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Organic Chemistry Questions and Answers – Chemical Properties of Ketones | Organic Chemistry Multiple Choice Questions and Answers

(1) Which of the following reaction is not shown by ketones?
[A] reaction with HCN
[B] reaction with NaHSO3
[C] reaction with 2,4-Dinitrophenyl hydrazine
[D] reaction with Fehling solution
Answer: reaction with Fehling solution
(2) The enol form of acetone, after treatment with D2O, gives which of the following product?

[A] (a)
[B] (b)
[C] (c)
[D] (d)
Answer: (b)

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(3) Acetone reacts with HCN to form a cyanohydrin. It is an example of which type of reaction?
[A] electrophilic addition
[B] electrophilic substitution
[C] nucleophilic addition
[D] nucleophilic substitution
Answer: nucleophilic addition
(4) Which of the following has most acidic hydrogen?
[A] 3-Hexaone
[B] 2,4- Hexanedione
[C] 2, 3-Hexanedione
[D] 2, 5-Hexanedione
Answer: 2,4- Hexanedione
(5) Which of the following will fail to react with potassium dichromate and dilute sulphuric acid?
[A] Ethyl alcohol (ethanol)
[B] Acetaldehyde (ethanal)
[C] Secondary propyl alcohol (2-propanol)
[D] Acetone (propanone)
Answer: Acetone (propanone)
(6) Which of the following reactions give benzophenone?
[A] 2C6H6 + CCl4 + AlCl3 + H2
[B] C6H6 + C6H5COCl + AlCl3
[C] CH3C6H4COC6H5 + Heat→t
[D] o−HOOC−C6H4−COC6H5 + Cu260oC→
Answer: C6H6 + C6H5COCl + AlCl3
(7) Which of the following statements regarding chemical properties of acetophenone are wrong?

I. It is reduced to methyl phenyl carbinol by sodium and ethanol

II. It is oxidised to benzoic acid with acidified KMnO4

III. It does not undergo iodoform electrophilic substitution like nitration at meta position

IV. It does not undergo iodoform reaction with iodine and alkali

[A] I and II
[B] II and IV
[C] III and IV
[D] I and III
Answer: III and IV
(8) The product(s) obtained via oxymercuration (HgSO4+H2SO4) of 1-butyne would be what?
[A] CH3CH2COCH3
[B] CH3CH2CH2CHO
[C] CH3CH2CHO + HCHO
[D] CH3CH2COOH + HCOOH
Answer: CH3CH2COCH3
(9) Benzophenone does not react with which of the following compound?
[A] RNH2
[B] SO3
[C] NaOH
[D] Na2CO3
Answer: Na2CO3
(10) The conversion of acetophenone to acetanilide is best accomplished by using which reaction?
[A] Backmann rearrangement
[B] Curtius rearrangement
[C] Lossen rearrangement
[D] Hofmann rearrangement
Answer: Backmann rearrangement

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