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Hi-POINT ORG CHEMISTRY 1. 2. 3. 4. 5. 6. 7. 8. 9. 10. 11. 12. 13. 14. 15. 16. 17. 18. 19. 20. SUCCESS-2014 TRAINING FOR CET-2014 & ALL INDIA EXAMS CHAPTER 3 ALDEHYDES, KETONES , ACIDS QUESTIONS FOR DISCUSSION Propanone is the product obtained by dehydrogenation of 1) 1-propanol 2) 2-propanol 3) n-propyl alcohol d) propanal Aldol condensation is given by 1) formaldehyde 2) acetone 3) acetophenone d) banzaldehyde Conversion of ketones into hydrocarbons by reduction is known is 1) Rosenmund reaction 2) Clemmeson’s reduction 3) decarboxylation 4) dehydration Addition product of aldehydes with HCN is called 1) oxime 2) cyanide 3) cyanohydrin 4) cyanate An unknown alcohol on catalytic dehydrogenation gives a ketone. The unknown alcohol is 1) a primary alcohol 2) a secondary alcohol 3) a tertiary alcohol 4) none of these The compound that gives a positive iodoform test is 1) 1-pentanol 2) 2-pentanone 3) 3-pentanone 4) pentanal When benzal chloride is boiled with limewater, the product formed as 1) benzyl alcohol 2) benzaldehyde 3) benzoic acid 4) benzene Acetone and acetaldehyde are 1) chain isomers 2) not isomers 3) functional isomers 4) position isomers The substance used to preserve biological specimens is 1) acetone 2) solution of formaldehyde in water 3) formic acid 4) acetaldehyde Which one of the following alcohol gives a ketone on oxidation? 1) Ethyl alcohol 2) Isopropyl alcohol 3) Tetiary butyl alcohol 4) Glycol When ethanal is heated with Fehling’s solution, it gives a precipitate of 1) Cu 2) Cu2O 3) CuO 4) Cu2O + CuO When an aldehyde was heated with alkali part of it was converted into alcohol and part of it into an acid. The aldehyde is 1) An aliphatic aldehyde other than formaldehyde 2) An aliphatic aldehyde or salicylaldehyde 3) An aromatic aldehyde other than salicylaldehyde 4) An aromatic aldehyde or formaldehyde Benzaldehyde condenses with acetaldehyde in the presence of dilute sodium hydroxide solution to give cinnamaldehyde. This is an example of 1) Cannizzaro reaction 2) Aldol condensation 3) Clainsen condensation 4) Benzoin condensation Molecular formula of a dihalide is C2H4Br2. This dihalide on hydrolysis gives acetaldehyde. Hence the dihalide is 1) 1, 2-dibromoethane 2) 1,1-dibromoethane 3) 1,2-dibromoethane 4) 1,2-dibromoethane The Cannizzaro’s reaction is not given by 1) trimethylacetaldehyde 2) benzaldehyde 3) acetaldehyde 4) formaldehyde A compound containing only carbon, hydrogen and oxygen has a molecular mass of 44. On oxidation, it is converted into an acid with molecular mass 60. The original compound is an 1) aldehyde 2) alcohol 3) ether 4) acid An aldehyde can be obtained by dehydrogenation of 1) a primary alcohol using conc. H2SO4 2) a primary alcohol using Ni 3) a primary alcohol using Cu catalyst 4) a secondary alcohol using Cu catalyst Conversion of benzaldehyde to cinnamic acid is known as 1) Perkin’s reaction 2) benzoin condensation 3) Etard’s reaction 4) Claisen condensation Aldehydes and ketones undergo 1) electrophilic addition 2) electrophilic substitution 3) nucleophilic addition 4) nucleophilic substitution Propyne is passed through dil. H2SO4 in presence of HgSO4 catalyst at 600C. The product is 1 Hi-POINT 21. 22. 23. 24. 25. 26. 27. 28. 29. 30. 31. 32. 33. 34. 35. 36. 37. 38. 39. 40. SUCCESS-2014 TRAINING FOR CET-2014 & ALL INDIA EXAMS 1) propane 2) propanone 3) propionic acid 4) acetaldehyde An organic acid was converted into its calcium salt and the dry salt was heated in a retort out of contact with air. If the product was acetone then the organic acid is 1) formic acid 2) oxalic acid 3) lactic acid 4) acetic acid The reagent with which both acetaldehyde and actone readily react is 1) Tollen’s reagent 2) Schiff’s reagent 3) Fehling’s solution 4) Grignard reagent Acetaldehyde and acetone differ in their reaction with 1) sodium bisulphate 2) ammonia 3) phosphorus pentachloride 4) phenyl hydrazine Substance X with substance Y gives chloroform. The substance X and Y are 1) formaldehyde and bleaching powder 2) formaldehyde calcium hydroxide and chlorine 3) benzaldehyde and bleaching powder 4) acetone and a paste bleaching powder Which one of the following on dry distillation gives a mixed ketone? 1) a mixture of calcium formate and calcium acetate 2) a mixture of calcium formate and calcium benzoate 3) a mixture of calcium acetate and calcium benzoate 4) calcium benzoate A new carbon – carbon bond formation is not possible in 1) Cannizzaro reaction 2) Friedel – Craft’s alkylation 3) Wurtz’s reaction 4) Reimer – Tiemann reaction Schiff’s reagent is 1) ammoniacal silver nitrate 2) alkaline CuSO4 stabilised by Rochelle salt 3) rosaniline solution in water decolourised by SO2 4) resorcinol solution in dilute HCl Base catalysed aldol condensation occurs with 1) propanal 2) benzaldehyde 3) 2,2 – dimethyl propanal 4) 2,2 – dichloropropanal Which substance is not a starting substance for the preparation of formaldehyde? 1) calcium formate 2) methanol 3) ethanol 4) methane When a ketone is oxidized we get a carboxylic acid containing 1) less number of carbon atoms 2) same number or carbon atoms 3) more number of carbon atoms 4) depends on the nature of the ketone Hydrogenation of benzoyl chloride in the presence of Pd on BaSO4 gives 1) benzyl alcohol 2) benzaldehyde 3) benzoic acid 4) phenol When a solution of formaldehyde is allowed to stand in the presence of barium hydroxide solution, the product formed is 1) paraformaldehyde 2) metaldehyde 3) glucose 4) starch The product formed when hydroxyl amine condenses with a carbonyl compound is called 1) hydrazone 2) hydrazine 3) oxime 4) hydrazide Acetaldehyde and formaldehyde differ in their reaction with 1) ammonia 2) sodium bisulphite 3) phenyl hydrazine 4) Tollen’s reagent Which one of the following is used as a hypnotic? 1) HCHO 2) CH3CHO 3) metaldehyde 4) paraldehyde When benzaldehyde is agitated with a strong solution of KOH, products formed are 1) potassium benzoate and benzyl alcohol 2) potassium benzoate and cinnamic acid 3) benzyl alcohol and cinnamic acid 4) cinnamic acid and benzoic acid When acetone is treated with dil. NaOH, diacetone alcohol is obtained. This reaction is 1) self – condensation 2) Fittig reaction 3) Aldol condensation 4) Perkin’s condensation Which of the following organic compounds answers both iodoform test and Fehling’s test? 1) Ethanol 2) Methanal 3) Ethanal 4) Propanone Benzaldehyde reacts with PCl5 to give 1) Benzyl chloride 2) Benzoyl chloride 3) Benzal chloride 4) Chlorobenzene Which of the following does not give iodoform test? 1) (CH3)2 CH (OH) CH3 2) C6H5COCH3 3) 1-methylcyclohexanol 4) CH3CH2CH (OH) CH3 2 Hi-POINT SUCCESS-2014 TRAINING FOR CET-2014 & ALL INDIA EXAMS 41. When mixture of ethyl alcohol vapour and air is passed over silver or copper catalyst maintained at 250 - 3000C, which one of the following compounds is produced? 1) CH3CHO 2) CH3COOH 3) CH2 = CH2 4) C2H5 – O – C2H5 42. Benzaldehyde reacts with excess of ethyl alcohol in the presence of dry HCl to give 1) C6H5COCl 2) C6H5COOC2H5 3) C6H5CH (OC2H5)2 4) C6H5CH2Cl 43. Which of the following compounds is oxidized to prepared methyl ethyl ketone? 1) 2-Propanol 2) 1-Butanol 3) 2-Butanol 4) tert-Butyl alcohol 44. The compound formed by the reaction of acetaldehyde with KMnO4 is 1) CH3OH 2) HCOOH 3) CH3COOH 4) CH3CH2OH 45. On heating acetaldehyde with PCl5 product formed is 1) chloral 2) chloroform 3) carbon tetrachloride 4) ethylidine chloride 46. Which of the following substances does not form an adduct with sodium bisulphite? 1) acetone 2) acetaldehyde 3) acetophenone 4) benzaldehyde 47. Aldehydes and ketones on reduction respectively give 1) primary and secondary alcohols 2) secondary and primary alcohols 3) secondary and tertiary alcohols 4) primary and tertiary alcohols 48. Which of the following does not give the silver mirror test? 1) HCOOH 2) CH3CHO 3) CH3COCH3 4) C6H5CHO 49. Cannizzaro’s reaction is a case of auto – oxidation. 1) It is a typical reaction of all aliphatic aldehydes 2) It is a reaction answered only by aromatic aldehydes 3) It is a reaction answered by all aldehydes 4) Formaldehyde is the aliphatic aldehyde which answers the reaction 50. Which of the following does not give brick red precipitate with Fehling’s solution? 1) formalin 2) D – glucose 3) acetone 4) acetaldehyde 51. Heating a mixture of calcium formate and calcium acetate produces 1) acetone 2) ethyl alcohol 3) ethane 4) acetaldehyde 52. Benzaldehyde can be prepared by the action of chromyl chloride on toluene dissolved in carbon disulphide. The reaction is known as 1) Etard’s reaction 2) Hoffmann’s reaction 3) Schotten – Baumann’s reaction 4) Fittig’s reaction 53. Phenacyl chloride is 1) C6H5COCH2Cl 2) C6H5COCHCl2 3) C6H5CH2Cl 4) C6H5CHCl2 54. Which of the following does not undergo iodoform reaction 1) CH3CHO 2) HCHO 3) C2H5OH 4) CH3COCH3 55. To get chloroform we have to distill a mixture of bleaching powder, water and 1) acetaldehyde 2) acetone 3) acetophenone 4) any one of these 56. Formaldehyde and acetaldehyde are manufactured by dehydrogenation of methanol and ethanol respectively. The catalyst used in this reaction is 1) copper 2) silver 3) platinum 4) any one of these 57. (COMEDK 2005) The compound formed when calcium acetate is dry distilled is 1) acetaldehyde 2) formaldehyde 3) acetone 4) chlorobenzene 58. On treatment with dilute alkali two molecules of acetone combine to form 1) acetone alcohol 2) diacetone 3) diacetone alcohol 4) acetal 59. (COMEDK 2004) Benzaldehyde is obtained by oxidation of toluene using 1) acidified potassium dichromate 2) chromyl chloride 3) acidified potassium permanganate 4) alkaline potassium permanganate 60. Aldehydes and ketones can be reduced to corresponding hydrocarbons by 1) refluxing with strong acids 2) chromyl chloride 3) acidified potassium permanganate 4) alkaline potassium permanganate 61. Which of the following answers haloform tests and Fehling’s solution test? a) CH3COCH3 b) CH3CHO c) HCHO 3 d) C2H5OH Hi-POINT SUCCESS-2014 TRAINING FOR CET-2014 & ALL INDIA EXAMS 62. In the presence of dry HCl gas, acetaldehyde condenses with ethyl alcohol to give a) Aldol b) Paraldehyde c) Ethyl acetate d) Acetal 63. Chloral is obtained by treating the following with chlorine a) Acetic acid b) Acetaldehyde c) Acetone d) Acetic anhydride 64. When acetaldehyde is heated with Fehling’s solution, it gives a red precipitate of a) Cu b) CuO c) Cu2O d) Cu + CuO + Cu2O 65. Acetalhyde is a functional isomer is a) Ethanol b) Vinyl alcohol c) Allyl alcohol d) Methanal 66. A compound which gives a resinous mass with strong NaOH is a) Formaldehyde b) Benzaldehyde c) Acetaldehyde d) Acetone 67. Toluene can be oxidized to benzaldehyde using a) Williamson’s reaction b) Hoffmann reaction c) Etard’s reaction d) Fittig reaction 68. Benzaldehyde reacts with PCl5 to give a) Benzyl chloride b) Benzoyl chloride c) Benzal chloride d) Chlorobenzene 69. Which of the following compounds does not reduce Fehling’s solution? a) Acetaldehyde b) Benzaldehyde c) Benzal chloride d) Chlorobenzene NaOH 70. The reaction, C6H5CHO + CH3CHO C6H5CH = CHCHO + H2O is called a) Benzoin condensation b) Claisen condensation c) Aldol condensation d) Perkin condensation 71. Benzoin condensation takes place between a) An aromatic ketone and an aliphatic ketone b) An aromatic aldehyde & an aliphatic aldehyde c) An aromatic aldehyde and an aromatic ketone d) Aromatic aldehydes only 72. Which is not correct in case of benzaldehyde? a) It is an aromatic carbonyl compound b) It is used in perfume industry c) On reduction it gives phenol d) It gives benzoic acid on oxidation 73. The oxidation of toluene to benzaldehyde by Etard’s reaction takes place in the presence of a) Sunlight b) Cuprous chloride c) Aluminium chloride d) Chromyl chloride 74. Benzoin is a) α-hydroxy aldehyde b) α-hydroxy ketone c) A compound containing aldehydic and ketonic groups d) An unsaturated acid 75. Benzaldehyde is converted to cinnamic acid by a) Perkin’s reaction b) Claisen reaction c) Raduction d) Friedel Craft’s reaction 76. Benzaldehyde has the smell of a) Kerosene b) Fish c) Bitter almonds d) Flowers 77. Iodoform test is answered by a) Formaldehyde b) Acetone c) Benzophenone d) Methanal 78. Acetaldehyde and acetone differ in their reactions with a) Sodium bisulphate b) Ammonia c) Phosphorus pentachloride d) Phenyl hydrazine 79. Acetone can be distinguished from acetophenone by a) Fehling’s solution b) Schiff’s reagent c) NaHSO3 d) Iodoform test 80. Which one of the following is not a reducing agent? a) CH3COCH3 b) CH3CHO c) C6H5CHO d) HCHO 81. Reduction of acetone with sodium amalgam and water gives a) Ethyl alcohol b) Isopropyl alcohol c) Propane d) Propionic acid 82. When acetone is heated with conc. H2SO4, the product formed is a) Phorone b) Mestiyl oxide c) Mesitylene d) Diacetone alcohol 83. Reaction of acetone with PCl5 gives a) 1,3 – Dichloroacetone b) 1,1 – Dichloroacetone c) 2,2 – Dichloropropane d) 2,3 – Dichloropropane 84. Which one of the following is used for storing acetylene? a) Acetone b) Benzaldehyde c) Acetaldehyde d) Acetophenone 85. Which of the following is most difficult to oxidize? 4 Hi-POINT SUCCESS-2014 TRAINING FOR CET-2014 & ALL INDIA EXAMS a) HCHO b) CH3CHO c) C6H5CHO d) CH3COCH3 86. The structural formula of a compound isomeric with acetone is a) CH3CH2CHO b) CH3CHO c) C6H5CHO d) CH3COCH3 87. Acetophenone can be synthesized using a) Wurtz’s reaction b) Fittig’s reaction c) Etard’s reaction d) Friedel – Craft’s reaction 88. The compound which does not give a white precipitate with sodium bisulphite is a) Acetophenone b) Benzaldehyde c) Acetone d) Acetaldehyde 89. When acetophenone is subjected to Clemmenson’s reduction the product formed is a) CH3COCH3 b) C6H5CH2CH3 c) C6H5CH(OH)– CH3 d) C6H5COOH 90. Phenacyl chloride is used as a) Tear gas b) Chlorinating agent c) Hypnotic d) An anaesthetic 91. Chlorination of acetaldehyde gives a) HCOOH b) CH3COOH c) CCl3CHO d) C2H5OH 92. Ethylidene chloride on treatment with aq. KOH gives a) CH3CHO b) CH2OH – CH2OH c) HCHO d) CHO – CHO 93. Cinnamic acid is produced when benzaldehyde is heated with acetic anhydride in presence of a) Conc. H2SO4 b) Alcoholic KOH c) Na d) CH3COONa 94. The reaction of benzene with CO and HCl in the presence of anhydrous AlCl3 gives a) C6H5COOH b) C6H5CH2OH c) C6H5CHO d) C6H5Cl 95. Boiling C6H5CH2Cl with aqueous Cu(NO3)2 in a current of CO2 gives a) C6H5Cl b) C6H5COOH c) C6H5CHO d) Chlorotoluene 96. Aldol contains a) > CHOH and – COOH groups b) – CHO and – CH2OH groups c) – CHO and > CHOH groups d) > CHOH and > C = 0 groups 97. Acetone may be converted to propane by heating with a) Conc. HCl and Zn – Hg b) Mg + H2O c) Conc. HI and red P d) Zn/Cu couple and alcohol 98. Oppenauer oxidation is the reverse process of a) Wolf-Kishner reduction b) Rosenmund reduction c) Clemmenson reduction d) Meerwin – Pondorf – Verley reduction 99. Acetaldehyde reacts with ammonia to form a a) Condensation product b) Substitution product c) Addition product d) Resin like product 100. Hexamethylene tetra-amine is also called a) Benzoin b) Formaline c) Urotropine d) Paraldehyde 101. The compound A and B react with sodium bisulphate. A reacts with ammoniacal AgNO3 but B does not. The compound A and B are a) RCHO and RCOR b) R – OR and RCHO c) RCOOH and R – NH2 d) RCOR and RNH2 102. Formaldehyde gives addition product with CH3-MgI which on aqueous hydrolysis gives a) C2H5OH b) (CH3)2CHOH c) CH3OH d) (CH3)3COH 103. Methyl ketones are usually characterized by a) Tollen’s reagent b) Iodoform test c) Schiff’s test d) Benedict’s reagent 104. Which of the following forces explain the boiling points of aldehydes and ketones? a) Hydrogen bonding b) van der Waal’s forces c) Dipole – dipole attractions d) None of the above 105. The reagent with which both ethanal and acetone can react easily is a) Fehling’s solution b) Grignard reagent c) Schiff’s reagent d) Tollen’s reagent 106. Which of the following compounds is oxidized to prepare methyl ethyl ketone? a) 2-Propanal b) 1-Butanol c) 2-Butanol d) t-Butyl alcohol 107. Which reagent cannot be used to distinguish between pentanal and pentanone 2? a) Tollen’s reagent b) Fehling’s solution c) I2 and NaOH d) Br2 and CCl4 108. Which of the following reagents used to prepared ketones from acid chlorides? 5 Hi-POINT SUCCESS-2014 TRAINING FOR CET-2014 & ALL INDIA EXAMS a) Grignard reagent b) LiAlH4 c) Dimethyl cadmium d) Cadium chloride 109. Which reaction cannot be used for the reduction of R-CO-R to R-CH2-R a) Clemmenson reaction b) Wolf-Kishner reaction c) both (a) and (b) d) HI and red phosphorus 110. Benzaldehyde can be prepared by the hydrolysis of a) Benzyl chloride b) Benzal chloride c) Benzotrichloride d) Benzo nitrile HNO 2 Na 111. The reaction CH3CN X Y Tollen' s Z; where Z is C2H5OH Cu, Δ reagent a) CH3CHO b) CH3CH2NHOH c) CH3CH2COOH d) CH3COOH An. AlCl3 112. In the reaction C6H6 + CH3COOCOCH3 X where X is a) Phenyl acetate b) Acetophenone c) Benzoic acid d) Benzophenone 113. Benzaldehyde is obtained by action of chromyl chloride on toluene in CS2. This is known as a) Estard’s reaction b) Hoffmann’s reaction c) Schotten – Baumann reaction d) Fittig’s reaction 114. A compound containing only C, H and oxygen has a molecular mass of 44. On oxidation, it is converted into a compound of molecular mass 60. The original compound is a) an aldehyde b) an alcohol c) an ether d) an acid 115. When an aldehyde was heated with alkali, part it was converted into alcohol and part of it into a salt of an acid. The aldehyde is a) an aliphatic aldehyde other than formaldehyde b) an aliphatic aldehyde or salicylaldehyde c) an aromatic aldehyde other than salicylaldehyde d) aldehyde other than formaldehyde 116. Cannizzaro’s reaction is a case of auto oxidation a) It is a typical reaction of aliphatic aldehydes b) It is a reaction answered only by aromatic aldehydes c) It is a reaction answered by all aldehydes d) Formaldehyde is the only aliphatic aldehyde which answers the reaction 117. Heating a mixture of calcium formate and calcium acetate produces a) Acetone b) Ethyl alcohol c) Ethane d) Acetaldehyde 118. Formaldehyde and acetaldehyde are manufactured by dehydrogenation of methanol and ethanol respectively. The catalyst used in the reaction is a) Conc. H2SO4 b) Cu c) Ni d) H3PO4 119. Formaldehyde on shaking with conc. NaOH solution undergoes a) Aldol condensation b) Hydrolysis c) Cannizzaro’s reaction d) Urotropine reaction 120. Aldehydes and ketones form addition products with a) Phenyl hydrazine b) Hydrazine c) Semi-carbazide d) Hydrogen cyanide 121. The Cannizzaro’s reaction is not given by a) Trimethyl acetaldehyde b) Benzaldehyde c) Acetaldehyde d) Formaldehyde 122. Fehling’s test is positive for a) Acetaldehyde b) Benzaldehyde c) Ether d) Alcohol 123. In Etard’s reaction, toluene is oxidized to bezaldehyde using a) H2O2 b) Cl2 c) CrO2 d) KMnO4 124. The compound formed by the reaction of acetaldehyde with KMnO4 is a) CH3OH b) HCOOH c) CH3COOH d) CH3CH2OH 125. Which of the following does not give brick red precipitate with Fehling’s solution? a) Formaldehyde b) D-Glucose c) Acetone d) Acetaldehyde 126. Aldehydes and ketones can be distinguished by a) Molisch test b) Solubility in water c) Bromoform d) Tollen’s test 127. Schiff’s reagent is a) Alkaline CuSO4 stabilised by Rochelle salt b) Ammoniacal silver nitrate c) Resorcinol solution in dilute HCl d) Rosaniline solution in water decolourised by SO2 6 Hi-POINT SUCCESS-2014 TRAINING FOR CET-2014 & ALL INDIA EXAMS 128. The powerful explosive RDX is formed during the nitration of a) Phenol b) Toluene c) Urotropine d) Glycerol 129. Acetone and acetaldehyde are a) Functional isomers b) Position isomers c) Chain isomers d) not isomers 130. Benzaldehyde is different from aliphatic aldehydes in it reaction towards a) Fehling’s solution b) Schiff’s reagent c) Tollen’s reagent d) NaHSO3 solution 131. Acetal formation from an aldehyde and an alcohol is favoured by the presence of a) Acetic acid b) Dry HCl c) Conc. H2SO4 d) NaHSO3 solution 132. If formaldehyde and KOH are heated, we get a) Ethyl formate b) Acetylene c) Methane d) Methyl alcohol 133. Which of the following organic compounds answers both iodoform test and Fehling’s test? a) Ethanal b) Propanone c) Ethanol d) Methanol 134. Methanol is a) HCHO b) CH3OH c) CH3COCH3 d) CH3CHO 135. Identify the organic compound which, on heating with strong solution of NaOH partly converted into an acid salt and partly into alcohol a) Benzaldehyde b) Acetone c) Acetaldehyde d) Benzyl alcohol 136. Benzoin is a) α-hydroxy aldehyde b) α-hydroxy ketone c) Compound containing an aldehyde and a ketonic group d) α, β – unsaturated acid 137. Compound A has a molecular formulae C2Cl3OH. It reduces Fehling’s solution & on oxidation gives a monocarboxylic acid B. A can be obtained by the action of chlorine on ethyl alcohol. A is a) Chloral b) Chloroform c) Monochloroacetic acid d) Methyl chloride 138. Benzyl alcohol and sodium benzoate is obtained by the action of sodium hydroxide on benzaldehyde. This reaction is known as a) Cannizzaro’s reaction b) Perkin’s reaction c) Claisen condensation d) Sandmeyer’s reaction 139.Propanoyl chloride is reduced with H2 in the presence of Pd supported over BaSO4. Product is a) Propanal b) Ethanal c) Propanone d) None of these 140.When vapours of ethyl alcohol are passed over red hot copper at 3000C, the product formed is a) Acetone b) Acetaldehyde c) Methanal d) Ethane 141.A dihaloalkane on alkaline hydrolysis produces a ketone with the formula C3H6O. The dihaloalkane can be a) 2, 2-dichloro propaneb) 1,1 – dichloro propane c) 1,2 – dichloro propaned) 1,3 – dichloro propane 142.Which will not be formed when calcium acetate is distilled with calcium benzoate? a) Acetone b) Benzophenone c) Acetophenone d) Acetaldehyde 143.Aldehydes and ketones do not give addition reactions with a) HCN b) NaHSO3 c) Both d) HCl (aq) [B.H.U. 1986, M.P. 1986] 144.Propan – 2 –ol on treatment with copper at 3000C forms [Pb CET 1988] a) Acetone b) Acetaldehyde c) Ethane d) Both a and b 145. On heating calcium acetate and calcium formate, the product formed is [C.P.M.T. 1984] a) CH3COCH3 b) CH3CHO c) HCHO + CaCO3 d) CH3CHO + CaCO3 146. Tollen’s reagent is [ C.P.M.T. 88] a) Ammoniacal cuprous chloride b) Ammoniacal cuprous axide c) Ammoniacal silver bromide d) Ammoniacal silver nitrate 147. Propyne on hydrolysis in the presence of dil. H2SO4 and HgSO4 gives [C.P.M.T. 1984] a) Acetaldehyde b) Acetone c) Formaldehyde d) None 148.Aldehydes may be distinguished from ketones by the use of [C.P.M.T. 1974] a) Conc. H2SO4 b) Tollen’s reagent c) Pyrogallol d) Grignard’s reagent 149. Which of the following does not turn Schiff’s reagent to pink? [C.P.M.T. 1981] a) Formaldehyde b) Benzaldehyde c) Acetone d) Methyl chloride 151.Which of these do not react with Fehling’s solution? [M.L.N.R. 1983] a) Acetaldehyde b) Propane c) Glucose d) Formic acid 7 Hi-POINT SUCCESS-2014 TRAINING FOR CET-2014 & ALL INDIA EXAMS 152.The final product formed when acetaldehyde is reduced in sodium and alcohol is a) Ethylene b) Ethyl alcohol c) Ethane d) All 153. Aromatic aldehydes undergo disproportionation in the presence of sodium or potassium hydroxide to give corresponding alcohols and salt of and acid. The reaction is known as a) Wurtz reaction b) Cannizzaro reaction c) Friedel Craft’s reaction d) Claisen reaction 154.The reaction of acetaldehyde with HCN followed by hydrolysis gives a product which exhibits a) Metamerism b) Tautomerism c) Enantiomers d) Geometrical isomerism 155. Acetaldehyde is produced from the following in the presence of aqueous KMnO4 solution a) Ethane b) Ethyl chloride c) Ethyl alcohol d) Methyl alcohol 156. Which of the following does not react with phenyl hydrazine? a) Ethanol b) Ethanal c) Acetone d) Acetophenone 157. Reduction of aldehydes with HI gives a) Primary alcohols b) Secondary alcohols c) Alkanes d) Tertiary alcohols 158. Calcium acetate on dry distillation gives a) Acetaldehyde b) Formaldehyde c) Acetic anhydride d) Acetone 159. Which of the following aldehydes can give Cannizzaro’s reaction? a) CH3 – CH2 – CH2 – CHO b) H3C – CH2 – CH(CH3)– CHO c) (CH3)2 CH – CH2 – CHO d) (CH3)3C – CHO 160. Cyanohydrin of which of the following forms lactic acid? [A.F.M.C. 95] a) HCHO b) CH3COCH3 c) CH3 – CHO d) CH3CH2CHO 161. Which compounds on boiling with alkaline KMnO4 and subsequent acidification will not give benzoic acid? [CET 2001] a) Acetophenone b) Benzyl alcohol c) Toluene d) Anisole 162. Aldol condensation will not occur in [CBSE 1999] a) HCHO b) CH3CH2CHO c) CH3COCH3 d) CH3CHO 163. Concentrated sodium hydroxide and benzaldehyde reacts to produce a) Benzyl alcohol b) Hydrobenzamide [C.P.M.T. 1997] c) Cinnamic acid d) Benzophenone 164. Acetaldehyde cannot exhibit [A.I.I.M.S. 1997] a) Iodoform test b) Lucas test c) Benedict’s test d) Tollen’s test 165.In which reactions, aromatic aldehyde is treated with acid anhydride in the presence of corresponding salt of the acid to given unsaturated aromatic acid? a) Friedel – Craft’s reaction b) Perkin’s reaction c) Wurtz reaction d) None of these 166. The most reactive compound towards the formation of cyanohydrin on treatment with KCN followed by acidification is ] a) Benzaldehyde b) p-Nitrobenzaldehyde c) Phenylacetaldehyde d) p-Hydroxybenzaldehyde 167. Which of the following gives aldol condensation reaction? [C.P.M.T. 2001] a) C6H5OH b) C6H5COC6H5 c) CH3CH2COCH3 d) (CH3)3C – CO – C6H5 Xylene 168. The reaction CH3COCl + H2 CH3CHO + HCl is Pd / BaSO4 a) Stephen’s reaction b) Rosenmund’s reaction c) Hoffmann reaction d) Cannizzaro reaction 169. Aldol condensation between which of the following compounds gives methyl vinyl ketone? a) HCHO and CH3COCH3 b) HCHO + CH3CHO c) Two molecules of CH3CHO d) Two molecules of acetone 170. Which of the following is correct? a) Aldehydes undergo Cannizzaro reaction b) Aldehydes less susceptible to oxidation than ketones c) Aldehydes more susceptible to oxidation than ketones d) Formaldehyde forms CuO with Fehling’s 171. Ketones react with NH2CONHNH2 to form well defined compounds called a) Hydrozones b) Schiff’s bases c) Oximes d) Semi-carbazones 172. Aldehydes and ketones can be reduced to corresponding hydrocarbons by 8 Hi-POINT SUCCESS-2014 TRAINING FOR CET-2014 & ALL INDIA EXAMS a) Refluxing with strong acids b) Passing the vapours under heated lead oxide c) Refluxing with zinc amalgam and con. HCl d) Refluxing it with strong alkali 173. The difference between Aldol condensation and Cannizzaro’s reaction is that a) the former takes place in the presence of α-H atom b) the former takes place in the absence of α-H atom c) the former takes place in the presence of β-H atom d) the former takes place in the presence of conc. H2SO4. while the latter with NaOH 174. Cannizzaro’s reaction is a case of auto oxidation a) typical reaction of aliphatic aldehydes b) answered only by aromatic aldehydes c) It is a reaction answered by all aldehydes d) Formaldehyde is an aliphatic aldehyde which answers 175. Tollen’s reagent contains a) [Ag (NH3)2]+ ions b) [Cu (OH)4]2- ions c) Ag2O d) Cu2O 176. Aldehydes on oxidation give a) Alcohols b) Acids c) Ketones d) Esters 177. Oximes are crystalline solids obtained by condensation of aldehydes and ketones with a) Phenyl hydrazine b) Hydroxyl amine c) Semi-carbazide d) Hydrogen cyanide 178. Aldehydes can be prepared by hydrolyzing a) Nitrides b) Dihalo alkanes c) Monohalo alkanes d) Acid chlorides 179. Aldehydes are oxidation products of a) Primary alcohols b) Carboxylic acids c) Secondary alcohols d) Tertiary alcohols 180. Hybridisation of carbon in – CHO is a) sp b) sp2 c) sp3 d) All 181. Aldehydes having no α-hydrogen atoms undergo a) Friedel-Craft’s reaction b) Rosenmund’s reaction c) Cannizzaro’s reaction d) Reimer-Tiemann reaction 182. aldehydes and ketones both react with a) Fehling’s solution b) Tollen’s reagent c) Schiff’s reagent d) Grignard reagent 183. The product formed by reacting an aldehyde with an alcohol is a) Aldol b) Acetal c) Glycol d) Oxime 184. The reaction >CO + HCN → X is a) Nucleophilic substitution b) Electrophilic substitution c) Free radical addition d) Nucleophilic addition 185. Borsche’s reagent is a) Rosaniline hydrochloride solution saturated with SO2 b) Phenyl hydrazine c) 2,4-Dinitrophenyl hydrazine d) Alkaline KMnO4 solution 186. Schiff’s test is answered by a) Acetic acid b) Acetaldehyde c) Acetone d) Ethanol 187. Dry distillation of calcium formate gives a) Formic acid b) Methanal c) Acetaldehyde d) Acetone 188. HCHO undergoes condensation with phenol in the presence of an alkalin catalyst to form a) Bakelie b) Formaline c) Paraformaldehyde d) Metaformaldehyde 189. Ammonia reacts with formaldehyde to form a) Uroropine b) Mesitylene c) RDX d) Formamide 190. The most reactive compound among the following is a) HCHO b) CH3CHO c) CH3COCH3 d) CH3COC2H5 191. Formaldehyde can be distinguished from acetaldehyde by a) Tollen’s reagent b) Schiff’s reaction c) Sodium bisulphate d) Iodoform reaction 192. The product formed when HCHO is treated with KOH is a) CH4 b) CH3CHO c) CH3OH d) C2H2 193. Formaldehyde and formic acid are distinguished by a) Tollen’s reagent b) Sodium bicarbonate c) Fehling’s solution d) Benedict’s reagent 194. A mixture of methanol vapours and air is passed over heated copper. products obtained are 9 Hi-POINT SUCCESS-2014 TRAINING FOR CET-2014 & ALL INDIA EXAMS a) Carbon monoxide and hydrogen b) Formaldehyde and water vapour c) Formic acid and water vapour d) Carbon dioxide and water vapour 195. Dry distillation of a mixture of calcium formate and calcium acetate gives a) Acetaldehyde b) Acetone c) Formaldehyde d) Ethanol 196. Acetaldehyde and formaldehyde differ in their reaction with a) Sodium bisulphate b) Ammonia c) Schiff’s reagent d) Phenyl hydrazine 197. Claisen’s reaction is a) Between benzaldehyde and acidified KMnO4 b) Between benzaldehyde and acetaldehyde in the presence of NaOH c) Between benzaldehyde and NaOH d) Between two molecules of acetaldehyde in the presence of NaOH 198. Acetaldehyde is manufactured by dehydrogenation of ethanol. The catalyst used is a) Conc. H2SO4 b) Nickel c) H3PO4 d) Copper 199. Halogenation of acetaldehyde with PCl 5 gives a) chloral b) Chloroform c) Carbon tetrachloride d) Ethylidene chloride 200. When salicylic acid is distilled with zinc dust, the product obtained is [CET 2001] a) salicylaldehyde b) zinc salicylate c) benzoic acid d) phenol 201. Compound A has molecular formulae C2Cl3OH. It reduces Fehling’s solution and on oxidation gives a monocarboxylic acid B. A can be obtained by the action of chlorine on ethyl alcohol. A is a) Chloral b) Chloroform c) Monochloroacetic acid d) Methyl chloride LiAlH4 Cu / 300 dil. NaOH CH 3 COOH X Y Z . In the above reaction Z is 202. a) Ketol b) Acetal c) Butanol d) Aldol 203.The compound obtained when acetaldehyde reacts with dilute NaOH exhibits…… [CET 2010] a) Optical isomerism b) geometric isomerism c) Both optical and geometric isomerism d) neither optical nor geometric isomerism 204.The correct sequence of reactions to convert p-nitrophenol into quinol involves [CET 2010] a) hydrolysis, diazotization and reduction b) reduction, diazotization and hydrolysis c) diazotization, reduction and hydrolysis d) hydrolysis, reduction and diazotization 205. The reagent with which both acetaldehyde and acetone react is [CET 2011] a) I2/NaOH b) Fehling’s reaction c) Carbonic acid d) Tollen’s reagent 206. Which of the following gives an aldehyde on dry distillation? [CET 2011] a) Calcium acetate + calcium benzoate b) Calcium formate + calcium acetate c) Calcium benzoate d) Calcium acetate 207. Acetylene reacts with hypochlorous acid to form [AIEEE 2002] a) Cl2CHCHO b) ClCH2COOH c) CH3COCl d) ClCH2CHO 208.On vigorous oxidation by permanganate solution (CH3)2C = CHCH2CHO gives [AIEEE 2002] a) (CH3)2C = O and CH3CH2CHO b) (CH3)2C(OH) – CH(OH) – CH2CH3 c) (CH3)2CH – OH and CH3 CH2CH2COOH d) (CH3) 2 – C –COOH and CH3CH2COOH 209. Which undergoes reaction with 50% NaOH solution to give corresponding alcohol & acid? a) Phenol b) Benzoic acid c) Butanal d) Benzaldehyde [AIEEE 2004] 210. Whichis reduced with zinc amalgam & HCl acid to give hydrocarbon? [AIEEE 2004] a) Ethyl acetate b) Acetic acid c) Acetamide d) Butan-2-one 211. The best reagent to convert pent-3-en-2-ol into pen-3-en-2-one is [AIEEE 2005] a) Acidic KMnO4 b) Acidic dichromate c) Chromic anhydride in glacial acetic acid d) Pyridinium chloro chromate 212. Reaction of cyclohexanone with dimethylamine in the presence of catalytic amount of an acid forms a compound if water during the reaction is continuously removed. The compound is: a) a Schiff’s base b) an enamine c) an imine d) an amine 213. Phenol reacts with conc H2SO4 and then with conc HNO3, gives [AIEEE 2008] a) Nitrobenzene b) 2, 4, 6-trinitrobenzene c) o-nitrophenol d) p-nitrophenol 214.The major product obtained on interaction of phenol with NaOH and CO2 is: [AIEEE 2009] 10 Hi-POINT SUCCESS-2014 TRAINING FOR CET-2014 & ALL INDIA EXAMS a) phthalic acid b) benzoic acid c) salicylaldehyde d) salicylic acid 215. Which compound on heating with aqueous KOH, produces acetaldehyde? [AIEEE 2009] a) CH3CHCl2 b) CH3COCl c) CH3CH2Cl d) CH2ClCH2Cl 216.A liquid was mixed with ethanol and a drop of concentrated H2SO4 was added. A compound with a fruity smell was formed. The liquid was: [AIEEE 2009] a) CH3COOH b) CH3OH c) HCHO d) CH3COCH3 217.Trichloroacetaldehyde was subjected to Cannizzaro’s reaction by using NaOH. The mixture of the products contains sodium trichloroacetate and another compound. The other compound is: a) Trichloromethanol b) 2, 2, 2-Trichloropropanol [AIEEE 2011] c) Chloroform d) 2, 2, 2-Trichloroethanol 218. The strongest acid amongst the following compounds is: [AIEEE 2011] a) HCOOH b) CH3CH2CH(Cl)CO2H c) ClCH2CH2CH2COOH d) CH3COOH 219. Silver Mirror test is given by which one of the following compounds? [AIEEE 2011] a) Acetone b) Formic acid c) Benzophenone d) Acetaldehyde 220.Which of the following reagents may be used to distinguish between phenol and benzoic acid? a) Tollen’s reagent b) Molisch reagent c) Neutral FeCl3 d) Aqueous NaOH [AIEEE 2011] 221. Phenol is heated with a solution of mixture of KBr and KBrO3. The major product obtained in the above reaction is [AIEEE 2011] a) 3-Bromophenol b) 4-Bromophenol c) 2, 4, 6-Tribromophenol d) 2-Bromophenol 223. CH2 – C – CH3 and CH2 = C – CH3 are: [AIPMT 2002] ● ● O ● O● ●● a) Resonating structures b) tautomers c) geometrical isomers d) optical isomers 223. The ionization constant of phenol is higher than that of ethanol because: [AIPMT 2000] a) phenoxide ion is bulkier than ethoxide b) phenoxide ion is stronger base than ethoxide c) phenoxide ion is stabilized through delocalization d) phenoxide ion is less stable than ethoxide 224. Chloropicrin is obtained by the reaction of: [AIPMT 2004] a) steam on carbon tetrachloride b) nitric acid on chlorobenzene c) chlorine on picric acid d) nitric acid on chloroform 225. The correct acidic order of following is: OH OH (I) (II) (III) Cl a) I > II > III [AIPMT 2001] OH NO2 CH3 b) III > I > II c) II > III > I d) I > III > II 226. Which one of the following is correct? [AIPMT 2001] a) On reduction of any aldehyde gives secondary alcohol b) Reaction of vegetable oil with H2SO4 gives glycerin c) Alcoholic iodine with NaOH gives iodoform d) Sucrose on reaction with NaCl gives invert sugar 227. Which of the following is correct? [AIPMT 2001] a) Cycloheptane is an aromatic compound b) Diastase is an enzyme c) Acetophenone is an ether d) All of the above MgBr 2P (i) CO 228. In the above reaction product ‘P’ is: (ii) H3O+ a) CHO b) COOH c) d) OH O C6H5 C – C6H5 11 [AIPMT 2002] Hi-POINT 229. SUCCESS-2014 When phenol is treated with CHCl3 and NaOH the product formed is: a) benzaldehyde 230. b) salicylaldehyde c) salicylic acid Which one of the following compounds is most acidic? OH OH a) Cl – CH2 – CH2 – OH b) 231. TRAINING FOR CET-2014 & ALL INDIA EXAMS NO2 c) d) [AIPMT 2002] d) benzoic acid [AIPMT 2005] OH CH3 Consider the following reaction, [AIPMT 2009] Phenol X Y Z, the product Z is a) toluene b) benzaldehyde Anhydrous AlCl3 c) benzoic acid d) benzene 232. During reduction of aldehydes with hydrazine and potassium hydroxide, the first is the formation of: [AIPMT 2000] a) R – CH = N – NH2 b) R – C ≡ N c) R – CO– NH2 d) R – – CH = NH H. OH 233. In this reaction: CH3CHO + HCN → CH3CH(OH)CN CH3CH(OH)COOH an asymmetric centre is generated. The acid obtained would be: [AIMPT 2003] a) 50 % D + 50 % L-isomer b) 20% D + 80 % L-isomer c) D-isomer d) L-isomer 234. Nucleophilic addition reaction will be most favoured in: [AIPMT 2006] a) CH3 – CH2 – CH2CO – CH3 b) (CH3)2C = O c) CH3CH2CHO d) CH3CHO 235. Reduction by LiAlH4 of hydrolysed product of an ester gives: [AIPMT 2000] a) two acids b) two aldehydes c) one alcohol & another acid d) two alcohols 236. Benzoic acid may be converted to ethyl benzoate by reaction with: [AIPMT 2000] a) sodium ethoxide b) ethyl chloride c) dry HCl – C2H5OH d) ethanol H 2 / Pd BaSo4 237. In the following reaction product ‘P’ is: R – CO – Cl P [AIPMT 2002] Zn dust a) RCH2OH CH3Cl Alkaline KMnO 4 b) RCOOH c) RCHO d) RCH3 238. In a set of the given reactions, acetic acid yielded a product C. C6 H 6 2 H 5 MgBr CH3COOH + PCl5 → A B C C product C would be: a) CH3CH(OH)C6H5 b) CH3 – C(OH)C6H5 c) CH3CH(OH)C2H5 [AIMPT 2003] d) CH3COC6H5 239. Which one of the following orders of acid strength is correct? [AIMPT 2003] a) RCOOH > HOH > HC ≡ CH > ROH b) RCOOH > HC ≡ CH > HOH > ROH c) RCOOH > ROH > HOH > HC ≡ CH d) RCOOH > HOH > ROH > HC ≡ CH 240. In a set of reactions propionic acid yielded a compound D. [AIPMT 2006] 3 2 CH3CH2COOH SOCl B NH C KOH D . The structure of D would be: Br2 a) CH3CH2CH2NH2 b) CH3CH2CONH2 c) CH3CH2NHCH3 d) CH3CH2NH2 241. Self condensation of two moles of ethyl acetate in presence of sodium ethoxide yields: a) ethyl butyrate b) acetoacetic ester c) methyl acetoacetate d) ethyl propionate 242.Which represents the correct order of the acidity in given compounds?[AIPMT 2007] a) CH3COOH > BrCH2COOH > ClCH2COOH > FCH2COOH b) FCH2COOH > CH3COOH > BrCH2COOH > ClCH2COOH c) BrCH2COOH > ClCH2COOH > FCH2COOH > CH3COOH d) FCH2COOH > ClCH2COOH > BrCH2COOH > CH3COOH 243.The relative reactivities of acyl compounds towards nucleophilic substitution are in the order of a) Acyl chloride > Acid anhydride > Ester > Amide [AIPMT 2008] b) Ester > Acyl chloride > Amide > Acid anhydride c) Acid anhydride > Amide > Ester > Acyl chloride d) Acyl chloride > Ester > Acid anhydride > Amide 12 Hi-POINT SUCCESS-2014 TRAINING FOR CET-2014 & ALL INDIA EXAMS QUESTIONS FOR PRACTICE 13