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Carbonyl Compounds

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Aldehydes, Ketones & Carboxylic acids

1. Which of the following can be (a) I (b) II


used for the synthesis of 3- (c) III (d) I–V
methyl-1-butanol? 6. The oxidation of 2-hexanol with
(a) n-C3H7MgBr + CH3CHO H2CrO4 gives
(b) (CH3)2CHCH2MgBr + CH2O (a) CH3COOH
(c) C2H5MgBr + CH3COCH3 (b) CH3CH2CH2COOH
(d) (CH3)3CMgBr + CH2O (c) CH3(CH2)3COCH3
2. Among the following, which will (d) CH3(CH2)4COOH
react most rapidly with HBr? 7. The order of reactivity towards
(a) C6H5CH2CH2CH2OH Nucleophilic addition in CH2O (I),
(b) C6H5CH(OH)CH2CH3 CH3CHO (II) and CH3COCH3 (III) is
(c) C6H5CH2CH(OH)CH3 (a) I > II > III (b) III > II > I
(d) (CH3)3CCH2OH (c) II > I > III (d) III > I > II
3. The conversion 8. The trans-hydroxylation of cyclo
hexene can be done by
(a) dilute KMnO4
(b) using OsO4
(c) converting cyclo hexene into an
epoxide and then opening the
epoxide ring
(d) none of these
Can be effected by using the 9. The reaction
reagent
(a) H2O, H2SO4 (b) O2
(c) C6H5CO3H (d) CrO3, H2SO4
4. The major product obtained in the
reaction is known as
(a) Aldol condensation
(b) Cannizzaro reaction
(c) Internal Cannizzaro reaction
is (d) Benzilic acid rearrangement
(a) (CH3)3C-CH2COCH3 10. Reaction of formaldehyde and
(b) (CH3)2C=CHC(OH)-(CH3)2 ammonia gives
(c) (CH3)2CH-CH(CH3)COCH3 (a) Hexamethylene tetramine
(d) (CH3)2C=CH-CH(OH)(CH3) (b) Bakelite
5. Which of the following hydrogen (c) Urea
will be the most acidic? (d) Triethylene tetramine
11. Which of the following does not
undergo benzoin condensation?
(a) Benzene carbaldehyde
(b) P-toluene carbaldehyde
(c) Phenylethanal
(d) 4-methoxy benzaldehyde
12. The common name of
hexamethylene tetramine is
(a) Nylon-6, 6
(b) Urotropine

Provided by – Palash Debnath


Aldehydes, Ketones & Carboxylic acids

(c) Formaldehyde resin (a) I < II < III (b) III < II < I
(d) Acetamide (c) I < III < II (d) II < III < I
13. Which of the following is 21. An organic compound reduces
constituent of oil of winter green? Tollen’s reagent and Fehling’s
(a) Aspirin (b) Salol solution. It can be
(c) Methyl Salicylate (a) CH3CH2CHO (b) C6H5CHO
(d) None of these (c) CH3COCH2CH3 (d) (CH3)3CCOCH3
14. A mixture of benzaldehyde and 22. Acetyl bromide reacts with excess
formaldehyde on heating with of CH3MgI followed by treatment
aqueous NaOH solution gives: with a saturated solution of NH4Cl
(a) Benzyl alcohol & sodium formate gives
(b) Sodium benzoate & methyl (a) 2-methyl-2-propanol
alcohol (b) Acetamide
(c) Sodium benzoate & sodium (c) Acetone (d) Acetyl iodide
formate 23. Silver mirror test is given by
(d) Benzyl alcohol & methyl alcohol
which one of the following
15. Aldehydes and ketones form
compounds?
hydrocarbons by
(a) Acetaldehyde (b) Acetone
(a) Clemmensen reduction
(c) Formaldehyde
(b) Cannizzaro reaction
(d) Benzophenone
(c) Rosenmund reduction
24. In the reaction:
(d) Aldol Condensation
16. Which of the following respond
positively to the iodoform test? the product C is
(a) 2-Pentanone (b) 1-Pentanal (a) Acetaldehyde (b) Acetylene
(c) 3-Pentanone (d) Pentanol (c) Ethylene
17. Paraldehyde is a (d) Acetyl chloride
(a) dimer of formaldehyde 25. The best oxidising agent for
(b) trimer of acetaldehyde oxidation of CH3-CH=CH-CHO to
(c) hexamer of formaldehyde CH3- CH=CH-COOH is
(d) hexamer of acetaldehyde (a) Baeyer’s Reagent
18. The conversion of acetone into (b) Tollens’ Reagent
diacetone alcohol is carried out in (c) Schiff’s Reagent
the presence of (d) Acidified dichromate
(a) Dry HCl(g) (b) Conc. H2SO4 26. Hydrocarbons are formed when
(c) Ba(OH)2 (d) Heat aldehydes and ketones are
19. Meso tartaric acid and d-tartaric reacted with amalgamated Zn and
acid are conc. HCl. The reaction is called
(a) Diastereomers (a) Cannizaro reaction
(b) racemic mixtures (b) Clemmensen reaction
(c) enantiomers (c) Rosenmund reaction
(d) position isomers (d) Wolff-Kishner reaction
20. The boiling points of acetic 27. Which of the following carboxylic
anhydride (I), propionic acid is highly insoluble in water?
anhydride (II) and butyric (a) Propanoic acid
anhydride (III) follow the order (b) Butanoic acid

Provided by – Palash Debnath


Aldehydes, Ketones & Carboxylic acids

(c) Pentanoic acid (R): The >C=O bond is present in


(d) Decanoic acid carbonyl compounds & carboxylic
28. Which of the following statement acid while C—O bond is in alcohols.
is correct regarding formic acid? 32. (A): Cannizzaro reaction converts
(a) It is a reducing agent HCHO into HCOO-Na+ and CH3OH.
(b) It is a weaker acid than acetic
(R): It is a proton-hydride transfer
acid
(c) It is an oxidising agent reaction.
(d) When its calcium salt is heated, it 33. (A): Protonation of the carbonyl
forms acetone group increases its electrophilic
29. Which of the following will not nature.
undergo HVZ reaction? (R): This is an example of
(a) Propanoic acid electrophilic addition on
(b) Ethanoic acid Nucleophilic oxygen.
(c) 2-methylpropanoic acid 34. (A): In aliphatic carboxylic acids,
(d) 2, 2-dimethylpropanoic acid
presence of strong electron-
Directions (Q. Nos. 30 – 34). This
withdrawing groups on hydrocarbon
section contains Assertion (A) and Reason
chain increases the acidity.
(R) type questions. Each question has 4 (R): Chloroacetic acid is stronger
choices (a), (b), (c) and (d), out of which than acetic acid.
only one is correct. 35. Formalin is used
(a) For the preservation of biological
(a) Both Assertion & Reason are specimens
correct, and reason is the correct (b) As a disinfectant
explanation of Assertion. (c) As a germicide
(d) All of the above
(b) Both Assertion & Reason are 36. DiBAL – H reacts with cyanide to
correct, but reason is not the form an intermediate known as
correct explanation of Assertion. (a) Amide (b) Aldehyde
(c) Assertion is correct but Reason is (c) Imine (d) Amine
37. Schiff’s reagent is
incorrect.
(a) Rosanilin hydrochloride solution
(d) Assertion is incorrect but Reason (b) Alkaline KMnO4 solution
is correct. (c) Sodium amalgam in HCl
(d) None of these
30. (A): Carbonyl compounds are more 38.
soluble in water than the
corresponding alkanes.
(R): H-bonding between carbonyl
oxygen and water renders carbonyl
compounds more water soluble than
hydrocarbon.
31. (A): The >C=O bond (0.122nm) is
shorter than the C—O bond
(0.141nm).

Provided by – Palash Debnath

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