Dr. Sangeeta Khanna Ph.D 1 CHEMISTRY COACHING CIRCLE D:\Important Data\2016\+2\Org\Test\Grand Test\+2 Grand Test-6\+2 Grand Test-VI Level -1.

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1 r. Sangeeta Khanna Ph. 1 HEMISTRY HING IRLE :Important ata016+rgtestgrand Test+ Grand Test-6+ Grand Test-VI Level -1.doc

2 r. Sangeeta Khanna Ph. Test ate: Topic: xygen ontaining rganic ompound RE INSTRUTINS REFULLY 1. The test is of 1 hour 15 minutes duration.. The maximum marks are This test consists of 45 questions. 4. Keep your mobiles switched off during Test in the Halls. (Single orrect hoice Type) Negative Marking [-1] This Section contains 55 multiple choice questions. Each question has four choices ), ), ) and ) out of which NLY NE is correct. Marks: 45 4 = Identify Z in the following reaction sequence Mg ry l H I X Y Z Ether ice Red P (small) a. H H b. H MgI c. H l d. lh H. Identify Z in the following reaction sequence: Mn 4 Sl HNa H H X Y Z il. H S 4 a. H H Na b. (H ) c. H H l d. H Hl. arboxylic acid group does not give the usual addition and elimination reactions of aldehydes and ketones because: a. H bond is more polar than / group b. arboxylate ion gets ionised c. arboxylate ion gets stabilized by resonance d. it exists as H and there is no carbonyl group 4. The correct increasing order of reactivity of / group in the following compounds is: a. benzaldehyde < p-tolualdehyde < p-nitrobenzaldehyde < acetophenone b. p tolualdehyde < p-nitrobenzaldehyde < acetophenone < benzaldehyde c. p nitrohenzaldehyde < benzaldehyde < p-tolualdehyde < acetophenone d. acetophenone < p-tolualdehyde < benzaldehyde < p-nitrobenzaldehyde 5. In the following reaction sequence, H H r () (). The final product () is: KN(alc) (i) Snl (ii)h, r. Sangeeta Khanna Ph. HEMISTRY HING IRLE :Important ata016+rgtestgrand Test+ Grand Test-6+ Grand Test-VI Level -1.doc /Hl,Et a. H H H b. H H H NH c. H H NH d. H H H

3 r. Sangeeta Khanna Ph. 6. H (Lactic acid) H H conc. H S % yield (X) + H Product (X) of the reaction is: a. b. c. d. H H H H 7. Which of the following acid on ing gives geometrical isomers as a product? 8. H H H a. H H H b. c. H H H H d. ll of these l H Me H onc. Hl + + MeH bove reaction is an example of: a. Esterification b. Saponification c. Hydrolysis d. Trans Esterification 9. The reaction of sodium acetate with acetyl chloride proceeds through which of the following mechanisms? a. H H l b. H H l c. H H l d. H l H 10. Selective reduction of carbon-carbon double bond in the presence of, - N and R can be achieved by which one of the following reagents? a. H /Pt, Pt b. H /Ni/ c. LilH 4 d. Na + H 5 11 Sol. The reagent is adam catalyst used for selective reagent for carbon-carbon double bond. 11. The Friedel-rafts reaction between anisole and succinic anhydride followed by acid hydrolysis would give: a. b. H H H H H H H H r. Sangeeta Khanna Ph. HEMISTRY HING IRLE :Important ata016+rgtestgrand Test+ Grand Test-6+ Grand Test-VI Level -1.doc

4 r. Sangeeta Khanna Ph. c. d. H H H H H H H H H = H H H H H Sol. + H H ll H H H 1. The reagent used for the conversion H H a. I /NaH b. KMn 4 / H c. Sol. Reaction is haloform. It has no effect on carbon-carbon double bond 1. In the given reaction, the product may be: + H NH? r /H d. s 4 /THF a. b. c. d. N H NHH H NHH NHH Sol. + NH H H NH H 14. The IUP name of the compound ( H ) H H is: a. 4-cyano-4-methyl--oxo pentane b. -cyano--methy-4-oxopentane c. -oxo butanoic acid d.,-dimethyl-4-oxo pentane nitrile 15. Which of the following alcohols undergoes dehydration fast? N a. b. c. d. 16. onsider the following sequence of reactions. H + H H H S 4 g 1. LilH 4.H H H. The product () is H H H a. H 5 H H b. H 5 H H c. H 5 H H H d. H 5 HHH Sol. : ; : H H H r. Sangeeta Khanna Ph. 4 HEMISTRY HING IRLE :Important ata016+rgtestgrand Test+ Grand Test-6+ Grand Test-VI Level -1.doc

5 r. Sangeeta Khanna Ph. 17. rrange reactivity of given compounds in decreasing order towards nucleophile: (1) mide () Ester () ldehyde (4) Ketone a.,, 4, 1 b. 1, 4,, c. 4,,, 1 d., 4,, 1 Sol. More is stability of charge structure (), less is reactivity. () () R H R R R R R R R Z R Z R NH R NH Stability in increasing order 18. Hydrolysis of trichloromethane with aqueous KH gives: a. Potassium formate b. cetylene c. hloral d. Methanol 19. What is true for the equilibrium reaction? H H H H cat. H H H a. The use of equimolar quantities of H H and H H will give the greatest yield of the ester at equilibrium. b. Removal of water will increase the amount of ester at equilibrium c. ddition of H H will cause the formation of an equal number of moles of water d. pplication of pressure increases the amount of ester at equilibrium H H 0. Hr (), Hr (), H r H Product () and () respectively are: r. Sangeeta Khanna Ph. 5 HEMISTRY HING IRLE :Important ata016+rgtestgrand Test+ Grand Test-6+ Grand Test-VI Level -1.doc

6 r. Sangeeta Khanna Ph. H H a. b. and H and H H r r H r H H r c. and d. H and r H r H H r H 1. Which of the following compounds will not undergo annizaro reaction, when treated with 50% aqueous alkali: a. Ph H b. c. Me HH d. Ph H H H Sol. (c) Exception although it has - hydrogen it undergo cannizaro reaction. (d) Ph H H (due to presence of - hydrogen it will not under go cannizaro reaction). olumn I (Reaction) olumn II (Name) I. l H (i) Stephen reduction II. / / HH (ii) Wolff-Kishner reduction / III. / H (iii) Rosenmund reduction IV. N H (iv) Meerwein Ponndorf Verley reduction a. (iv) (ii) (iii) (i) b. (iii) (i) (iv) (ii) c. (iii) (iv) (ii) (i) d. (iii) (ii) (iv) (i) H LH. H H H H HH H is an example of : ether a. Resolution b. Inversion c. Racemisation d. symmetric synthesis 4. The correct sequence regarding the activity of the given acid derivative is a. Rl > (R) > RN b. Rl > RN > (R) c. RN > Rl > (R) d. RN > (R) > Rl Sol. HN is slightly more acidic than H H. N is slightly less basic than H, and is a slightly better-leaving group. Thus, RN is less reactive than Rl but a little more reactive than the anhydride (R). 5. onsider the following sequence of reactions. + H NH H S 4 The product () and () are respectively r. Sangeeta Khanna Ph. 6 HEMISTRY HING IRLE :Important ata016+rgtestgrand Test+ Grand Test-6+ Grand Test-VI Level -1.doc

7 r. Sangeeta Khanna Ph. H a. and N H b. NH and NHH c. NH and N H d. 6. In the reaction HH g H H H r H the major product formed is NH and H N = N H a. H H HH b. H H H c. H H H H - HH d. (H ) HH Sol. H H H H H H H H H H H 7. The rate of esterification of the carboxylic acids H H H H H H (H ) H ( H 5 ) H I II III IV with methanol decreases in the order H a. I > II > III > IV b. IV > III > II > I c. III > I > II > IV d. II > III > IV > I 1 Sol. Rate effect I 8. Which of the following reactions does not involve decarboxylation? a. H g + r c. H anodic oxidation l 4 b. H H r Sol. It is HVZ reaction 9. The following esters are saponified by aqueous NaH. H H d. H H H + r P H H H H 5 H H(H ) H (H ) I II III IV The order of decreasing reactivity of these esters in the saponification reaction is a. I > II > III > IV b. IV > III > II > I c. II > I > IV > III d. IV > III > I > II 1 Sol. Saponification is alkaline hydrolysis & Rate I r. Sangeeta Khanna Ph. 7 HEMISTRY HING IRLE :Important ata016+rgtestgrand Test+ Grand Test-6+ Grand Test-VI Level -1.doc

8 r. Sangeeta Khanna Ph. 0. Which of the following compounds will not liberate ammonia gas on refluxing with aqueous NaH? a. 6 H 5 N b. 6 H 5 NH c. d. 6 H 5 NHH Sol. nly Pri. amide & cyanide give NH 1. n organic compound () ( 4 H 10 ) reacts with HI to give a compound () which readily form saturated hydrocarbon with four carbon atom, on oxidation, gives a compound () and then an acid () ( 4 H 8 ) what will be,, and NH a. n-utanol, n-utyl iodide, butanal, butanoic acid b. utanal, Sec.butayl iodide, butane, butanoic acid c. -butanal, isobutyl iodide, butanone, butanoic, acid d. -butanol, isobutyl iodide, butanal, butanoic acid. (Small) P l. In the reaction:h H H X Y is : alc. KH Y a. H H H H b. H H N c. H = H H d. H HH.. The correct order of decreasing acidity of the following is : l H H H H I. II. III. IV. H H a. I>II>III>IV b. II>I>III>IV c. I>III>IV>II d. II>I>IV>III (1) aq. KH 4. H H H (major) will be: () H H H a. H H H H H b. H H H H H H H c. H H H d. None Sol. ldol 5. rrange following compounds in decreasing order of reactivity for hydrolysis reaction 1. 6 H 5 l. N l. l 4. H l a. > 4 > 1 > b. > 4 > > 1 c. 1 > > > 4 d. 4 > > > 1 r. Sangeeta Khanna Ph. 8 HEMISTRY HING IRLE :Important ata016+rgtestgrand Test+ Grand Test-6+ Grand Test-VI Level -1.doc

9 r. Sangeeta Khanna Ph. 6. n ester on treatment with excess of ethyl magnesium iodide and subsequent hydrolysis produces - pentanol. The ester could be: a. ethyl formate b. methylmethanoate c. ethyl acetate d. ethyl formate & methylmethanoate lc. NaN P 5 7. r H H H r X Y Z The product Z in the above sequence is: H a. glutaric anhydride b. 1,-propanedioic acid c. Succinic acid d. Glutaric acid Sol. (X) N N HH H + NaH 4 H H 8. H H H H 5.X. The product X is: P 5 a. H H H H H 5 b.h H H H + H 5 H c. H H -H H H H H5 d. H HH H H H 9. Silver acetate and -bromopropane will react to produce: H a. methyl ethanoate b. H H 5 c. d. H H Sol. H / H H / g r H H H 40. In the given reaction : H 5 Hr [X] [X] will be r H r H r a. b. c. d. H Sol. nti-markovnikoff addition of Hr 41. onsider the following sequence of reactions. H 5 H The product () is H Mgr 1. HH. H r. Sangeeta Khanna Ph. 9 HEMISTRY HING IRLE :Important ata016+rgtestgrand Test+ Grand Test-6+ Grand Test-VI Level -1.doc

10 r. Sangeeta Khanna Ph. a. H H H b. H HH H 5 H c. H5 H H d. H 5 H H H HH Sol. H5 Mgr H5 H H HH H H 4. Pr KN 1. HH H H excess.hh In the above sequence of reactions the end product () is H Sol. H H H a. H H N N H N b. H N r H N H alcoholy si s (); r H N HH H 4. The systematic name of the compound H NH H NH c. H H H H HH H H H H d. H H H H is a. -methyl--(1-methylethoxy)propane b. t-butyl isopropyl ether c. 1-isopropoxy-1,1-dimethylethane d. -(1,1-dimethylethoxy)propane 44. In the anion H the two carbon-oxygen bonds are found to be of equal length. This is because a. the electronic orbitals of the carbon atom are hybridized b. the = bond is weaker than the bond c. the anion H is a resonance hybrid of the following two equivalent resonating structures H and H d. the anion is obtained by the removal of a proton from the acid molecule 45. The rate of hydrolysis of the esters H H H H H N H I II III IV With aqueous NaH decreases in the order a. III > I > II > IV b. IV > II > I > III c. I > III >II > IV d. III > IV > II > I r. Sangeeta Khanna Ph. 10 HEMISTRY HING IRLE :Important ata016+rgtestgrand Test+ Grand Test-6+ Grand Test-VI Level -1.doc