COMPOUND CONTAINING NITROGEN. 1) Which will give nitrosoamine when treated with?

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Myles Rodgers
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1 COMPOUND CONTAINING NITROGEN 1) Which will give nitrosoamine when treated with? C 6 H 5 NHCH 3 b) H 3 C NH H 3 C H N d) All of these 2) What is the end product in following sequence of reactions? C 2 H 5 HNO 2 A PCl 5 B NH 3 C Methylamine b) Acetamide Ethylamine d) ethyl cyanide 3) Mixture of 1 o,2 o,3 o amines can be separated 1. Hinsberg s method 2. Fractional distillation 3. Hoffmann s method 4. Chromatography 1,2,4 b)2,3,4 1,2,3 d) 1,2,3,4

2 4) N Sn/HCl NaNO 2, HCl,0-5 0 C X Where X is N N Cl OH b) O N N Cl d) 5) Considering the basic strength of amines in aqueous solution which one has the smallest pka value (CH 3 ) 2 NH b) CH 3 (CH 3 ) 3 N d) C 6 H 5 6)The compound which on reaction with aqueous nitrous acid or HNO 2 at low temperature produces an oily nitrosoamine. Diethylamine b) Ethylamine Aniline d) Methylamine 7) Which of the following reagents can be used to convert primary amides into primary amines containing the same number of carbon atoms. Br 2 +NaOH b)lialh 4 Sn-HCl d)na + C 2 H 5 OH 8) Which of the following compound expected to be most basic Aniline b) Methyl amine

3 Hydroxylamine d) ethylamine 9) In the reaction RCOOH H 3 O + X [H] RCH 2 X is Isonitrile b) Nitrile Nitrite d) Oxime 10) HNO 3 /H 2 SO 4 Intermediate Sn/HCl heat A Identify A in above reaction b) H 2 N NO 2 d) 11) The amide which gives propanamine by Hoffmann bromaamide reaction is (CH 3 ) 2 CHCO b) (CH 3 ) 2 CH CH 2 CO CH3(CH 2 ) 2 CH CO d) CH 3 CH 2 CO 12) An organic compound A having molecular formula C 2 H 3 N on reduction gave a compound B.upon treatment with HONO, B gave ethyl alcohol and on warming with CHCl 3 and alcoholic KOH, it gave offensive smell. The compound A is

4 Ethyl cyanide b) methyl cyanide Acetamides d) ethylamine 13) Allyl isocyanide contains σ (sigm and Π (pi) bonds respectively as 7σ, 3Π b) 4σ, 3Π 9σ, 3Π d) 9σ,9Π 14) Arrange the following amines in the decreasing order of their basic strength. Aniline (I), Benzylamine(II) P- Toluidine (III) III> II> I b) II >I >III III >I >II d) I >II >III 15) Wich of the following is the most stable diazonium salt C 6 H 5 CH 2 N 2+ X - b)ch 3 N 2 X - b) CH 3 CH 2 N 2 + X - d) C 6 H 5 N 2 + X - 16.Which among the following species is an ambedient nucleophile ethane Cyanide ion b)benzene d)acetone 17.Sodium sulphite reacts with benzene diazonium chloride forming Phenyl hydrazine Benzonitrile b)aniline d)benzene 18.Which of the following undergoes coupling reaction at the fastest rate? H b) N + H H O - OH d) 19.Phenyl isocynide are prepared by which of the following reaction?

5 Rosenmunds reaction Wurtz reaction b)carbylamine reaction d)riemer- Tiemann reaction 20.Basic hydrolysis of CH 3 CN forms? O O H 3 C,NH3 b) H 3 C OH,NH 3 C H 3 O O -,NH 3 d) C H 3 O OH,NH4 + 21) Which of the following is the weakest Bronsted base? NH b) d) H 3 C 22)Reduction of aromatic nitro compound using Fe &HCl gives.. aromatic oxime b) aromatic hydrocarbon aromatic primary amine d)aromatic amide 23)The reduction of which of the following compounds would yield secondary amine? Alkyl nitrile b)carbylamine primary amine d)secondary nitro compound 24)Which of the following undergoes coupling reaction at the fastest rate?

6 NH 3 + b) O - OH d) 25)What is the end product of the following reaction CH 3 CN CH 3 MgBr/ ether H 3 O + Cu, heat (CH 3 ) 2 CO b) (CH 3 ) 3 COH (CH 3 ) 2 C=CH 2 d) (CH 3 ) 2 CHCHO 26. Which of the following is 3 0 amine? Trimethyl amine b)benzyl amine tert-butyl amine d)cyclohexylamine 27. Benzamide converted in aniline by using Br 2, HCl b)br 2,NaOH LiAlH 4 d)sn,hcl 28. Acetonitrile on reaction with alcoholic solution of sodium gives, Aniline b)methanamine Ethanamine d)benzyl amine 29. Which of the following is not prepared by Gabriel phthalimide synthesis? methyl amine b)ethyl amine tert-butyl amine d)aniline 30. In the following reaction C 6 H 5 NaNO 2 + HCl K A dil.h 2 SO 4 B A & B are? C 6 H 5 N 2 + Cl -, C 6 H 5 OH b) C 6 H 5 NO 2, C 6 H 5 CH 2 C 6 H 5 NO 2, C 6 H 5 OSO 3 H d) C 6 H 5 N 2 + Cl -, C 6 H 5 NO 2

7 31. The treatment of acylazide (RCON 3 ) with acidic or alkaline medium gives RCO b) R- RCH 2 d) RCOCH Gabriel s phthalimide synthesis is used for preparation of Primary aromatic Amine b) Secondary Amine Primary aliphatic Amine d) Tertiary Amine 33. Which of the following reactions does not yield an amine RX + NH 3 b) R-CH=N-OH+ [H] Na RCN + H 2 O H + C2H 5 OH d) RCO +4H LiAlH4 34. In Gattermann reaction a diazonium group is replaced by X using Y. X and Y are X Y Cl- Cl+ Cl- Cl 2 Cu/HCl CuCl 2 / HCl CuCl 2 / HCl Cu 2 O/ HCl 35).Benzamide on reaction with POCl 3

8 Benzonitrile b) Aniline Chlorobenzene d) Benzylamine 36) Identify the product Z in series CH 3 CN Na+C 2 H 5 OH X HNO 2 Y K 2 Cr 2 O 7 H 2 SO 4 Z CH 3 CHO b) CH 3 CO CH 3 COOH d)ch 3 CH 2 NHOH 37) Which of the following compounds does not reacts with NaNO 2 and HCl. C 6 H 5 OH b) C 6 H 5 (CH 3 ) 3 NO 2 d)(ch 3 ) 3 CHNO 2 38) Among the following the strongest base is C 6 H 5 b)p-no 2 C 6 H 4 NH2 m-no 2 -C 6 H 4 d) C 6 H 5 CH 2 39) Identify the product Z in the following reactions C 6 H 5 (A 2 O X Br 2 /CCl 4 Y H 2 O Z p-bromoaniline b) p-bromoacetophenone o-bromoacetophenone d)0-bromoacetanilide 40) The basicity of aniline is less than that of cyclohexylamine. this is due to +R Effect of Group -R effect of group b)-i Effect of Group d) hyperconjugation 41. The strongest base among following is Aniline b) 4 Nitroniline 2 - Nitroaniline d)4 Methoxy aniline

9 42. Activation of benzene ring in aniline can be decreased by treating with dil.hcl b) Ethyl alcohol Acetic acid d) Acetyl chloride 43. Which of the following is most basic? 2,4 - Dichloroaniline b) 2, 4 Dimethyl aniline 2,4 Dinitroaniliene d)2, 4 Dibromo aniline 44. An acidic medium nitrobenzene reduces to aniline as given below C 6 H 5 NO [H] C 6 H H 2 O The reducing agent used in the reaction is LiAlH4 b) Sn/HCl Na/alcohol d)h 2 /Ni 45. Which of the following does not reacts with nitrous acid. Primary nitroalkane b) Secondary nitroalkane Tertiary nitroalkane d)secondary amine 46)In the following reaction X is X Bromination Y NaNO 2 +HCl Z Boiling C 2 H 5 OH Tribromobenzene Aniline b) phenol salicylic acid d)benzoic acid 47) How many primary amines are possible with the formula C 4 H 11 N 1 b)2 3 d)4

10 48) An organic compound A on treatment with NH 3 gives B which on heating gives C.C when treated with Br 2 in the presence of KOH produces ethyl amine,compound A is CH 3 COOH b) CH 3 CHCH 3 CH 3 CH 2 COOH d) CH 3 CH 2 CH 2 COOH COOH 49)Arrange the following in increasing order of basicity CH 3,(CH 3 ) 2 NH,C 6 H 5,(CH 3 ) 3 N C 6 H 5 >(CH 3 ) 3 N>CH 3 >(CH 3 ) 2 NH b) (CH 3 ) 3 N<(CH 3 ) 2 NH<CH 3 <C 6 H 5 (CH 3 ) 3 N>(CH 3 ) 2 NH>CH 3 >C 6 H 5 d)c 6 H 5 <(CH 3 ) 3 N<CH 3 <(CH 3 ) 2 NH 50)Which is the best method of preparing secondary amine? CH 3 Cl + NH 3 b) CH 3 Cl KCN Sn/HCl CH 3 Cl d)ch 3 AgCN LiAlH 4 CH 3 Cl 3 /KOH heat Sn/HCl

Unit 13-NITROGEN CONTAINING ORGANIC COMPOUNDS

Unit 13-NITROGEN CONTAINING ORGANIC COMPOUNDS Two marks: 1. Name the product obtained when a nitrile is reduced by H 2 /Ni,. Give the equation. H 2 /Ni, Primary amine: RCN RCH 2 NH 2. 2. How is nitrobenzene