Content text 26. Aldehydes, Ketones & Carboxylic acids.pdf
ALDEHYDES, KETONES AND CARBOXYLIC ACIDS 26 FACT/DEFINITION TYPE QUESTIONS 1. Choose the correct IUPAC name for H CHO CH CH CH C 2 3 | 3 (a) Butan - 2- aldehyde (b) 2- methylbutanal (c) 3- methylisobutyraldehyde (d) 2- ethylpropanal 2. The IUPAC name of the compound having the molecular formula Cl3C –CH2CHO is (a) 3, 3, 3- trichloropropanal (b) 1, 1, 1- trichloropropanal (c) 2, 2, 2- trichloropropanal (d) Chloral 3. The IUPAC name of CH3COCH(CH3 ) 2 is (a) 2-methyl-3-butanone (b) 4-methylisopropyl ketone (c) 3-methyl-2-butanone (d) Isopropylmethyl ketone 4. IUPAC name of following will be CHO CH3 OH (a) 4-formyl 3-methyl 1-hydroxy benzene (b) 4-formyl 3-methyl phenol (c) 4-hydroxy 2-methyl benzaldehyde (d) 4-hydroxy 2-methyl carbaldehyde 5. IUPAC name of ethyl isopropyl ketone is (a) 4-methyl pent-3-one (b) 2-methyl pent-3-one (c) 4-methyl pent-2-one (d) 2-methyl pent-2-one 6. In > C = O group sigma bond is formed by (a) sp2 -p-overlapping (b) sp3 -p-overlapping (c) sp-p-overlapping (d) s-p-overlapping 7. The S-bond in carbonyl group is formed by (a) s-s-overlapping (b) p-p-overlapping (c) s-p-overlapping (d) p-d-overlapping 8. Which of the following is correct for carbonyl compounds? (a) R Rc G– G+ C = O (b) R Rc G+ G– C = O (c) R – C = O G+ G– Rc (d) R – C = O G+ G– Rc 9. Which of the following contain an aldehyde? (a) Vanilla beans (b) Meadow sweet (c) Cinnamon (d) All of these 10. Which of the following have pleasant smell? (a) Methanal (b) Propanal (c) Ethanal (d) Hexanal 11. Which one of the following can be oxidised to the corresponding carbonyl compound? (a) 2-hydroxy-propane (b) Ortho-nitrophenol (c) Phenol (d) 2-methyl-2 hydroxy-propane 12. Which one of the following on oxidation gives a ketone ? (a) Primary alcohol (b) Secondary alcohol (c) Tertiary alcohol (d) All of these 13. What is formed when a primary alcohol undergoes catalytic dehydrogenation ? (a) Aldehyde (b) Ketone (c) Alkene (d) Acid 14. Primary and secondary alcohols on action of reduced copper give (a) Aldehydes and ketones respectively (b) Ketones and aldehydes respectively (c) Only aldehydes (d) Only ketones 15. Which alkene on ozonolysis gives CH3CH2CHO and 3 3 || CH CCH O (a) CH CH CH = C 3 2 CH3 CH3 (b) CH3CH2CH = CHCH2CH3 (c) CH3CH2CH = CH CH3 (d) 3 3 | 3 CHCH CH CH C
442 ALDEHYDES, KETONES AND CARBOXYLIC ACIDS 16. The catalyst used in Rosenmund's reduction is (a) HgSO4 (b) Pd/BaSO4 (c) anhydrous AlCl3 (d) anhydrous ZnCl2 17. 56 CHC { N + [H] o SnCl HCl/ 2 56 CHOHC + NH . 3 The above reaction is (a) Mendius reaction (b) Sandorn's reaction (c) Rosenmund's reaction (d) Stephen’s reaction 18. Benzaldehyde can be prepared by oxidation of toluene by (a) Acidic KMnO4 (b) K2Cr2O7 / H+ (c) CrO2Cl2 (d) All of these 19. The oxidation of toluene to benzaldehyde by chromyl chloride is called (a) Rosenmund reaction (b) Wurtz reaction (c) Etard reaction (d) Fittig reaction 20. An aldehyde group can be present (a) in between carbon chain (b) at any position in carbon atom (c) only at the end of carbon chain (d) at the second carbon atom of the carbon chain 21. Benzaldehyde is obtained from Rosenmund’s reduction of (a) O CH3 (b) O X (c) Cl Cl (d) O OH 22. Which of the following is not used in the preparation of ketone? (a) Oxidation of secondary alcohols (b) Dehydrogenation of 2° alcohol (c) Pyrolysis of calcium acetate (d) Acid hydrolysis of alkyl cyanide 23. Product of the following reaction is CN + 2(H) SnCl + HCl 2 H O3 + ? (a) COOH (b) CHO (c) NH2 (d) O C–CH3 24. Find out B in the given reactions + CH – X 3 CrO in (CH CO) O 3 32 H O3 B + AlCl3 A (a) acetophenone (b) benzaldehyde (c) cyclohexyl carbaldehyde (d) benzoic acid 25. The reaction + CO + HCl AlCl3 CHO (a) Rosenmund’s reaction (b) Stephen’s reaction (c) Cannizzaro’s reaction (d) Gatterman-Koch reaction 26. Which aldehyde cannot be obtained by Rosenmund’s reaction? (a) CH3CHO (b) HCHO (c) CH3CH2CHO (d) All of these 27. The conversion PhCN o PhCOCH3 , can be achieved most conveniently by reaction with (a) CH3MgBr followed by hydrolysis (b) I2 – NaOH, CH3 I (c) Dil. H2 SO4 followed by reaction with CH2N2 (d) LiAlH4 followed by reaction with CH3 I 28. Which of the following is used to prepare ketone from acyl chloride ? (a) R-MgX (b) R2Cd (c) CO + HCl (d) CrO3 29. Which of the following forces explain the boiling point of aldehydes and ketones? (a) Hydrogen bonding (b) van der Waal’s forces (c) Dipole-dipole attraction(d) None of these 30. Which is highly soluble in water? (a) Methanal (b) Propanal (c) Propanone (d) Butanone 31. Propanal and propanone, both have same molecular formula(C3H6O), what do you expect about their boiling points? (a) Both have same boiling point (b) Boiling point of propanal is higher than the boiling point of propanone. (c) Boiling point of propanal is lower than the boiling point of propanone (d) Nothing can be predicted 32. Less reactivity of ketone is due to (a) + I inductive effect decrease positive charge on carbonyl carbon atom (b) steric effect of two bulky alkyl groups (c) sp2 hybridised carbon atom of carbonyl carbon atom (d) Both (a) and (b) 33. Acetaldehyde reacts with (a) Electrophiles only (b) Nucleophiles only (c) Free radicals only (d) Both electrophiles and nucleophiles EduHulk ALDEHYDES, KETONES AND CARBOXYLIC ACIDS
ALDEHYDES, KETONES AND CARBOXYLIC ACIDS 443 34. Carbonyl compounds undergo nucleophilic addition because of (a) electronegativity difference of carbon and oxygen atoms (b) electromeric effect (c) more stable anion with negative charge on oxygen atom and less stable carbonium ion (d) None of the above 35. Which of the following statement is false ? (a) Cannizzaro reaction is given by aldehydes in presence of alkali (b) Aldol condensation is given by aldehydes in presence of alkali (c) Aldol condensation is given by aldehydes and ketones in presence of acids (d) None of the above 36. If formaldehyde and KOH are heated, then we get (a) methane (b) methyl alcohol (c) ethyl formate (d) acetylene 37. The reagent which can be used to distinguish acetophenone from benzophenone is (a) 2,4- dinitrophenylhydrazine (b) aqueous solution of NaHSO3 (c) benedict reagent (d) I2 and Na2CO3 38. Benzaldehyde reacts with ethanoic KCN to give (a) C6H5CHOHCN (b) C6H5CHOHCOC6H5 (c) C6H5CHOHCOOH (d) C6H5CHOHCHOHC6H5 39. Acetone reacts with iodine (I2 ) to form iodoform in the presence of (a) CaCO3 (b) NaOH (c) KOH (d) MgCO3 40. (CH3 ) 3C–CHO does not undergo aldol condensation due to (a) three electron donating methyl groups (b) cleavage taking place between —C— CHO bond (c) absence of alpha hydrogen atom in the molecule (d) bulky (CH3 ) 3C—group 41. Acetaldehyde reacts with semicarbazide and forms semicarbazone. Its structure is (a) CH3CH = NNHCON = CHCH3 (b) CH3CH = NNHCONH2 (c) 2 | 3 — CONH OH CH CH N— N (d) CH3CH = N—CONHNH2 42. Iodoform test is not given by (a) 2-Pentanone (b) Ethanol (c) Ethanal (d) 3-Pentanone 43. Phenylmethyl ketone can be converted into ethylbenzene in one step by which of the following reagents? (a) LiAlH4 (b) Zn-Hg/HCl (c) NaBH4 (d) CH3MgI 44. When acetaldehyde is heated with Fehling’s solution it gives a precipitate of (a) Cu (b) CuO (c) Cu2O (d) Cu(OH)2 45. Aldol condensation would not occur in : (a) CH3COCH3 (b) CH3CH2CHO (c) HCHO (d) CH3CHO 46. Cannizzaro reaction occurs with (a) CH3 CH2OH (b) C6H5CHO (c) CH3CHO (d) CH3 CO CH3 47. Which of the following compound will show positive silver mirror test ? (a) HCOOH (b) CH3 (CHOH)3CHO (c) 3 CH3 CH CO(CHOH) (d) Both (a) and (b) 48. Aldehydes and ketones are distinguished by which of the following test ? (a) Lucas test (b) Tollen’s test (c) KMnO4 solution (Baeyer’s test) (d) None of these 49. Aldehydes and ketones are generally reduced by : (a) Clemmensen reduction (b) H2 S (c) H2 /Ni (d) None of these 50. In which reaction, > C = O can be reduced to > CH2 ? (a) Wolf-Kishner reaction (b) Reimer-Tiemann reaction (c) Wurtz reaction (d) None of these 51. A compound does not react with 2, 4-dinitrophenylhydrazine, the compound is : (a) Acetone (b) Acetaldehdye (c) CH3OH (d) CH3CH2COCH3 52. Which gives lactic acid on hydrolysis after reacting with HCN ? (a) HCHO (b) CH3CHO (c) C6H5CHO (d) CH3COCH3 53. The most appropriate reagent to distinguish between acetaldehyde and formaldehyde is : (a) Fehling’s solution (b) Tollen’s reagent (c) Schiff’s reagent (d) Iodine in presence of base 54. Aldehydes can be oxidised by : (a) Tollen’s reagent (b) Fehling solution (c) Benedict solution (d) All the above 55. 2-pentanone and 3-pentanone can be distinguished by : (a) Cannizaro's reaction (b) Aldol condensation (c) Iodoform reaction (d) Clemmensen's reduction 56. Cross aldol condensation occurs between (a) two same aldehydes (b) two same ketones (c) two different aldehydes and ketones (d) None of these 57. Ketone upon treatment with Grignard Reagent gives (a) primary alcohol (b) secondary alcohol (c) tertiary alcohol (d) aldehyde EduHulk ALDEHYDES, KETONES AND CARBOXYLIC ACIDS
444 ALDEHYDES, KETONES AND CARBOXYLIC ACIDS 58. When acetaldehyde reacts with alcohol then produce (a) Acetal (b) Ketal (c) Acetone (d) None 59. The product formed in Aldol condensation is (a) a beta-hydroxy aldehyde or a beta-hydroxy ketone (b) an alpha-hydroxy aldehyde or ketone (c) an alpha, beta unsaturated ester (d) a beta-hydroxy acid 60. Clemmensen reduction of a ketone is carried out in the presence of which of the following ? (a) Glycol with KOH (b) Zn-Hg with HCl (c) LiAlH4 (d) H2 and Pt as catalyst 61. Which of the following products is formed when benzaldehyde is treated with CH3MgBr and the addition product so obtained is subjected to acid hydrolysis ? (a) A secondary alcohol (b) A primary alcohol (c) Phenol (d) tert-Butyl alcohol 62. During reduction of aldehydes with hydrazine and potassium hydroxide, the first step is the formation of (a) R — CH —— N — NH2 (b) { NC—R (c) 2 || R — C— NH O (d) R —CH——NH 63. A and B in the following reactions are R C R' –– O A R C– OH R' CH2NH2 HCN B KCN (a) A = RR'C CN OH , B = LiAlH4 (b) A = RR'C OH COOH , B = NH3 (c) A = RR'C CN OH , 3OHB (d) A = RR'CH2CN, B = NaOH 64. The product obtained by the reaction of an aldehyde and hydroxylamine is (a) hydrazone (b) aldoxime (c) primary amine (d) alcohol 65. Which one gives positive iodoform test ? (a) CHCH)CH( 223 OH (b) C H56 OH (c) OH | CHCHCCHCH | H 23 32 (d) CH3CH2OH 66. The compound that neither forms semicarbazone nor oxime is (a) HCHO (b) CH3COCH2Cl (c) CH3CHO (d) CH3CONHCH3 67. Schiff’s reagent gives pink colour with (a) acetaldehyde (b) acetone (c) acetic acid (d) methyl acetate 68. Benzophenone can be converted into benzene by using (a) fused alkali (b) anhydrous AlCl3 (c) sodium amalgam in water (d) acidified dichromate 69. In the reaction of NaHSO3 with carbonyl compounds to form bisulphite product, the nucleophile is (a) HSO3 – (b) SO3Na (c) SO3 – – (d) None of the above 70. Wolf-Kishner reduction is (a) reduction of carbonyl compound into alcohol (b) reduction of carbonyl compound into alkene (c) reduction of carboxyl compound into alkane (d) reduction of nitro compound into aniline 71. Tollen’s reagent is (a) ammonical CuSO4 (b) ammonical AgNO3 (c) alkaline solution containing complex of copper nitrate (d) none of these 72. Compound of general formula R H C OR OR are called (a) diester (b ) acid anhydride (c) hemiacetal (d) acetal 73. Imine derivatives of aldehyde and ketone is called as (a) Schiff’s reagent (b) Fehling’s reagent (c) Schiff’s base (d) Schiff’s acid 74. Which reaction is used for detecting the presence of carbonyl group? (a) Reaction with hydrazine (b) Reaction with phenyl hydrazine (c) Reaction with hydroxylamine (d) All of the above 75. The difference between aldol condensation and Cannizzaro’s reaction is that: (a) the former takes place in the presence of D-H-atom. (b) the former takes place in the absence of D-H-atom. (c) the former takes place in the presence of E-H-atom. (d) none of the above 76. C6H5CH=CHCHO X o C6H5CH=CHCH2OH In the above sequence X can be : (a) H2 /Ni (b) NaBH4 (c) K2Cr2O7 /H+ (d) Both (a) and (b) 77. Which of the following pairs of compounds will undergo aldol and Cannizzaro reaction respectively ? (i) acetone; benzaldehyde (ii) acetaldehyde; butan–2–one (iii) propanone; formaldehyde. (iv) cyclopentanone, benzaldehyde (a) (i), (ii) and (iii) (b) (ii) and (iii) (c) (ii), (iii) and (iv) (d) (iii) and (iv) EduHulk ALDEHYDES, KETONES AND CARBOXYLIC ACIDS