(c) CH3 − CO − CH3 → X→ Y→ Z, what is X and Z ?
H2O
∆ 𝐏𝐫𝐨𝐩𝐞𝐧𝐞
LiAl4
(d) CH3 − CH2 − COOH → (a) X = Benzene, Z = Cumene
H2 O (b) X = Phenol, Z = Benzene
(c) X = Phenol, Z = Cumene
 Alcohol’s , Phenols & Ethers
(MCQ’s)
(d) X = Benzene, Z = Phenol
(57) Choose the correct order of boiling point for
ethanol, ethylene glycol and glycerol.
(a) Glycerol > ethanol > ethylene glycol
(b) Ethanol > ethylene glycol > glycerol
(c) Glycerol > ethylene glycol > ethanol
(d) Ethanol > glycerol > ethylene glycol
(66) As ether is more volatile than an alcohol
having the same molecular formula. This is due to
_________ .
(a) alcohols having resonance structures
(b) intermolecular hydrogen bonding in ethers
(c) intermolecular hydrogen bonding in alcohols
(d) dipolar character of ethers

(58) IUPAC name of m-cresol is ___________. (67) The correct order of solubility of isomeric
(i) 3-methylphenol (ii) 3-chlorophenol alcohols in water is _________ .
(iii) 3-methoxyphenol (iv) benzene-1,3-diol (a) n > i > s > t (b) t > s > i > n
(c) n > s > t > i (d) t > i > s > n
(59) The density of glycerol is higher than
propanol due to ________ . (68) Which of the following compound having
(a) more number of covalent bonds mixture obtained on fermentation?
(b) ionic bonding (a) 1-propanol (b) Ethanol
(c) hydrogen bonding (c) Glucose (d) Glycerol
(d) van der Waals' attraction
(69) What type of hybridisation of ‘C’ and ‘O’ in
(60) Phenol on reduction with H2 in presence of Ni ether?
catalyst will give ________. (a) sp (b) sp² (c) sp³ (d) dsp²
(a) benzene (b) toluene
(c) cyclo hexanol (d) cyclo hexane (70) Phenol on heating with alcoholic KOH and
chloroform represent which reaction?
(61) What are ‘A’ and ‘B’ in the following reaction (a) Reimer-Tiemann (b) Koble-schmitt
respectively? (c) Gatermann (d) Cannizaro
𝐇𝟐 𝐒𝐎𝟒 𝟐𝐇𝐁𝐫
Ethanol → A→ B (71) Which of the following intermediates is
𝟒𝟏𝟑 𝐊 ∆
formed during dehydration of alcohol?
(a) Ethene and ethyl bromide (a) Carbocation (b) Carbanion
(b) Diethyl ether and ethyl bromide (c) Free radical (d) Carbel
(c) Acetic acid and acetyl bromide
(d) Acetaldehyde and acetyl bromide (72) n-Propyl alcohol and isopropyl alcohol can be
chemically distinguished by which reagent?
(𝐢)𝐋𝐢𝐀𝐥𝐇𝟒 𝐏𝐂𝐂
(62) CH3 COOH → X → Y (a) PCl5 (b) Reduction
(𝐢𝐢)𝐇𝟐 𝐎 𝐂𝐇𝟐 𝐂𝐥𝟐
What is X and Y? (c) Oxidation by potassium dichromate
(d) Ozonolysis
(a) Methanol, Methanal (b) Ethanol, Ethanal
(c) Acetyl chloride, Acetone 𝐑𝐞𝐝‘𝐏’
(d) Ethane, Chloro ethane (73) CH3 CH2 OH + 2 HI Red ‘P’ → X + I2 + H 2 O
∆
Identify X.
(63) Salicylaldehyde is obtained when phenol is (a) Methane (b) Ethane
heated with CHCl3 and aqueous NaOH. This (c) Butane (d) No reaction
reaction is known by which name?
(a) Carbylamine reaction (74) Which species from the following is
(b) Hoffmann's reaction nucleophilic reagent?
(c) Reimer-Tiemann reaction •
(a) E (b) E⁺ (c) E⁻ (d) E
(d) Kolbe-schmit reaction

(64) What is the IUPAC name of H3C = CHCH2OH? (75) Dehydration of alcohol is an example of _____ .
(a) Prop-2-yne-1-ol (b) Prop-2-ene-1-ol (a) Redox reaction (b) Elimination reaction
(c) 1-hydroxy 2-Propan (d) Propenol (c) Substitution reaction (d) Addition reaction

(65) Which of the following will have the least (76) What is the change in hybridisation of carbon
solubility in water? atom during dehydration of alcohol containing-
(a) Methanol (b) Ethanol OH?
(c) Isopropyl alcohol (d) Tertiary butyl alcohol (a) sp3 to sp2 (b) sp2 to sp3
(c) sp3 to sp (d) sp to sp2