Question 1.
Which of the following alcohols gives 2-butenc on dehydration byconc. H₂SO₄?
(a) 2-methyl propene-2-ol
(b) 2-methyl 1 -propanol
(c) Butane-2-ol
(d) Butane 1-ol

Answer

Answer: (c) Butane-2-ol

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Question 2.
One mole of ethyl acetate on tatment with an excess of LiAlH₄ in dry ether and subsequent acidification produces
(a) 1 mole acetic acid + 1 mole ethyl alcohol
(b) 1 mole ethyl alcohol + 1 mole methyl alcohol
(c) 2 moles of ethyl alcohol
(d) 1 mole of 2-butanol

Answer

Answer: (c) 2 moles of ethyl alcohol

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Question 3.
Which of the following reagents can not, be used to oxidise primary alcohols to aldehydes?
(a) CrO₃ in anhydrous medium
(b) KMnO₄ in acidic medium
(c) Pyridinium chlorochromate
(d) Heat in the presence of Cu at 573 K

Answer

Answer: (b) KMnO₄ in acidic medium

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Question 4.
1-Phenylethanol can be prepared by the reaction of benzaldehyde with
(a) methyl bromide
(b) ethyl iodide and magnesium
(c) methyl iodide and magnesium (Grignard reagent’s)
(d) methyl bromide and aluminium bromide

Answer

Answer: (c) methyl iodide and magnesium (Grignard reagent’s)

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Question 5.
Which of the following alcohols will give the most stable carbocation during dehydration?
(a) 2-methyl-1-propanol
(b) 2-methyl-2-propanol
(c) 1-Butanol
(d) 2-Butanol

Answer

Answer: (b) 2-methyl-2-propanol

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Question 6.
A compound X with the molecular formula C₂H₈O can be oxidised to another compound Y whose molecular formulae is C₃H₆O₂. The compound X may be
(a) CH₃CH₂OCH₃
(b) CH₃CH₂CHO
(c) CH₃CH₂CH₂OH
(d) CH₃CHOHCH₃

Answer

Answer: (c) CH₃CH₂CH₂OH

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Question 7.
Order of esterification of alcohols are
(a) 3° > 1° > 2°
(b) 2°> 3° > 1°
(c) 1 ° > 2° > 3°
(d) None of these

Answer

Answer: (c) 1 ° > 2° > 3°

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Question 8.
What happens when tertiary butyl alcohol is passed over heated copper at 300°C?
(a) Secondary butyl alcohol is formed
(b) 2-methylpropene is formed
(c) 1-butene is formed
(d) Butanol is formed

Answer

Answer: (b) 2-methylpropene is formed

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Question 9.
Which of the follow ing compounds will be most easily attacked by an electrophile?

Answer

Answer: (c)

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Question 10.

In the reaction, X is
(a) (CH₃)₂C = CHCH₃
(b) CH₃C = CH
(c) (CH₃)₂CHCH₂CH₃

Answer

Answer: (a) (CH₃)₂C = CHCH₃

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Ans. a
Question 11.
What would be the reactant and reagent used to obtain 2, 4-dimenthyl pentan-3-ol?
(a) Propanal and propyl magnesium bromide
(b) 3-methylbutanal and 2-methyl magnesium iodide
(c) 2-dimethylpropanone and methyl magnesium odide
(d) 2-methylpropanal and isopropyl magnesium iodide

Answer

Answer: (d) 2-methylpropanal and isopropyl magnesium iodide

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Question 12.
The decreasing order of boiling point of the following alcohols is
(a) 3-methylbuan-2-ol > 2-methylbutan-2-ol > pentan-1-ol
(b) Pentan-1-ol > 3-methylbutan-2-ol > 2-methylbutan-2-ol
(c) 2-methylbutan-2-ol > 3-methylbutan-2-ol > pentan-1-ol
(d) 2-methylbutan-2-ol > pental-1-ol > 3-methylbutan-2-ol

Answer

Answer: (b) Pentan-1-ol > 3-methylbutan-2-ol > 2-methylbutan-2-ol

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Question 13.
Acid catalysed dehydration of t-butanol is faster than that of n-butanol because
(a) tertiary carbocation is more stable than primary carbocation
(b) primary carbocation is more stable than tertiary carbocation
(c) t-butanol has a higher boiling point
(d) rearrangement takes place during dehydration of t- butanol

Answer

Answer: (a) tertiary carbocation is more stable than primary carbocation

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Question 14.
An unknown alcohol is treated with “Lucas reagent” to determine whether the alcohol is primary, secondary or tertiary. Which alcohol reacts fastest and by what mechanism?
(a) Tertiary alcohol by S_N²
(b) Secondary alcohol by S_N¹
(c) Tertiary alcohol by S_N¹
(d) Secondary alcohol by S_N²

Answer

Answer: (c) Tertiary alcohol by S_N¹

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Question 15.
An alcohol X when treated with hot cone. H₂SO₄ gave an alkene Y with formula C₄H₈. This alkene on ozonolysis gives single product with molecular formula C₂H₄O. The alcohol is
(a) butan-1-ol,
(b) butan-2-ol
(c) 2-methylpropan-1-ol
(d) 2,2-dimethylbutynal-1-oI

Answer

Answer: (b) butan-2-ol

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Question 16.
Which of the following alcohols reacts most readily with Lucas reagent?
(a) CH₃CH₂CH₂OH

Answer

Answer: (c)

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Question 17.
Propanone on reaction with alkyl magnesium bromide followed by hydrolysis will produce
(a) primary alcohol
(b) secondary alcohol
(c) tertiary alcohol
(d) carboxylic acid

Answer

Answer: (c) tertiary alcohol

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Question 18.
Vapours of an alcohol X when passed over hot reduced copper, produce an alkene, the alcohol is
(a) primary alcohol
(b) secondary alcohol
(c) tertiary alcohol
(d) dihydric alcohol

Answer

Answer: (c) tertiary alcohol

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Question 19.
Phenol when treated with excess of bromine water gives a white precipitate of
(a) 2, 4, 6-tribromophenol
(b) o-bromophenol
(c) p-bromophenol
(d) bromobenzene

Answer

Answer: (a) 2, 4, 6-tribromophenol

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Question 20.
Picricacid is a yellow coloured compound. Its chemical name is
(a) m-nitrobenzoic acid
(b) 2, 4, 6-trinitropheriol
(c) 2, 4, 6-tribromophenol
(d) p-nitrophenol

Answer

Answer: (b) 2, 4, 6-trinitropheriol

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Question 21.
Ortho-nitrophenol is less soluble in water than, p- and m- nitrophenols because
(a) o-nitrophenol shows intramolecular H-bonding
(b) o-nitrophenol shows intermolecular H-bonding
(c) melting point of o-nitrophenol is lower than those of m- and p-isomers
(d) o-nitrophenol is more volatile in steam than those of m- and p-isomers

Answer

Answer: (a) o-nitrophenol shows intramolecular H-bonding

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Question 22.
The best reagent to convert pent-3-en-2-ol into pent-3-en- 2-one is
(a) acidic permanganate
(b) acidic dichromate
(c) chromic anhydride in glacial acetic acid
(d) pyridiriium chlorochromate

Answer

Answer: (d) pyridiriium chlorochromate

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Question 23.
Identify the final product of the reaction sequence.

(a) Benzophenone
(b) Acetophenone
(c) Diphenyl
(d) Methyl salicylate

Answer

Answer: (b) Acetophenone

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Question 24.
Arrange the following alcohols in order of increasing reactivity towards sodium metal.
(i) (CH₃)₃C-OH
(ii) (CH₃)₂CH-OH
(iii) CH₃CH₂OH
(a) (iii) < (ii) < (i)
(b) (ii) > (i) < (iii)
(c) (i) < (ii) < (iii)
(d) (iii) < (i) < (ii)

Answer

Answer: (c) (i) < (ii) < (iii)

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Question 25.
The reaction between phenol and chloroform in the presence of aqueous NaOH is
(a) nucleophilic substitution reaction
(b) electrophilic addition reaction
(c) electrophilic substitution reaction
(d) nucleophilic addition reaction

Answer

Answer: (c) electrophilic substitution reaction

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Question 26.
The most suitable reagent for the conversion of RCH₂OH → RCHO is
(a) K₂Cr₂O₇
(b) CrO₃
(c) KMnO₄
(d) PCC

Answer

Answer: (d) PCC

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Question 27.
In the following reaction sequence Z is

(a) butan-1-ol
(b) butan-2-ol
(c) 2-methylpropan-2-ol
(d) 1, 1-dimethylethanol

Answer

Answer: (c) 2-methylpropan-2-ol

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Question 28.
The major product of acid catalysed dehydration of 2-methylcyclohexanol and butan-1-ol are respectively
(a) 1 -methylcyclohexene andbut-1-ene
(b) 2-methylcyclohexene and but-2-ene
(c) 2-methylcyclohexene and butane
(d) 1-methylcyclohexene and but-2-ene

Answer

Answer: (a) 1 -methylcyclohexene andbut-1-ene

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Question 29.
Tertiary butyl alcohol gives tertiary butyl chlorideon treatment with
(a) Conc HCl/anhydrous ZnCl₃
(b) KCN
(c) NaOCl
(d) Cl₂

Answer

Answer: (a) Conc HCl/anhydrous ZnCl₃

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Question 30.
Which of the following alcohol is dehydrated most easily with cone. H₂SO₄?
(a) p-O₂NC₆H₄CH(OH)CH₃
(b) p-ClC₆H₄CH(OH)CH₃
(c) p-CH₃OC₆H₄CH(OH)CH₃
(d) C₆H₅CH(OH)CH₃

Answer

Answer: (c) p-CH₃OC₆H₄CH(OH)CH₃

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Question 31.
Conversion of phenol to salicyclic acid and to salicyaldehyde are known as (respectively)
(a) Reimer-Tiemann reaction and Kolbe’s reaction
(b) Williamson’s synthesis and Hydrobration-oxidation
(c) Kolbe’s reaction and Williamson’s synthesis
(d) Kolbe’s reaction and Reimer-Tiemann reaction

Answer

Answer: (d) Kolbe’s reaction and Reimer-Tiemann reaction

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Question 32.
Which of the following is phenol?
(a) Cresol
(b) Catechol
(c)Benzenol
(d) All of these

Answer

Answer: (d) All of these

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Question 33.
Benzoquinone is prepared by reaction of phenol with
(a) Na₂Cr₂O₇, H₂SO₄
(b) KMnO₄, H₂SO₄
(c) Na₂CrO₄,HCl
(d) K₂MnO₄, H₂SO₄

Answer

Answer: (a) Na₂Cr₂O₇, H₂SO₄

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Question 34.
Which of the following compounds will give tribromo derivative on treatment with bromine water?

Answer

Answer: (b)

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Question 35.
The major product obtained on interaction of phenol with sodium hydroxide and carbon dioxide is
(a) benzoic acid
(b) salicyaldehyde
(c) salicylic acid
(d) phthalic acid

Answer

Answer: (c) salicylic acid

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