ORGANIC CHEMISTRY

TARGET : JEE (Main + Advanced) 2016

Course : VIJETA (JP) Date : 11-05-2015 NO. 09

TEST IN FORMATI ON

DATE : 17.05.2015 PART TEST (PT) - 1 (ADVANCED)

Syllabus : Stereoisomerism and Organic reaction Mechanisms-I,Cheminfo (Till date)

This DPP is to be discussed in the week (11-05-2015 to 16-05-2015)

DPP No. # 09 (JEE-MAIN)
Total Marks : 60 Max. Time : 40 min.
Single choice Objective ('1' negative marking) Q.1 to Q.20 (3 marks, 2 min.) [60, 40]

1. Correct IUPAC name of the compound is -

(A) Ethyl pentanecarboxylate (B) Ethyl-3-pentanoate

(C) Ethoxy-3-pentanoate (D*) Ethyl-2-ethylbutanoate
fuEu ;kSfxd dk lgh IUPAC uke gksxkA

(A) ,fFky isUVsudkcksZfDlysV (B) ,fFky-3-isUVsuks,sV

(C) ,FkksDlh-3-isUVsuks,sV (D*),fFky-2-,fFkyC;wVu s ks,sV

2. Relation between and is :

(A) Metamers (B*) Functional group isomers (C) Chain isomers (D) Position isomers

rFkk esa D;k lEcU/k gS :

(A) e/;ko;oh (B*) f;kRed lewg leko;oh (C) Ja[kyk leko;oh (D) fLFkfr leko;oh

Sol. and are functional group isomers of each other..

rFkk ,d nwljs ds f;kRed lewg leko;oh gSA

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3. Which of the following compound after complete hydrogenation will form three monochloro structural iso-
meric products ?
fuEu esa ls dkSulk ;kSfxd iw.kZr;k% gkbMkstuhdj.k ds ckn rhu eksuksDyksjks lajpukRed mRikn nsxkA

(A) (B)

C CH
(C) (D*) |
HC C CH C CH

C CH CH2 CH 3
| |
Sol. H / Ni
HC C CH C CH 2 H3 C CH2 CH CH2 CH3

C CH CH2 CH 3
| H / Ni
|
Sol. HC C CH C CH 2 H3 C CH2 CH CH2 CH3

*
NaH C O 3
4. B + C

released gas C is :
eqDr gksus okyh xSl C gS %
(A) CO2 (B) SO2 (C) (D*)
5. How many lone pair of electrons are there in given compound ?
fn;s x;s ;kSfxd esa fdrus ,dkdh bySDVkWu ;qXe ik;s tkrs gS ?

(A) 4 (B*) 3 (C) 8 (D) 6

6. In which of the following compound all C atoms are linearly arranged ?
fuEu esa ls fdl ;kSfxd esa lHkh C ijek.kq js[kh; gS ?

(A) CH2=CHCCH (B) CHCCH2CH3 (C) (D*) CH3CCCH3

7. Which of the following is major contributor to the resonance hybrid of CH 3COOCH3 ?

fuEu esa ls dkSulh lajpuk CH3COOCH3 ds vuquknh ladj esa eq[; ;ksxnku djrh gS \

(A) (B*) (C) (D)

Sol. Due to complete octet and maximum number of covalent bond.

gy % iw.kZ v"Vd rFkk lgla;kstd ca/kksa dh vf/kdre la[;k ds dkj.kA

8. Which of the following is aromatic hydrocarbon ?

fuEu esa ls dkSulk ,sjkseSfVd gkbMksdkcZu gS \

(A) (B) (C) (D*)

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9. Which of the following carbocation is most unstable ?
fuEu esa ls dkSulk dkcZ/kuk;u lokZf/kd vLFkk;h gS \

(A) (B) (C*) (D)

10. CH3CH2COONa Electrolys

is
product is
CH3CH2COONa mRikn gSA
(A) CH3CH3 (B) CH3CH2CH3
(C*) CH3CH2CH2CH3 (D) CH3CH2CH2CH2CH2CH3

11. The rate of esterification of CH3COOH is fastest with.

CH3COOH ds lkFk ,LVjhdj.k dh nj lokZfkd gksxhA

(A) (B*) (C) (D)

Sol. (B) Rate of esterification is faster with alcohols than phenols. The less crowded alcohol have faster rate of
esterification.
The observed rate of esterification is

> > >

12. The major product (ester) of the following reaction is

fuEu vfHkf;k esa eq[; mRikn ,LVj gSaA

H SO
+ 2
4

(A*) A single stereoisomer (optically active)

,d ,dy f=kfoe leko;oh izdkf'kd lf;
(B) A mixture of diastereomers (both optically active)
foofje leko;fo;ksa dk ,d feJ.k nksuksa izdkf'kd lf;
(C) A racemic mixture (optically inactive)
,d jSflehd feJ.k izdkf'kd fuf";
(D) A mixture of four stereoisomers (two racemic mixtures)
pkj f=kfoe leko;oh;ksa dk ,d feJ.k nks jSflfed feJ.k

Sol.(A)

Since there is not carbocation formation at alkyl group in this reactions hence racemic mixture is not formed.

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13. The rate of hydrolysis of the following acid derivatives is :
fuEu vEy O;qRiUuks dh ty vi?kVu dh nj dk e gSA

( Ka(CH3COOH) = 1.8 105, K a(HN ) = 2.6 105)

3

CH3 C Cl CH3 C N3 CH3 C O C CH3

|| || || ||
O O O O
I II III

(A) II > I > III (B) I > III > II (C*) I > II > III (D) III > II > I
Sol. Weaker bases are better leaving group in S N2 Th reactions.

14. products ; one of the product is

mRikn ; buesa ls ,d mRikn gksxk %

(A) (B*) (C) (D)

Sol.

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15. Which of the following reaction will not take place.
fuEu esa ls dkSulh vfHkf;k ugha gksrh gSA
(A) CH3COBr + C2H5OH (B) CH3CONH2 + C2H5ONa

(C) (CH3CO)2O + NH3 (D*) CH3 C O CH3 + C6H5COOH

||
O
Sol. Stronger bases can displace weaker bases in SN2 Th reactions.

16. Phenyl acetate 'P', 'P' can be

Qsfuy ,flVsV P', 'P' gks ldrk gS

(A) (B) (C) (D*)

17. Which one of the following is least reactive for hydrolysis reaction?
fuEu esa ls tyvi?kVu vfHkf;k ds fy;s lcls de f;k'khy gksxkA

(A) (B*)

(C) (D)

Sol. Ester with least +ve charge centre around acyl carbon will be most reactive towards hydrolysis.
ftl ,LVj esa ,lkby dkcZu ds pkjksa vksj U;wure +ve vkos'k dsUnz gksrk gS] ty vi?kVu ds izfr vf/kd f;k'khy gksxkA
18. Acidic hydrolysis is minimum in
vEyh; ty vi?kVu fuEu esa ls lcls de gksrk gS

(A) (B) (C) (D*)

Sol. In acid catalysed hydrolysis the following mechanism operates

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 + R C OH
||
O

If G is Elecron withdrawing group then it functions as a good leaving group.

19. An acid halide (X) reacts with excess of Grignard reagent (Y), the product can be
,d ,flM gSykbM (X) xzhU;kj vfHkdeZd (Y) ds vkf/kD; ls vfHkf;k djds izkIr mRikn gks ldrk gSA

(A*) (B) (C) (D)

O O OH
|| || |
Sol. R C X + R ' MgX R C R' + R C R'
|
( excess ) R'

At least two R must be same in the product so (A) is correct.

mRikn esa de ls de nks R leku :i ls gSa vr% (A) lgh gSA

20. The reaction,

is fastest when X is :
vfHkf;k]

vR;Ur rhoz gksxh tc X gksxk :

(A) Cl (B) Br (C*) I (D) F

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