Test Date: (Sunday) Test Time: 1:00 pm to 2:00 pm Test Venue: Lajpat Bhawan, Madhya Marg, Sector 15-B, Chandigarh

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1 Test ate: (Sunday) Test Time: 1:00 pm to :00 pm Test Venue: Lajpat hawan, Madhya Marg, Sector 15-, handigarh r. Sangeeta Khanna Ph. 1 EMISTRY OING IRLE G:\+ Grand test-4 L-1.doc

2 r. Sangeeta Khanna Ph. LEVEL 1 ( ) + RE INSTRUTIONS REFULLY 1. The test is of 1 hour duration.. The maximum marks are This test consists of 45 questions. 4. Keep Your mobiles switched off during Test in the alls. (Single orrect hoice Type) Negative Marking [-1] This Section contains 45 multiple choice questions. Each question has four choices ), ), ) and ) out of which ONLY ONE is correct. Marks: 45 4 = In the given reaction PhMgr + O (X); (X) will be: O O Mgr O. When the concentration of alkyl halide is triple and concentration of S N O Θ is reduced to half, the rate of a. times b. 1.5 times c. times d. 6 times Rate = K[alide] [O ]. The compound which undergo fastest reaction with aq. NaO solution is: a. 65 O b c. 6 5 d. O 65 O 65 O 65 O 4. rrange the decreasing order of S N reaction r r r ighly stabilise r O NO (P) (Q) (R) (S) a. Q > R > P > S b. R > Q > S > P c. P > Q > R > S d. S > P > R > Q Electron withdrawing group increases Reactivity of SN reaction r. Sangeeta Khanna Ph. EMISTRY OING IRLE G:\+ Grand test-4 L-1.doc

3 r. Sangeeta Khanna Ph. 5. ompound is: r 1. NaNO + N. r, ur N N N r r [iazotisation & sandmeyer] 6. Order of stability of alkene is (X) \ / (Y) is: (Z) r a. X > Y > Z b. Y > X > Z c. Z > X > Y d. Y > Z > X [Stability yperconjugation] 7. Geometrical isomerism is possible in : O O 8. O O O and O O O are: O O O a. iastereomers b. Enantiomers c. Tautomers d. onformers 9. Which of the following is used as a purity test for chloroform? a. eq. KO b. aq. KO + gno c. gno solution d. Oxidation test 10. t-butyl bromide aq. KO low temp. O (X). The main product (X) is a. tertiary butyl alcohol b. 1-butoxy butane c. iso-butylene d. propene 11. When ethyl benzene is treated with one equivalent N-bromosuccinimide in 4, the major product obtained is r (r) r. Sangeeta Khanna Ph. EMISTRY OING IRLE G:\+ Grand test-4 L-1.doc r r

4 r. Sangeeta Khanna Ph. enzylic romination with NS 1. ydrogen chloride is passed through an organic compound of molecular formula 4 10 O at room temperature to obtain the product 4 9. The product is a. 1-chlorobutane b. -chlorobutane c. 1-chloro--methyl propane d. -chloro--methyl propane tert. halide react at room temp. 1. The decreasing reactivity order of halides towards dehydrohalogenation is a. RI > R > Rr > RF b. RI > Rr > R > RF c. RF > R > Rr > RI d. RF > RI > Rr > R K This reaction takes place mainly by a. S N 1 mechanism b. S N mechanism c. free radical mechanism d. E1 mechanism 15. The compound with zero dipole moment is a. 1,-dichlorobenzene b. 1,-dichlorobenzene c. 1,4-dichlorobenzene d. 1,4-dihydroxybenzene 16. Which of the following respectively form primary, secondary and tertiary alcohols by reaction with Grignard reagent followed by hydrolysis? a. Formaldehyde, acetone, acetaldehyde b. Formaldehyde, acetaldehyde, acetone c. cetaldehyde, acetone, formaldehyde d. cetone, acetaldehyde, formaldehyde 17. () (i) aq. NaO white precipitate. () can be (ii) gno a. vinyl chloride b. benzyl chloride c. chlorobenzene d. o-chlorotoluene 18. In an S N 1 reaction on chiral centres, there is: a. inversion more than retention leading to partial racemization b. 100% retention c. 100% inversion d. 100% racemization SN1 reaction gives racemic mixture with slight predominance of that isomer which corresponds to inversion because SN1 also depends upon the degree of 'shielding' of the front side of the reacting carbon. = r products The major product is r r a. b. r. Sangeeta Khanna Ph. 4 EMISTRY OING IRLE G:\+ Grand test-4 L-1.doc

5 r. Sangeeta Khanna Ph. r r c. d. arbocation rearrangement as enzylic carbocation is more stable 0. It is feasible to prepare tertiary butyl ethyl ether by treating ethyl bromide with sodium tertiary butoxide, rather than treating tertiary butyl bromide with sodium ethoxide because a. sodium ethoxide will not react with t-butyl bromide b. the first reaction is faster and gives more yield. c. t-butyl bromide undergoes dehydrohalogenation to give alkene in presence of sodium ethoxide d. t-butyl bromide undergoes rearrangement. 1. I () () The product () is Θ N 1mole O / a. OO I b. OO OO c. OO d. OO I Iodide is more reactive & -N gp on complete hydrolysis give acid.. What will be the order of reactivity for the nucleophilic substitution of chlorine in the following compounds? NO NO NO () () () () a. () > () > () > () b. () > () > () > () c. () > () > () > () d. () > () > () > () [e withdrawing gp increases Reactivity]. Which of the following alcohols will give a yellow coloured precipitate with iodine and sodium hydroxide? O O a. b. c. d. O O O O r. Sangeeta Khanna Ph. 5 EMISTRY OING IRLE G:\+ Grand test-4 L-1.doc

6 r. Sangeeta Khanna Ph r + KI acetone 5 I + Kr (I) ( ) r + KI acetone ( ) I + Kr (II) Reaction (II) is much slower than reaction (I) because a. ( ) r is sparingly soluble in acetone. b. (I) follows S N 1 & (II) follows S N mechanism c. (I) follows S N and (II) follows S N 1 mechanism d. steric hindrance in the case of reaction (II). 5. The correct order of S N reactivity among the following is a. > r > I b. r > r > ( ) r c. > > d. ( ) r > ( ) r > r 6. Which of the following is the correct order of dipole moment of methyl halides? a. F > > r > I b. > F > r > I c. I > r > F > d. I > r > > F ( ) OK /( ) O 7. -romopentane P The major product (P) formed in the above reaction is a. pent-1-ene b. cis pent--ene c. trans pent--ene d. O( ) offmann s product with ulky base. 8. hloroform on boiling with NaO solution gives a. sodium methoxide b. Methanal c. sodium methanoate d. dichloromethanol KO KO OO OOK Mg / ether 1. O ( ) r 6 5.O 9. The product in the above reaction is a. -Phenyl--methyl butan--ol b. -phenylpentan--ol c. -phenyl butan--ol d. propan--ol and ethyl benzene O O Mg O 6 5 r Mg r 0. The organic compound formed in the following reaction is 6 5 OOg + r 4 / ref lux product OOr a. 6 5 OOr b. 6 5 r c. d. OO r r r. Sangeeta Khanna Ph. 6 EMISTRY OING IRLE G:\+ Grand test-4 L-1.doc

7 r. Sangeeta Khanna Ph. 1. The product formed when isopropyl alcohol is heated with a + NaO(aq.) is a. propyne b. -chloropropane c. chloroform d. carbon tetrachloride. Which of the following statement is not correct regarding the solvolysis of -bromo--methylhexane? a. Polar solvents accelerate the reaction. b. The intermediate involves sp carbon. c. The rate of the reaction at a particular temperature depends only on the concentration of -romo--methyl hexane. d. The reaction shows inversion of configuration.. The correct order of reactivity of the following alcohols with hydrobromic acid (r) is 1 phenylpropan 1 ol 1 phenylpropan ol phenylpropan 1 ol (I) a. I > II > III b. I > III > II c. III > I > II d. III > II > I Order of Reactivity Pri. < Sec. < tert. 4. Which of the following statements is correct? a. S is a stronger base, but weaker nucleophile than O. b. S is a weak base, but more nucleophilic than O. c. S is a stronger base and more nucleophile than O. d. S is a weak base and less nucleophilic than O. 5. Identify the false statement among the following (II) a. The rate of hydrolysis of tert-butyl chloride does not change by increasing the concentration of O [SN 1 ] b. 1-phenylethanol reacts with thionyl chloride to give a chloro compound with almost complete retention of configuration [SN i ] c. Polar solvents generally increase the rate of S N 1 reactions. d. S N reaction of optically active substrate leads to racemization if the leaving group is attached to the chiral carbon. 6. O P 5 R.T. The major product P of the above reaction is a. O b. O c. O r. Sangeeta Khanna Ph. 7 EMISTRY OING IRLE G:\+ Grand test-4 L-1.doc d. O 5 5 O (III)

8 r. Sangeeta Khanna Ph. 7. The configuration of the product in the following reaction NaI/acetone r Product a. b. c. d. None I I 8. What is the relationship between the pair of compounds shown? I a. Identical: superimposable without bond rotations b. onformations c. Stereoisomers d. onstitutional isomers 9. orrect IUP name of following compound is a. -hlorocyclohexene b. -hlorocyclohexene c. yclohexenylchloride d. 1-hlorocyclohex--ene Fe 40. X; X is None group is meta directing. 41. Which of the following reaction(s) can be used for the preparation of alkyl halides? anh. Zn (I) O (II) O + anh. Zn (III) ( ) O + (IV) ( ) O a. (I) and (II) only b. (IV) only c. (III) and (IV) only d. (I), (III) and (IV) only (I) and (IV) can be used due to presence of anhydrous Zn (III) gives alkyl halide due to formation of more stable carbocation. r. Sangeeta Khanna Ph. 8 EMISTRY OING IRLE G:\+ Grand test-4 L-1.doc

9 r. Sangeeta Khanna Ph. 4. Which of the following statements is not correct for a nucleophile? a. mmonia is a nucleophile b. Nucleophiles attack low e density sites c. Nucleophiles are not electron seeking d. Nucleophile is a Lewis acid Reason: Nucleophiles are electron rich species so act as Lewis base. 4. The number of structural isomers possible from the molecular formula 9 N is : a. 5 b. c. d In the reaction with, an alkene reacts in accordance with the Markovnikov's rule, to give a product 1-chloro-1-methylcyclohexane. The possible alkene is = + or 45.,-imethyl--butene can be prepared by heating which of the following compounds with a strong acid? a. ( ) = b. ( ) = c. ( ) = d. ( ) + = shift - + = r. Sangeeta Khanna Ph. 9 EMISTRY OING IRLE G:\+ Grand test-4 L-1.doc

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