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ORGANIC CHEMISTRY

TARGET : JEE (Main + Advanced) 2016

Course : VIJETA (JP) NO. 31

This DPP is to be discussed in the week (05-10-2015 to 10-10-2015)

DPP No. # 31 (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]

ANSWER KEY
DPP No. # 31 (JEE-MAIN)
1. (C) 2. (C) 3. (B) 4. (C) 5. (D) 6. (C) 7. (B)
8. (B) 9. (B) 10. (C) 11. (B) 12. (C) 13. (B) 14. (B)
15. (C) 16. (A) 17. (C) 18. (D) 19. (D) 20. (B)

1. The reagent ‘A’ for the following reaction would be


fuEufyf[kr vfHkfØ;k esa vfHkdeZd 'A' gS %

O
||
(A) CH3 – C – OC 2H5 (B) CH3CHO (C*) HCHO (D)

Sol.

2. The correct statement about the following reaction is :

(A) The product is a dicarboxylic acid.


(B) The product is an -keto acid.
(C*) The product is a racemic mixture of -hydroxy acids.
(D) The product is a mixture of two aromatic acids.

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fuEu vfHkfØ;k ds fy;s lgh dFku dkSulk gSA

(A) mRikn ,d f} dkcksZfDlfyd vEy gSA (B) mRikn ,d -fdVks vEy gSA
(C*) mRikn ,d -gkbMªksDlh vEy dk jsflfed feJ.k gSA (D) mRikn nks ,jkseSfVd vEyksa dk feJ.k gSA

Sol.

It is Benzil-benzilic acid rearrangement reaction.


;g ,d csfUty&csUtkbfyd vEy iqUkfoZU;kl vfHkfØ;k gSA

(1) Ac O,AcONa
3. 2  (A), Identify product (mRikn dks igpkfu;s)
(2) H O 2

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

4. In the following conversion,

(i) MeMgBr 2 NaOH / I


 
 X  Y

(ii) H3O  H3O
the major products X and Y, respectively, are :

(A) (B)

(C*) (D)

fn;s x, ifjorZu esa eq[; mRikn


(i) MeMgBr 2 NaOH / I
 
 X   Y
(ii) H3O  H3O

X rFkk Y Øe'k% gS %

(A) (B)

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(C*) (D)

Sol.

5. Find the suitable reagents of the following reaction


fuEufyf[kr vfHkfØ;k esa mi;qDr vfHkdeZd gS %

(A) PhCHO / NaOH, LiAlH4 (B) CrO3 / , LiAlH4


(C) CrO3 / H  ; Al O3 ; HBr / R2O2 ; PhCH2MgBr (D*) PhCHO / NaOH, N 2H4 / KOH, 
2

Sol.


OH
6. +   (A)

Product (A) is :
mRikn (A) gS %

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

7. The product/s of the following reaction is


fuEufyf[kr vfHkfØ;k esa izkIr mRikn fuEu esa ls gksxk ?

PhCO H
3
 

(A) (B*)

(C) (D)

Sol. (B) This is Baeyer Villiger oxidation and the methyl group is the weakest migrating group.
;g cs;j foyhtj vkDlhdj.k vfHkfØ;k gS vkSj esfFky lewg nqcZyre LFkkukUrfjr lewg gksrk gSA
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PhCO H
3
 

8. The following product is obtained by using reactant/s ....... in a base catalysed condensation reaction
{kkj mRizsjfd; la?kuu vfHkfØ;k esa fuEu mRikn dks izkIr djus ds fy, .......... vfHkdeZd dk mi;ksx djrs gSA

(A) + (B*)

(C) + (D) +

Sol.

The is a self claisen condensation reaction.


;g Loa; Dsystu la?kuu vfHkfØ;k gSA

9. 

Above conversion can be carried out by :


mijksDr vUr%ifjorZu fdlds }kjk gksrk gS %
(A) LiAlH4, H+,  (B*) (i) OH– (conc.) (lkUæ),  (ii) H +
(C) (i) H+,  (ii) OH– (D) (i) NaBH4 (ii) H+

CO  HCl  
H3O
10.      P Q   R  S.
Anhydrous AlCl3
Which is not true about above sequence of reaction.
(A) Product R and S reacts with NaHCO3 solution with effervescence of CO2 gas.
(B) P when reacts with NaCN and H2SO4, gives two optically active resolvable product.
(C*) Q is formed by nucleophilic substitution reaction on P.
(D) S is formed by evolution of H2O and CO2 from R.

CO  HCl  
      
 H3O
P Q   R  S.
AlCl3

mijksDr vfHkfØ;k ds lanHkZ esa dkSulk dFku xyr gSA


(A) mRikn R rFkk S NaHCO3 foy;u ds lkFk fØ;k dj CO2 xSl nsxsaA
(B) tc P dh NaCN ,oa H2SO4 ds lkFk fØ;k dh tkrh gS] rks nks izdkf'kd lfØ; i`FkDdj.kh; mRikn izkIr gksrs gSA
(C*) mRikn Q, ;kSfxd P ij ukfHkdLusgh izfrLFkkiu vfHkfØ;k }kjk izkIr gksrk gSA
(D) mRikn S, ;kSfxd R ls H2O rFkk CO2 ds fu"dklu ls izkIr gksrk gSA

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CO  HCl CO  HCl
Sol.      

Anhydrous AlCl3 AlCl3

Ph  CH  CH  COOH Ph  CH  CH  COOH 



Cinnamic Acid –H2O + 2C2H5OH
– CO2

11. The product of following reaction is :


fuEu vfHkfØ;k dk mRikn gS&
AC 2 O / ACONa /  AC2O / ACONa / 
     (Product) (mRikn)
( excess ) ( )

(A) (B*)

(C) (D)
Sol. It is perkin reaction.
;g ifdZy vfHkfØ;k gSA

12.
The compound (S) is :
;kSfxd (S) gSa %

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

Sol.

13. Which of the following compound on reaction with O3/Zn, H2O followed by aq. NaOH/ will form

fuEu esa ls dkSulk ;kSfxd O3/Zn, H2O ls fØ;k djkus ds i'pkr~ NaOH/ ls fØ;k djkus ij cukrk gSA

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

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Sol. O3 / Zn OH
     

14. + (C6H5)3P = CH2  product (mRikn )

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

Sol. It is witting reactions.


;g fofVZx vfHkfØ;k gSA

15. An aldehyde X (C11H10O), which does not undergo self aldol condensation, gives benzaldehyde and two
moles of Y on ozonolysis. compound Y, on oxidation with silver ion gives oxalic acid. The compounds X and
Y, are respectively :
,d ,fYMgkbM X (C11H10O), tks Lor% ,YMksy la?kuu ugha n'kkZrk ysfdu vkstksuh vi?kVu ij csUtSfYMgkbM vkSj nks eksy
Y nsrk gSA ;kSfxd Y, flYoj vk;u ds lkFk vkWDlhdj.k ij vkWDtSfyd vEy nsrk gSA ;kSfxd X o Y Øe'k% gS %

(A) (B)

(C*) (D)

Sol.

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16. 1–Ethylcyclopent–1–ene on reductive ozonolysis followed by aq. NaOH/ gives
1–,fFkylkbDyksisUV–1–bZu dk vipk;d vkstksuhvi?kVu djus ds i'pkr~ tyh; NaOH/ ls fØ;k djus ij nsrk gSA

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


 (i ) H
Sol. O / Zn OH  

3 
 
 (ii) 

17. Compound ‘A’ (molecular formula C4H10O) is treated with KMnO 4 solution to form product ‘B’ (molecular
formula C4H8O). B does not form shining silver mirror on warming with amonical AgNO 3 . When B is reacted
with 2,-4 DNP, yellow precipitate of C is obtained. Identify the structure of C.
;kSfxd ‘A’ (v.kqlw=k C4H10O) KMnO4 foy;u ds lkFk vfHkd`r djus ij mRikn ‘B’ (v.kqlw=k C4H8O) cukrk gSA B veksfud`r
AgNO3 ds lkFk xeZ djus ij pedhyk jtr niZ.k ugha nsrk gSA tc ;kSfxd B dks 2,-4 DNP ds lkFk vfHkd`r fd;k tkrk gS
] rks ihyk vo{ksi C izkIr gksrk gSA C dh lajpuk gS %

(A) CH3CH2CH2CH = N. (B)

(C*) (D)

1. . NaOH /  1 . dil NaOH /  


18.          Final product is :

vafre mRikn gSA

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

Sol. 

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


19. KCN / H H / Ni
NaNO2 / HCl / H2 O
 2 
   (W)

The compound W is
;kSfxd (W) gS

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

Sol.

(1) Zn
20. PhCHO + BrCH2CO2 Et ( 2) HO (A)   (B)
( H O)
2 2

Product of (B) of the above reaction is :


mijksDr vfHkfØ;k esa mRikn (B) gksxk %
(A) Ph – CH = CH – CH3 (B*) Ph – CH = CH – CO 2Et
(C) Ph – CH = CH – CH2 – OH (D) Ph – CH = CH – CH3

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