ORGANIC CHEMISTRY

TARGET : JEE (Main + Advanced) 2016

Course : VIJETA (JP) NO. 37

This DPP is to be discussed in the week (30-11-2015 to 05-12-2015)
DPP No. # 37 (REVISION DPP)
Total Marks : 72 Max. Time : 46 min.

Single choice Objective ('–1' negative marking) Q.1 to Q.10 (3 marks, 2 min.) [30, 20]
Multiple choice objective ('–1' negative marking) Q.11 to Q.15 (4 marks, 2 min.) [20, 10]
Comprehension ('–1' negative marking) Q.16 to Q.17 (3 marks, 2 min.) [06, 04]
Integer type Questions ('–1' negative marking) Q.18 to Q.19 (4 marks 3 min.) [08, 06]
Match the Following (no negative marking) Q.20 (8 marks, 6 min.) [08, 06]

ANSWER KEY
DPP No. # 37 (REVISION DPP)
1_. (C) 2_. (D) 3_. (A) 4_. (D) 5_. (C) 6. (C) 7._ (B)
8._ (A) 9. (B) 10. (C) 11._ (BCD) 12. (ACD) 13. (BC) 14._ (ACD)
15._ (BCD) 16. (B) 17. (D) 18. 10 19._ 5 (1, 2, 3, 6, 8)
20. (A-s) ; (B-r) ; (C-q); (D-p)

1_. Select the correct statement regarding the following compounds :

fuEu ;kSfxd ds lUnHkZ esa lgh dFku dk p;u dhft, %

(I) (II)

(A) II has a greater dipole moment than I (B) Covalent character of II is less than I
(C*) I is more soluble in polar solvent than II (D) None of these
(A) II ;kSfxd dk f}/kqzo vk?kw.kZ I ;kSfxd ls vf/kd gSA (B) II ;kSfxd dk lgla;kstd vfHky{k.k I ls de gSA
(C*) I ;kSfxd II dh rqyuk esa /kqzoh; foyk;d esa vf/kd foys; gSA (D) buesa ls dksbZ ughaA

Sol.

both rings are aromatic so, it will be polar in nature.

nksuksa oy; ,sjksesfVd gS rFkk ;g /kqzoh; gksxkA

2_. Hyperconjugation observed in

fuEu esa ls fdlesa vfrla;qXeu izsf{kr gksrk gS\

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

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3_. Which is more stable :
fuEu esa ls dkSulk vf/kd LFkk;h gS %&

(I) (II)

(A*) I > II (B) II > I (C) II = I (D) stability can’t be predicted

(A*) I > II (B) II > I (C) II = I (D) LFkkf;Ro dk vuqeku ugha yxk;k tk ldrk

4_. In HCOO –, the two carbon-oxygen bonds are found to be of equal length. What is the reason for this ?
(A) The anion is obtained by the removal of a proton from the acid molecule.
(B) Electronic orbitals of carbon atoms are hybridised.
(C) The C=O bond is weaker than C–O bond.
(D*) The anion HCOO– has two equally stable resonating structures.
HCOO– esa nksuks dkcZu vkWDlhtu ca/k leku yEckbZ ds gksrs gSA bldk lgh dkj.k D;k gS \
(A) vEy v.kq ls izksVksu fu"dklu ds i'pkr~ _.kk;u izkIr gksrk gSA
(B) dkcZuv.kq ds bysDVªkfud d{kd ladfjr gksrs gSA
(C) C=O ca/k C–O ca/k ls nqcZy gksrk gSA
(D*) _.kk;u HCOO– dh nks leku LFkkf;Ro okyh vuquknh lajpuk,sa gksrh gSA

Sol.
In HCOO– , the two carbon oxygen bonds are of equal length because the anion HCOO – has two equally
stable resonating structures.

HCOO– esa nksuks dkcZu vkWDlhtu ca/k leku yEckbZ ds gksrs gS D;ksfda _.kk;u HCOO– dh nks leku LFkkf;Ro okyh vuquknh
lajpuk,sa gksrh gSA

5_. Which of the following benzene ring has greater electron density than

fuEu esa ls dkSulh csUthu oy; dk bysDVªkWu ?kuRo ls vf/kd gSA

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

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6. In which pairs first compound is stronger acid than the second ?
(A) Adipic acid, succinic acid (B) Fumaric acid, maleic acid
(C*) Pthalic acid, terepthalic acid (D) Picric acid, o-toluic acid
fdl ;qXe esa izFke ;kSfxd] f}rh; dh rqyuk esa vf/kd izcy vEy gS \
(A) ,Mhfid vEy] lfDlfud vEy (B) ¶;wesfjd vEy] eSysbd vEy
(C*) FkSfyd vEy] VjFkSfyd vEy (D) fifØd vEy, o-VkWywbd vEy
Sol. (C) Phthalic acid is stronger acid due to intramolecular hydrogen bonding.
gy % (C) FkSfyd vEy vUr%vkf.od gkbMªkstu ca/ku ds dkj.k izcy vEy gSA

7._ Decreasing order of enol content of the following compound in aqueous phase.
fuEu ;kSfxdks dk tyh; voLFkk esa bZukWy ?kVd dk ?kVrk gqvk Øe gS &

(a) (b)

(c) (d)

(A) (a) > (b) > (c) > (d) (B*) (c) > (b) > (a) > (d) (C) (c) > (b) > (d) > (a) (D) (b) > (c) > (a) > (d)

8._ The correct order of decreasing acid strength of trichloroacetic acid (A), trifluoroacetic acid (B), acetic acid
(C) and formic acid (D) is :
VªkbZDyksjks,slhfVd ,flM (A), VªkbZ¶yqvksjks,sflfVd ,flM (B), ,slhfVd ,flM (C) vkSj QkfeZd ,flM (D) ds ?kVrs gq, vEy
lkeF;Z dk lgh Øe gS %
(A*) B > A > D > C (B) B > D > C > A (C) A > B > C > D (D) A > C > B > D
Sol. CF3–COOH > CCl3–COOH > HCOOH > CH3COOH (Ka order) (Ka dk Øe)

9.

The sequence of decreasing aromaticity in the above compounds is

(A) I > II > III (B*) I > III > II (C) II > III > I (D) III > II >I.

mijksDr ;kSfxdks esa ,jkseSfVdrk dk ?kVrk gqvk Øe gS&

(A) I > II > III (B*) I > III > II (C) II > III > I (D) III > II >I.

10. The pKa values of the acids A to D are found to be 4.19, 3.41, 4.46 and 4.76. The acid having pKa of 3.41 is
A ls D vEyks ds fy, pKa eku 4.19, 3.41, 4.46 rFkk 4.76 gSA og vEy ftldk pKa eku 3.41 gS fuEu esa ls gS %

(A) (B) CH3COOH (C*) (D)

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Sol. NO2 being withdrawing group will increase acidic strength.As acidic strength increases, pKa value de-
creases.
NO2 vkd"”khZ lewg gS tks fd vEyh; lkeF;Z dks c<+krk gSA tSls&tSls vEyh; lkeF;Z c<+rk gS] pKa dk eku ?kVrk gSA

11._ Which of the following reactions is/are not feasible :

fuEu esa ls dkSulh vfHkfØ;k lEHko ugha gS@gSa &
(A) CH3COONa + HCOOH  CH3COOH + HCOONa
(B*) CH3COONa + Ph–OH  CH3COOH + PhONa

(C*) +  +

(D*)

12. The correct orders are :

(A*) > .... (Stability)

(B) .... (Basicity)

(C*) CH(NO2)3 > CH(CN)3 > CHCl3 .... (Ka)

(D*) < .... (Carbocation Stability)

lgh Øe gS %

(A*) > .... (LFkkf;Ro)

(B) .... ({kkjh; lkeF;Z)

(C*) CH(NO2)3 > CH(CN)3 > CHCl3 .... (Ka)

(D*) < .... (dkcZèkuk;u dk LFkkf;Ro)

Sol. (A) Aromatic anion is more stable than non-aromatic.

(B) –ve charge on sp –C is less basic.
(C) Stronger electron-withdrawing groups increase Ka.
(D) Resonance stabilized +ve charge is more stable.
Sol. (A) ,sjksesfVd _.kk;u vu,WjksesfVd [Non-aromatic] _.kk;u ls vfèkd LFkkbZ gksrs gSA
(B) sp–C ij _.kk;u de {kkjh; gksrk gSA
(C) izcy bysDVªkWu vkd"khZ [Strong electron withdrawing] lewg Ka dk eku c<+krs gSA
(D) vuqukn }kjk LFkk;hd`r èkuk;u

13. Which of the following compounds will show tautomerism ?

(A) 2,2- Dimethylpropanal (B*) 2,2-Dimethyl-1 nitropropane
(C*) Acetyl Acetone (D) Benzophenene
fuEu esa ls dkSuls ;kSfxd pyko;ork iznf'kZr djsxsa \
(A) 2, 2-MkbZesfFky izksisuSy (B*) 2, 2-MkbZesfFky-1-ukbVªksikz sisu
(C*) ,flfVy ,lhVksu (D) csUtksfQuksu

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Sol. (B)

2,2-dimethyl-1-nitropropane (2,2-MkbZesfFky -1-ukbVªksizksiu

s )
(C)

Acetylacetone (,flfVy ,lhVksu)

14._ Which of the following pairs have same dipole moment

fuEu esa ls dkSuls ;qXe esa f}/kqzo vk?kw.kZ dk eku leku gS %

(A*) &o (B) &o

(C*) &o (D*) &o

15._ In which cases delocalisation of charge is possible?

fuEu esa ls dkSulh fLFkfr esa vkos'k dk foLFkkfudj.k lEHko gS &

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

Sol. (nitrogen does not have empty p/d orbitals).

g y% (ukbVªkstu fjDr p/d d{kd ugh aj[krk gSA)

Comprehension #
Compound X, Y and Z have molecular formula C4H4O4. Each one of these compound liberate one mole of H2
on reaction with sodium metal. X is structural isomer of Y. Y and Z have same structural formula, but have
different acid strength. Y is stronger acid than Z. All these compounds liberate CO2 on reaction with NaHCO3.
vuqPNsn #
;kSfxd X, Y rFkk Z ds v.kqlw=k C4H4O4 gSA izR;sd ;kSfxd lksfM;e èkkrq ls vfHkfØ;k djds ,d eksy H2 xSl nsrk gSA X, Y
dk lajpukRed leko;oh gSA Y rFkk Z dk lajpuk lw=k leku gS] ijUrq vEyh; lkeF;Z fHkUu gSA Y, Z dh rqyuk esa izcy vEy
gSA lHkh ;kSfxd NaHCO3 ls vfHkfØ;k djds CO2 nsrs gSA

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16. Compound X and Y are respectively : (;kSfxd X vkSj Y Øe'k%) gS %

(A) ; (B*) ;

(C) ; (D) ;

17. Choose the correct statement ?

(A) The monoanion of Y is a stronger acid than the monoanion of Z.
(B) There is intramolecular H-bonding in the conjugate base of Z.
(C) Z is stronger acid than X.
(D*) X is stronger acid than Y.
lgh dFku dk p;u dhft, \
(A) Y dk ,dy_.kk;u] Z ds ,dy_.kk;u dh rqyuk esa vfèkd izcy vEy gSA
(B) Z ds la;qXeh {kkj esa vUr% vkf.od [Intra molecular] H- caèku gksrk gSA
(C) Z, X dh rqyuk esa çcy vEy gSA
(D*) X, Y dh rqyuk esa çcy vEy gSA

Sol. (16 to 17)

X= ; Y= ; Z=

Ka1  > >

Ka2  >

18. The number of resonance structures for N is

N dh vuquknh lajpukvksa (resonance structures) dh la[;k gS

NaOH

 N

Ans. 10

Sol.

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19._ How many of the following compounds react with NaHCO 3 and liberate CO2(g)
1. Salicylic acid 2. Pthalic acid 3. Picric acid 4. Resorcinol
5. Carbolic acid 6. Aspirin 7. Anisol 8. Tarteric acid
fuEu esa ls fdrus ;kSfxd NaHCO3 ds lkFk fØ;k dj CO2(g) eqDr djrs gS &
1. lsfyflfyd vEy 2. FkSfyd vEy 3. fifØd vEy 4. fjlkWflZukWy
5. dkcksZfyd vEy 6. ,Lizhu 7. ,uhlkWy 8. VkVZfjd vEy
Ans. 5 (1, 2, 3, 6, 8)

20. Match the column (I) and (II).

LrEHk (I) rFkk (II) dk feyku dhft,s &
Column(I) Column (II)
LrEHk (I) LrEHk (I)
Molecule Resonance energy
v.kq vuquknh ÅtkZ

(A) (p) 134 kJ/mol

(B) (q) 121 kJ/mol

(C) (r) 88 kJ/mol

(D) (s) 67 kJ/mol

Ans. (A-s) ; (B-r) ; (C-q); (D-p)

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