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Q 1. Alcohols cannot be prepared from : (a) C2H5Br + aq. KOH LiAIH 4 (b) (CH3)2C = O (c) H 2O (d) CH 3CH 2Cl Q 2. (a) Reimer-Tiemann reaction (c) Dakin reaction Q 3. Q 4. This reaction is called: (b) Liebermann’s nitroso reaction (d) Leader-Manase reaction The reaction of isopropylbenzene with oxygen in the presence of a catalytic amount of HBr followed by treatment with an add gives phenol. The reaction proceeds through the intermediate formation of: (a) HOO (b) (c) (d) all of these The reduction (a) NaBH4 (b) LiAlH4 can be achieved by using : (c) CuO.CuCN2O4 (d) none of these Q 5. Phenol is soluble in water because: (a) of weak hydrogen bonding between phenol and water molecules (b) of intermolecular hydrogen bonding between phenol molecules (c) it has a higher boiling point than that of water (d) none of the above Q 6. The compound which reacts fastest with Lucas reagent at room temperature is : (a) 1-butanol (b) 2-butanol (c) 2-methy (d) 2-methylpropan-2ol Q 7. Which of the following alcohols cannot be oxidised by potassium dichromate in the presence of sulphuric acid ? (a) CH3CH2OH Q 8. (b) C6H5CH2OH (c) C6H5CHOHCH3 Which is not the intermediate stage of following conversion : (d) (a) Q 9. (b) (c) (d) Among the following compounds, the strongest acid is : (a) HC = CH (b) C6H6 (c) C2H6 (d) CH3OH Q 10. Which of the following reactions are feasible ? (a) (b) (c) Both (a) and (b) (d) None of the above Q 11. the product A is : (a) (b) (c) (d) Q 12. The major product obtained in this reaction is: (a) (CH3)2CHCH = CH2 (b) (CH3)2C = CH—CH3 (c) 1 : 1 mixture of (a) and (b) (d) none of the above Q 13. The reaction formation of : is believed to occur through the (a) CH 3CH 2 O H 2 (b) CH 3 C H 2 (c) (d) both (b) and (c) above Q 14. In the following compounds the order of acidic strength is : (a) III > IV > I > II (b) I > IV > III > II Q 15. (a) Reimer-Tlemann reaction (c) Sandmeyer reaction (c) II > I > III > IV (d) IV > III > I > I This reaction is called: (b) Lederer-Manasse reaction (d) KoIbe’s reaction Q 16. The major product in the reaction of PhCH2CH(OH)CH(CH3)2 with concentrated H2SO4 is : (a) (b) (c) (d) Q 17. Dehydration of the following in increasing order is : (a) I < II < III < IV (b) II < III < IV < I (c) I < II < III < IV (d) I < IV < II < III ( i ) Hg ( OAc )2 ,THF H 2O Q 18. The major product of the following reaction C6 H 5CH CHCH 3 is : ( ii ) NaBH 4 (a) (b) (c) (d) Q 19. Choose the incorrect statement: (a) Ordinary ethyl alcohol is known as rectified spirit (b) The alcohol sold in the market for polishing, etc., is known as methylated spirit (c) Absolute alcohol is 100% ethanol (d) Power alcohol is 100% ethanol Q 20. The reaction of ethanol with concentrated H2SO4 at room temperature gives : (a) CH3CH2OH 2 HSO 4 (b) CH3CH2OSO2OH (c) CH3CH2OCH2CH3 (d) H2C = CH2 Q 21. A and B respectively are: (a) both (b) both (c) (d) Q 22. The most unlikely representation of resonance structures of p-nitrophenoxide ion is : (a) (b) Q 23. In the reaction (a) (c) (d) the product A is : (b) (c) (d) Q 24. Which of the following reactions will not yield p-ten. Butylphenol ? (a) (b) (c) (d) Q 25. Which of the following reactions can be used for the preparation of tert. Butlmethyl ether ? (a) CH 3 Br (CH 3 )3 CO Na (b) CH3 CCl CH3O Na (c) CH3 OH CH3Cl (d) CH3 CCl CH3OH Q 26. The reaction of neopentyl alcohol with concentrated HCl gives: (a) neopentyl chloride (b) 2-chloro-2-methylbutane (c) 2-methyl-2-butene (d) a mixture of neopentyl chloride 2methyl-2-butene Q 27. Which of the following statements is not correct ? (a) All alcohols are miscible with water (b) Only lower alcohols are miscible with water (c) All alcohols are not poisonous (d) Methanol is not poisonous Q 28. In the Lucas test of alcohols, appearance of cloudiness I is due to the formation of: (a) aldehydes (b) ketones (c) acid chlorides (d) alkyl chlorides Q 29. Which of the following is the best method for making isopropylmethyl ether? (a) CH3I + (CH3)2CHOH (b) CH3I + (CH3)2CHO- (c) (CH3)2CHI + CH3O- (d) (CH3)2CHCl + CH3OH Q 30. Consider the reaction A and B respectively are: (a) 1, 2-epoxycyclohexane, tnzns-2-bromocyclohexanol (b) 1, 2-epoxycyclohexane, cis-2-bromocydohexanol (c) trans-2-bromocyclohexanol, 1, 2-epoxyethane (d) cis-2-bromocyclohexanol 1, 2-epoxyethane Q 31. Which one of the following will most readily be dehydrated in acidic condition ? (a) (b) (c) Q 37. In the reaction (a) (d) the product A is : (b) (c) (d) Q 33. The order of reactivity of the following alcohols (a) I > II > III > IV Q 34. (a) CH3CH2OH (c) CH3CH2CH2OH (b) I > III > II > IV (c) IV > III > II > I (d) IV > III > I > II The product obtained in this reaction is : (b) (CH3)2CHOH (d) HO-CH2-CH2-CH2-CH2-OH Q 35. Which of the following represents the Dow process for the manufacture of phenol ? (a) (b) (c) Answers 1. 8. 15. 22. 29. d a b c b 2. 9. 16. 23. 30. c d b d a 3. 10. 17. 24. 31. d a a d a 4. 11. 18. 25. 32. a d c a c 5. 12. 19. 26. 33. a b d b c 6. 13. 20. 27. 34. d d b a c 7. 14. 21 28 35. d d d d a