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Organic Chemistry Questions and Answers – Reaction of Alcohols | Organic Chemistry Multiple Choice Questions and Answers

(1) Which one of the following compound is obtained by the oxidation of primary alcohol with nascent oxygen?
[A] Alkanal
[B] Alkanone
[C] Ether
[D] Amine
Answer: Alkanal
(2) Which one of the following compound is obtained by the oxidation of secondary alcohols by [O]?
[A] Ketone
[B] Aldehyde
[C] Ether
[D] Amine
Answer: Ketone

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(3) Secondary alcohols on catalytic dehydrogenation by Cu-Ni couple gives ___________
[A] Ketone
[B] Aldehyde
[C] Carboxylic acid
[D] Amine
Answer: Ketone
(4) The reaction of carboxylic acids with alcohols catalysed by conc. H2SO4 is called __________
[A] Dehydration
[B] Saponification
[C] Esterification
[D] Neutralization
Answer: Esterification
(5) Which one is the correct order of reactivity of different types of alcohol towards hydrogen halide?
[A] 1° alcohol > 2° alcohol > 3° alcohol
[B] 2° alcohol > 1° alcohol > 3° alcohol
[C] 3° alcohol > 1° alcohol > 2° alcohol
[D] 3° alcohol > 2° alcohol > 1° alcohol
Answer: 3° alcohol > 2° alcohol > 1° alcohol
(6) The dehydration of alcohols is an example of ________
[A] Bimolecular elimination/E2 reaction
[B] SN2 reaction
[C] SN1 reaction
[D] Unimolecular elimination/E1 reaction
Answer: Unimolecular elimination/E1 reaction
(7) Among the following, which is least acidic?
[A] Phenol
[B] O-cresol
[C] p-nitrophenol
[D] p-chlorophenol
Answer: O-cresol
(8) Which of the following alcohols would be most soluble in water?
[A] Propanol
[B] Hexanol
[C] Pentanol
[D] Butanol
Answer: Propanol
(9) What is the best reagent to convert isopropyl alcohol to isopropyl bromide?

[A] HBr
[B] SOBr2
[C] Br2
[D] CH3MgBr
Answer: SOBr2
(10) The major reason that phenol is a better Bronsted acid than cyclohexanol is ____________
[A] it is a better proton donor
[B] the cyclohexyl group is an electron donating group by induction, which destabilizes the anion formed in the reaction
[C] phenol is able to stabilize the anion formed in the reaction by resonance
[D] the phenyl group is an electron withdrawing group by induction, which stabilizes the anion formed in the reaction
Answer: phenol is able to stabilize the anion formed in the reaction by resonance

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