NEET AIPMT Chemistry Chapter Wise Solutions - Aldehydes, Ketones and Carboxylic Acids

NEET AIPMT Chemistry Chapter Wise Solutions – Aldehydes, Ketones and Carboxylic Acids

Contents

NEET AIPMT Chemistry Chapter Wise Solutions Physics Biology

1.(NEET 2017)

2.Of the following, which is the product formed when cyclohexanone undergoes aldol condensation followed by heating? (NEET 2017)

3.The correct structure of the product ‘A ’ formed in the reaction (NEET II 2016)

4.The correct order of strengths of the carboxylic acids (NEET II 2016)

5.Which of the following reagents would distinguish cis-cyclopenta-1-2-diol from the trans-isomer? (NEET-I 2016)
(a) Mn0₂
(b) Aluminium isopropoxide
(c) Acetone
(d) Ozone

6.The correct statement regarding a carbonyl compound with a hydrogen atom on its alpha- carbon, is (NEET I 2016)
(a) a carbonyl compound with a hydrogen atom on its alpha-carbon rapidly equilibrates with its corresponding enol and this process is known as carbonylation
(b) a carbonyl compound with a hydrogen atom on its alpha-carbon rapidly equilibrates with its corresponding enol and this process is known as keto-enol tautomerism
(c) a carbonyl compound with a hydrogen atom on its alpha-carbon never equilibrates with its corresponding enol
(d) a carbonyl compound with a hydrogen atom on its alpha-carbon rapidly equilibrates with its corresponding enol and this process is known as aldehyde-ketone equilibration.

7. The oxidation of benzene by V₂0₅ in the presence of air produces (2015)
(a) maleic anhydride
(b) benzoic acid
(c) benzaldehyde
(d) benzoic anhydride.

8. Reaction of a carbonyl compound with one of the following reagents involves nucleophilic addition followed by elimination of water. The reagent is (2015)
(a) hydrazine in presence of feebly acidic solution
(b) hydrocyanic acid
(c) sodium hydrogen sulphite
(d) a Grignard reagent.

9.Which one of the following esters gets hydrolysed most easily under alkaline conditions? (2015)

10. An organic compound “X having molecular formula C₅H₁₀O yields phenylhydrazone and gives negative response to the iodoform test and Tollens’ test. It produces n-pentane on reduction. ‘X could be (2015, Cancelled)
(a) 3-pentanone
(b) n-amyl alcohol
(c) pentanal
(d) 2-pentanone.

11. Which one is most reactive towards nucleophilic addition reaction? (2014)

12. The order of stability of the following tautomeric compounds is (2013)

13.Reaction by which benzaldehyde cannot be prepared (2013)

14. Predict the products in the given reaction. (2012)

15. Acetone is treated with excess of ethanol in the presence of hydrochloric acid. The product obtained is (2012)

16. CH₃CHO and C₆H₅CH₂CHO can be distinguished chemically by (2012)
(a) Benedict’s test
(b) Iodoform test
(c) Tollen’s reagent test
(d) Fehling’s solution test

17. The correct order of decreasing acid strength of trichloroacetic acid (A), trifluoroacetic acid (B) , acetic acid (C) and formic acid (D) is (2012)
(a) B > A > D > C
(b) B > D > C > A
(c) A> B> C> D
(d )A>C>B>D

18. Consider the following reaction (Mains 2012)

19. Consider the reaction :
RCHO + NH₂NH₂ —>RCH=N – NH₂ What sort of reaction is it? (Mains 2012)
(a) Electrophilic addition-elimination reaction
(b) Free radical addition-elimination reaction
(c) Electrophilic substitution-elimination reaction
(d) Nucleophilic addition-elimination reaction

20. Which of the following compounds will give a yellow precipitate with iodine and alkali? (Mains 2012)
(a) Acetophenone
(b) Methyl acetate
(c) Acetamide
(d) 2-Hydroxypropane

21. Clemmensen reduction of a ketone is carried out in the presence of which of the following? (2011)
(a) Glycol with KOH
(b) Zn-Hg with HCl
(c) LiAlH₄
(d) H₂ and Pt as catalyst

22. In a set of reactions m-bromobenzoic acid gave a product D. Identify the product D. (2011)

23. The order of reactivity of phenyl magnesium bromide (PhMgBr) with the following compounds: (mains 2011)

(a) III > II > I
(b) II > I > III
(c) I > III > II
(d) I > II > III

24. Match the compounds given in List-I with List-II and select the suitable option using the code given below. (Mains 2011)

25. An organic compound A on treatment with NH₃ gives B, which on heating gives C. C when treated with Br₂ in the presence of KOH produces ethyl amine. Compound A is (Mains 2011)

26. Which of the following reactions will not result in the formation of carbon-carbon bonds? (2010)
(a) Reimer-Tiemann reaction
(b) Cannizzaro reaction
(c) Wurtz reaction
(d) Friedel-Crafts acylation

27. Acetamide is treated with the following reagents separately. Which one of these would yield methyl amine? (2010)
(a) NaOH-Br₂
(b) Sodalime
(c) Hot conc.H₂S0₄
(d) PCl₅

28. Among the given compounds, the most susceptible to nucleophilic attack at the carbonyl group is (2010)
(a) CH₃COOCH₃
(b) CH₃CONH₂
(c) CH₃COOCOCH₃
(d) CH₃C0Cl

29. Which one of the following compounds will be most readily dehydrated? (mains 2010)

30. Trichloroacetaldehyde, CCl₃CHO reacts with chlorobenzene in presence of sulphuric acid and produces (2009)

31. Propionic acid with Br₂/P yields a dibromo product. Its structure would be (2009)

32. Acetophenone when reacted with a base, C₂H₅ONa, yields a stable compound which has the structure (2008)

33. A strong base can abstract an α-hydrogen from (2008)
(a) ketone
(b) alkane
(c) alkene
(d) amine.

34. The relative reactivities of acyl compounds towards nucleophilic substitution are in the order of (2008)
(a) Acid anhydride > Amide > Ester > Acyl chloride
(b) Acyl chloride > Ester > Acid anhydride > Amide
(c) Acyl chloride > Acid anhydride > Ester > Amide
(d) Ester > Acyl chloride > Amide > Acid anhydride.

35. Reduction of aldehydes and ketones into hydrocarbons using zinc amalgam and cone. HCl is called (2007)
(a) Cope reduction
(b) Dow reduction
(c) Wolf-Kishner reduction
(d) Clemmensen reduction.

36. Which one of the following on treatment with 50% aqueous sodium hydroxide yields the corresponding alcohol and acid?

37. The product formed in Aldol condensation is(2007)
(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.

38. Consider the following compounds (2007)

The correct decreasing order of their reactivity towards hydrolysis is
(a) (i) > (ii) > (iii) > (iv)
(b) (iv) > (ii) > (i) > (iii)
(c) (ii) > (iv) > (i) > (iii)
(d) (ii) > (iv) > (iii) > (i)

39. Which of the following represents the correct order of the acidity in the given compounds? (2007)
(a) FCH₂COOH > CH₃COOH > BrCH₂COOH >ClCH₂COOH
(b) BrCH₂COOH>ClCH₂COOH >FCH₂COOH >CH₃COOH
(c) FCH₂COOH > ClCH₂COOH > BrCH₂COOH > CH₃COOH
(d) CH₃COOH > BrCH₂COOH > ClCH₂COOH >FCH₂COOH

40. Nucleophilic addition reaction will be most favoured in (2006)

41. A carbonyl compound reacts with hydrogen cyanide to form cyanohydrin which on hydrolysis forms a racemic mixture of α-hydroxy acid. The carbonyl compound is (2006)
(a) formaldehyde
(b) acetaldehyde
(c) acetone
(d) diethyl ketone.

42. In a set of reactions propionic acid yielded a compound D. (2006)

43.Self condensation of two moles of ethyl acetate in presence of sodium ethoxide yields (2006)
(a) ethyl propionate
(b) ethyl butyrate
(c) acetoacetic ester
(d) methyl acetoacetate.

44. The major organic product formed from the following reaction : (2005)

45.In a set of reactions acetic acid yielded a product D. (2005)

46. Which one of the following can be oxidised to the corresponding carbonyl compound? (2004)
(a) 2-Hydroxypropane
(b) ortho-Nitrophenol
(c) Phenol
(d) 2-Methyl-2-hydroxypropane

47. In this reaction :

an asymmetric centre is generated. The acid obtained would be (2003)
(a) D-isomer
(b) L-isomer
(c) 50% D + 50% I-isomer
(d) 20% D + 80% i-isomer

48. When m-chlorobenzaldehyde is treated with 50% KOH solution, the product(s) obtained is (are) (2003)

49.A and B in the following reactions are : (2003)

50. In a set of the given reactions, acetic acid yielded a product C.(2003)

51.

(2002)
(a) resonating structures
(b) tautomers
(c) geometrical isomers
(d) optical isomers.

52. In the following reaction product P is (2002)

53. Which alkene on ozonolysis (2001)

54. Which of the following give positive Fehling solution test? (2001)
(a) Sucrose
(b) Glucose
(c) Fats
(d) Protein

55. Polarisation in acrolein can be described as (2000)

56. First product of the reaction between RCHO and NH₂NH₂ is (2000)
(a) RCH = NNH₂
(b) RCH = NH
(c) RCH₂NH₂
(d) RCON₃

57. Ethyl benzoate can be prepared from benzoic acid by using (2000)
(a) ethyl alcohol
(b) ethyl alcohol and dry HCl
(c) ethyl chloride
(d) sodium ethoxide.

58. Reduction by LiAlH₄ of hydrolysed product of an ester gives (2000)
(a) two alcohols
(b) two aldehydes
(c) one acid and one alcohol
(d) two acids.

59.
(1999)
(a) acetaldehyde
(b) ethanamine
(c) acetone
(d) dimethylamine

60. Aldol condensation will not take place in (1999, 1996)
(a) CH₃COCH₃
(b) CH₃CHO
(c) HCHO
(d) CH₃CH₂CHO

61. Which one of the following compounds will react with NaHC0₃ solution to give sodium salt and carbon dioxide? (1999)
(a) Acetic acid
(b) n-Hexanol
(c) Phenol
(d) Both (b) and (c)

62. Which one of the following esters cannot undergo Claisen self-condensation? (1998)
(a) C₆H₅CH₂COOC₂H₅
(b) C₆H₅COOC₂H₅
(c) CH3CH₂CH₂CH₂COOC₂H₅
(d) C₆H₁₁CH₂COOC₂H₅

63. An ester (A) with molecular formula, C₉H₁₀O₂ was treated with excess of CH₃MgBr and the complex so formed, was treated with H₂S0₄ to give an olefin (B). Ozonolysis of (C) gave a ketone with molecular formula C₈H₈O which shows +ve iodoform test. The structure of (A) is (1998)
(a) H₃CCH₂COC₆H₅
(b) C₂H5COOC₆H₅
(c) C₆H₅COOC₂H₅
(d) p-H₃CO – C₆H₄ – COCH₃

64. Ketones [RCOR1] where R = R1 = alkyl group. It can be obtained in one step by (1997)
(a) oxidation of tertiary alcohol
(b) reaction of acid halide with alcohols
(c) hydrolysis of esters
(d) oxidation of primary alcohol.

65. Phenylmethanol can be prepared by reducing the benzaldehyde with (1997)
(a) CH₃Br and Na
(b) CH₃I and Mg
(c) CH₃Br
(d) Zn and HCl.

66. The oxidation of toluene to benzaldehyde by chromyl chloride is called (1996)
(a) Etard reaction
(b) Riemer-Tiemann reaction
(c) Wurtz reaction
(d) Cannizzaro’s reaction.

67. Which of the following compound gives benzoic acid on hydrolysis? (1996)
(a) Chlorobenzene
(b) Benzoyl chloride
(c) Chlorophenol
(d) Chlorotoluene

68. The order of reactivity of carbonyl compounds for nucleophilic addition is (1995)
(a) Ar₂C = O > R₂C = O > ArCHO > RCHO > H₂C = O
(b) H₂C = O > R₂C = O > Ar₂C = O > RCHO> ArCHO
(c) H₂C = O > RCHO > ArCHO > R₂C = O > Ar₂C = O
(d) ArCHO > Ar₂C = O > RCHO > R₂C = O >H₂C= O

69. In the reaction
CH₃CHO + HCN—> CH₃CH(OH)CN. a chiral centre is produced. This product is (1995)
(a) dextrorotatory
(b) racemic mixture
(c) meso compound
(d) laevorotatory.

70. Which one of the following product is formed when adipic acid is heated? (1995)

71. The oxidation of toluene with Cr0₃ in the presence of (CH₃CO)₂0 gives a product A, which on treatment with aqueous NaOH produces (1995)
(a) C₆H₅COONa
(b) 2, 4-diacetyl toluene
(c) C₆H₅CHO
(d) (C₆H₅C0)₂O.

72. Compounds has a molecular formula C₂Cl₃OH. It reduces Fehling’s solution and on oxidation, it gives a monocarboxylic acid B. If A is obtained by the action of chlorine on ethyl alcohol, then compound A is (1994)
(a) methyl chloride
(b) monochloro acetic acid
(c) chloral
(d) chloroform.

73. Which of the following compound will undergo self aldol condensation in the presence of cold dilute alkali? (1994)
(a) CH ≡ C – CHO
(b) CH₂ = CHCHO
(c) C₆H₅CHO
(d) CH₃CH₂CHO

74. Which of the following compounds will give positive test with Tollen’s reagent? (1994)
(a) Acetic acid
(b) Acetone
(c) Acetamide
(d) Acetaldehyde

75. An acyl halide is formed when PCl₅reacts with an (1994)
(a) amide
(b) ester
(c) acid
(d) alcohol.

76. Sodium formate on heating yields (1993)
(a) oxalic acid and H₂
(b) sodium oxalate and H₂
(c) C0₂ and NaOH
(d) sodium oxalate.

77. (CH₃)₂C=CHCOCH₃ can be oxidised to (CH₃)₂C = CHCOOH by (1993)
(a) chromic acid
(b) NaOI
(c) Cu at 300°C
(d) KMn0₄

78. In which of the following, the number of carbon atoms does not remain same when carboxylic acid is obtained by oxidation? (1992)
(a) CH₃COCH₃
(b) CCl₃CH₂CHO
(c) CH₃CH₂CH₂OH
(d) CH₃CH₂CHO

79. Benzoic acid gives benzene on being heated with X and phenol gives benzene on being heated with Y. Therefore X and Y are respectively (1992)
(a) soda-lime and copper
(b) Zn dust and NaOH
(c) Zn dust and soda-lime
(d) soda-lime and zinc dust.

80. Acetaldehyde reacts with (1991)
(a) electrophiles only
(b) nucleophiles only
(c) free radicals only
(d) both electrophiles and nucleophiles.

81. The reagent (s) which can be used to distin¬guish acetophenone from benzophenone is (are) (1990)
(a) 2,4-dinitrophenylhydrazine
(b) aqueous solution of NaHS0₃
(c) Benedict reagent
(d) I₂ and NaOH.

82. Indicate which of the nitrogen compound amongst the following would undergo Hofmann’s reaction, i. e., reaction with Br₂ and strong KOH to furnish the primary amine (R – NH₂)? (1989)
(a) R- CO – NHCH₃
(b) R – CO – ONH₄
(c) R- CO – NH₂
(d) R-CO -NHOH.

83.

The above shown polymer is obtained when a carbonyl compound is allowed to stand. It is a white solid. The polymer is (1989)
(a) trioxane
(b) formose
(c) paraformaldehyde
(d) metaldehyde.

84.

The given compound describes a condensation polymer which can be obtained in two ways : either treating 3 molecules of acetone (CH₃COCH₃) with cone. H₂S0₄ or passing propyne (CH₃C ≡ CH) through a red hot tube. The polymer is (1989)
(a) phorone
(b) mesityl oxide
(c) deacetonyl alcohol
(d) mesitylene.

85.

This polymer (B) is obtained when acetone is saturated with hydrogen chloride gas, B can be (1989)
(a) phorone
(b) formose
(c) diacetone alcohol
(d) mesityl oxide.

86. The compound formed when malonic acid is heated with urea is (1989)
(a) cinnamic acid
(b) butyric acid
(c) barbituric acid
(d) crotonic acid.

87. If formaldehyde and KOH are heated, then we get (1988)
(a) methane
(b) methyl alcohol
(c) ethyl formate
(d) acetylene.

88. Formalin is an aqueous solution of (1988)
(a) fluorescein
(b) formic acid
(c) formaldehyde
(d) furfuraldehyde.

89. Among the following the strongest acid is (1988)
(a) CH₃COOH
(b) CH₂ClCH₂COOH
(c) CH₂ClCOOH
(d) CH₃CH₂COOH.

90. Which of the following is the correct decreasing order of acidic strength of (1988)
(i) methanoic acid
(ii) ethanoic acid
(iii) propanoic acid
(iv) butanoic acid
(a) (i) > (ii) > (iii) > (iv)
(b) (ii) > (iii) > (iv) > (i)
(c) (i) > (iv) > (iii) > (ii)
(d) (iv) > (i) > (iii) > (ii).