Dr. Sangeeta Khanna Ph.D 1 CHEMISTRY COACHING CIRCLE D:\Important Data\2016\+1\Org\Test\GT-7\Grand Test -7 (organic Chemistry) Level - 1.

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1 1 EMISTRY ING IRLE

2 LEVEL 1 TPI: HYDRRN & GENERL RGNI EMISTRY RED INSTRUTINS REFULLY 1. The test is of 1 hour duration.. The maximum marks are This test consists of 45 questions. SETIN (Single nswer Type) Negative Marking [-1] This Section contains 45 multiple choice questions. Each question has four choices ), ), ) and D) out of which NLY NE is correct. (Mark only ne choice) 45 4 = 180 Marks 1. Which of the following will not produce ethane? a. Reduction of with HI/P 4 b. Reduction of with HI/P 4 c. Soda lime de carboxylation of sodium propionate d. Hydrogenation of ethene in the presence of Ni It will produce propane redp 4HI H I 4 K. metallic carbide of gp(ii) on treatment with water gives a colourless gas which burns readily in air and gives a precipitate with ammonical silver nitrate. The gas is: a. Methane b. Ethene c. Ethyne d. Propane Hydrocarbon is terminal alkyne. nly terminal alkyne give white ppt. with gn. When [ ] is oxidized with hot alkaline KMn 4 the product is: a. b. c. & d. & D lkyne give lower acid. H oxidised to give. xidation H H 4. What is X in the following reaction? Hg + /H H S 4 X a. b. c. d. Dr. Sangeeta Khanna Ph.D EMISTRY ING IRLE

3 H Hg +, H + = Tautomerise to Keto form 5. Friedal craft reaction of benzene with isobutyl chloride produces: a. isobutylbenzene b. tert utylbenzene c. n butylbenzene d. sec utylbenzene 6. Which one of the following will undergo meta-substitution on monochlorination? a. Ethoxybenzene b. hlorobenzene c. Methyl benzoate d. Phenol It is meta directing 7. When is treated with NaNH the product formed is: a. = b. NH c. d. NH NH double dehydro halogenations of dihalide will form alkyne 8. Which of the following alcohols would be most likely to undergo dehydration with rearrangement by a process involving a methyl migration (methyl shift)? a. b. c. d. () = shift ; () = 9. Which of the following most accurately describes the first step in the reaction of hydrogen chloride with 1-butene? H H shift a. H + b. c. d. H + H H H Dr. Sangeeta Khanna Ph.D EMISTRY ING IRLE

4 Direction of arrow is towards flow of electrons. H (I) Mg/ether 10. Propene (ii) H/oil In the above sequence of reactions is a. Propane b. utane c. Propene d. Ethane H Mg H H H 11. lkyl halides + Mg (G) Pr opane oil The alkyl halide is: Mg Dr. Sangeeta Khanna Ph.D 4 EMISTRY ING IRLE H a. Ethyl bromide b. n-propyl iodide c. Isopropyl iodide d. Propyl and Isopropyl iodide D I Isopropy liodide Mg I Propy liodide I Mg K(alc.) (g) 1. 7I X; X can be 770 K H H Mg I a. 1-chloropropene b. -chloropropene c. Propyl alcohol d Propene alc. K 7I 770 (lly lic hlorination Mg H5 1. ( ) (H5 ) In the above sequence the starting compound is a. -omobutane b. -omo--methylpropane c. 1-omobutane d. 1-omo--methylpropene Mg Mg H HN 14. 6H6 X Y H S Fe 4 In the above sequence Y can be a. ortho or p-hloronitrobenzene b. -Nitrochlorobenzene

5 c. only 4-Nitrochlorobenzene d. equal mixture of all the above products N N x = ; y = 15. In the following sequence of the reactions: K(lc.) (i) I (ii)nanh The end product is ; N group is meta directing due to M & I effect a. lkene b. lkanol c. lkyne d. lkyl amine (i) NaNH H 16. The major product obtained when isotobutane is treated with chlorine in the presence of diffused sun light is a. isobutylchloride b. n-utylchloride c. tert-utylchloride d. sec-utylchloride D (ii) () H 9 1 H H h H (major) Which alkane (molecular mass 7) would yield three different monochloro derivatives? (excluding steroisomer) a. n-pentane b. Isopentane c. n-hexane d. Isohexane n H n + = 7 n = 5; give three mono chloropentane 1-hloropentane + -chloropentane + -chloropentane 18. In which of the following reactions Markownikov s rule is not observed rganic peroxide rganic peroxide a. H b. H rganic peroxide c. HI d. = + H S 4 It is anti-markovnikoff s addition is presence of peroxide. No peroxide effect with H & HI 19. Which of the following will be the main product for the reaction of NS with propylene at 750 K? a. b.. Dr. Sangeeta Khanna Ph.D 5 EMISTRY ING IRLE

6 c. H d. NS H ally licomination 0. Which of the following alkene will be most stable? a. ( ) = b. = c. ( ) = ( ) d. = lkene with maximum hyperconjugation is most stable. 1. Each of the following alkyl halide reacts with sodium metal in presence of ether to form alkane except a. b. c. d. ( ) D tert halides prefer disproportionation instead to dimerise like Wurtz reaction Na dry ether H. Ethylbenzene with bromine in presence of Fe, predominantly gives a. + b. + c. d. + Ethyl group is o & p-directing; In presence of Fe, reaction is electrophilic substitution.. Identify the correct order of reactivity in electrophilic substitution reactions of the following compounds N 1 a. 1 > > > 4 > 5 b. 4 > > > 1 > 5 c. 5 > > 1 > > 4 d. > > 1 > 4 > 5 4. What would be the product formed when 1-omo--chlorocylobutane reacts with two equivalents of metallic sodium in ether? Dr. Sangeeta Khanna Ph.D 6 EMISTRY ING IRLE 4 5

7 a. b. c. d. D 5. Which of the following alkene has highest value of heat of hydrogenation? a. b. c. d. D ompound (d) is least stable as it contain minimum no. of - H. 1 Hhy drogenation stability of alkene 6. omobenzene is treated with magnesium in dry ether to form compound X which is then treated with ethanol to form compound Y. The compound y is a. enzene b. Phenol c. Ethylbenzene d. ethyl phenyl ether Mg H Mg H 5 + Mg H 5 ( ) K /( ) 7. -omopentane P The major product (P) formed in the above reaction is a. pent-1-ene b. cis pent--ene c. trans pent--ene d. ( ) With ulky base major product is Hoffmann s product is less stable alkene ase ulky NH Fe 8. X; X is Dr. Sangeeta Khanna Ph.D 7 EMISTRY ING IRLE

8 NH NH NH NH NH a. b. c. d. group is meta directing due to Reverse hyperconjugation 9. In which of the following benzene ring is most electron rich. H H + a. b. c. d. H H H - H due to maximum hyperconjugation 0. : (P) (Q) (R) (S) a. P > Q > R > S b. P > S > Q > R c. P > R > Q > S d. S > R > Q > P 1. Which of the following is correct order of acidic strength. H (X) (H. & +I effect maximum) > (H. & less +I) (Y) > (nly +I) > F (Z) a. X > Z > Y b. X > Y > Z c. Z > X > Y d. Z > Y > X Dr. Sangeeta Khanna Ph.D 8 EMISTRY ING IRLE

9 H is more acidic than ; ll -substituted cid (having withdrawing gp) are more acidic than H.. H Na/Ether Major product: H a. b. c. d. Wurtz reaction. Which of the following is correct order of stability of alkene? Na + 4Na a. b. = < < < = < < < c. < < < = < = < < d. s the number of - H increases stability of alkene increases; Trans alkene is more stable than cisalkene 4. n mixing certain alkane with chlorine and irradiating it with ultraviolet light, it forms only one monochloroalkane. The alkane is: a. Isopentane b. neopentane c. propane d. pentane (It has only one type of hydrogen) h 5. Hydroxylation of -butene with aeyer s Reagent will form a. utan--ol b. utanone c. utane-, -diol d. utane-,-dione aey er's Reagent 6. Which is the major product (P) in the following reaction: 1., nhyd. l. xidation. /Fe P Dr. Sangeeta Khanna Ph.D 9 EMISTRY ING IRLE

10 a. b. c. + d l xidation Friedal craft Reaction (meta directing) 7. Reaction of ethyl chloride with Na and dry ether give major product /Fe a. Ethane b. ethene c. utane d. Propane It is Wurtz Reaction. H 5 + Na + H 5 H 5 H 5 8. n alkene on reaction with hot acidic KMn 4 give two molecule of ethanoic acid and one molecule of oxalic acid. lkene is- a. = = b. c. d. H / KMn 4 9. Which of the following on ozonolysis will form two molecule of ethanal. a. 1-utene b. -utene c. -utyne d. utane oznoly sis 40. Which of the following acid will form Ethane on decarboxylation and butane on electrolysis of aqueous solution of its sodium salt a. b. c. d. Na Kolbe's electroly sis Na Dr. Sangeeta Khanna Ph.D 10 EMISTRY ING IRLE

11 41. Which of the following of the hydrogenation will form,-dimethyl butane a. b. c. d. ( ) = 4. Which of the following Intermediate carbocation is most stable a. b. c. d. has maximum Hyperconjugation 4. In a mixture of Isooctane and n-heptane, the percentage of n-heptane is 60, the octane number of the fuel is: a. 60 b. 40 c. 0 d. 4 ctane number is volume of Isoctane in a mixture of Isooctane & heptane, which have same knocking as that of sample petrol 44. What is the end product in the following reaction: H Redhot a glass tube a. yclohexane b. enzene c. Toluene d. -utene H a H enzene 45. Which of the following is not the correct order as indicated: a. (Stability ) Θ Θ Θ b. > > (Stability) c. > > (cidic strength) d. ( ) = > = > = (Stability) Dr. Sangeeta Khanna Ph.D 11 EMISTRY ING IRLE

12 (a) = allylic free Radical is more stable than alkyl free Radical Θ is aromatic and is antiaromatic and least stable (b) = Θ (c) enzoic acid is stronger acid than alkyl carboxylic acid Dr. Sangeeta Khanna Ph.D 1 EMISTRY ING IRLE

Dr. Sangeeta Khanna Ph.D 1 CHEMISTRY COACHING CIRCLE D:\Important Data\2016\+1\Org\Test\GT-5\Grand Test -V (organic Chemistry) Level - 1.

$Dr. Sangeeta Khanna Ph.D 1 CHEMISTRY COACHING CIRCLE D:\Important Data\2016\+1\Org\Test\GT-5\Grand Test -V (organic Chemistry) Level - 1.$ 1 EMISTRY ING IRLE :\Important ata\016\+1\rg\test\gt-5\grand Test -V (organic hemistry) Level - 1.docx LEVEL 1 (1.1.016) TPI: IUP NMING, GENERL RGNI EMISTRY & ISMERISM RE INSTRUTINS REFULLY 1. The test