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ORGANIC CHEMISTRY

TARGET : JEE (Main + Advanced) 2016

Course : VIJETA (JP) NO. 17

Answer Key DPP No. # 17 (JEE-MAIN)


1. (D*) 2. (A*) 3. (B*) 4. (C*) 5. (C*)
6. (A*) 7. (A*) 8. (D*) 9. (C*) 10. (B*)
11. (A*) 12. (B*) 13. (D*) 14. (C*) 15. (C*)
16. (D*) 17. (C*) 18. (C*) 19. (C*) 20. (C*)

This DPP is to be discussed in the week (22-06-2015 to 27-06-2015)


DPP No. # 17 (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. Which of the following alkyl halide is most reactive towards CH3–OH ?


fuEu esa ls dkSulk ,fYdy gSykbM CH3–OHds çfr lokZf/kd fØ;k'khy gS \

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

2. Which of the following alkyl halide can not solvolysed easily with aqueous AgNO 3 solution ?
fuEu esa ls dkSuls ,fYdy gSykbM dk tyh; AgNO3 foy;u ds lkFk vklkuh ls foyk;dhdj.k ugha gks ldrk gS ?

(A*) CH2= CH–Cl (B) (C) (D) Ph–CH2–Cl

 
Sol. CH2  CH vinyl carbocation is unstable. ( CH2  CH fouk;y dkcZ/kuk;u vLFkk;h gSA)

3. The major product of following reaction is : (fuEu vfHkfØ;k dk eq[; mRikn gS %

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

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4. 3 CH  OH ' X' product :

 (Major )

CH  OH ' X'
3

 ( ) mRikn :

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

5. Product is : (mRikn gS %)

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

Sol. It is a SN1 reaction, so rearrangement takes place in carbocation .


;g ,d SN1 vfHkfØ;k gS] blfy;s dkcZ/kuk;u dk iquZfoU;kl gksrk gSA
6. Which one of the following statement is wrong about SN2 reaction ?
(A*) The rate of reaction is independent of the concentration of nucleophile.
(B) Nucleophile attacks the carbon from opposite side where the leaving group is attached.
(C) Only in one step the bond formation and bond breaking will takes place.
(D) The rate of reaction  [substrate] [nucleophile]
SN2 vfHkfØ;k ds lanHkZ esa fuEu esa ls dkSulk dFku xyr gS ?
(A*) vfHkfØ;k dh nj ukfHkdLusgh dh lkUnzrk ij fuHkZj ugha djrh gSA
(B) ukfHkdLusghdkcZu ij mifLFkr fu"dklu lewg dh foifjr fn'kk ls vkØe.k djrk gSA
(C) dsoy ,d gh in esa ca/k fuekZ.k o ca/k dk fonyu gksrk gSA
(D) vfHkfØ;k dh nj  [vfHkdkjd] [ukfHkdLusgh]

7. Which one of the following compound is most reactive towards S N2 displacement ?


fuEu esa ls dkSu lk ;kSfxd SN2 foLFkkiu ds çfr lokZf/kd fØ;k'khy gS \
(A*) CH3CH2CH2CH2Cl (B) (CH3)3CCl
(C) (D) (CH3)2 CH – CH2Cl

8. For the reaction, fuEu vfHkfØ;k esa

(A) A single stereoisomer with same configuration will be formed.


(B) A racemic mixture will be produced.
(C) A single stereoisomer with opposite optical rotation will be formed.
(D*) A single stereoisomer will be formed.
(A) dsoy ,d f=kfoe leko;oh ftldk foU;kl leku gS] curk gSA
(B) jslsfedfeJ.k izkIr gksrk gSA
(C) foijhr izdkf'kd ?kw.kZu okyk dsoy ,d f=kfoe leko;oh curk gSA
(D*) dsoy ,d f=kfoe leko;oh curk gSA

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Na
9. CH3– SH 
 CH3–CHBr–CH3  Product , product is :

Na
CH3– SH 
 CH –CHBr–CH 
3 3
 mRikn , mRikn gS :
(A) CH3– CH2 – CH2 – S–CH3 (B) CH3– CH2 – S – CH2–CH3
(C*) CH3– S–CH(CH3)2 (D) CH3– CH2 – S–CH3

10. Identify the product in following reaction ?


fuEu vfHkfØ;k esa mRikn igpkuks :

CH ONa / DMSO
3

 Product
(1 eq.)

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

11. Which one of the following undergoes nucleophilic aromatic substitution at the fastest rate ?
fuEu esa ls dkSu lk ;kSfxd ukfHkd Lusgh ,sjksesfVd izrhLFkkiu vfHkfØ;k vR;f/kd rhoz xfr ls nsrk gS \

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

Sol. – I and – M group increases rate of ArSN2 reaction.

12. Identify the principal organic product of the following reaction,

+ NaSCH3  product

fuEu vfHkfØ;k esa eq[; dkcZfud mRikn igpkfu;s]

+ NaSCH3  mRikn

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

Sol. + –SCH3 

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13. RONa / 
  

Above reaction has maximum rate when : (mijksDr vfHkfØ;k dh vfHkfØ;k nj vf/kdre dc gksxh )
(A) Y = – I (B) Y = – Br (C) Y = – Cl (D*) Y = – F

Sol. Rate of ArSN2 reaction

14. Identify the final product (Z) in the following sequence of reaction.
fn;s x, vfHkfØ;k Øe esa mRikn (Z) gksxk %
(1)LiAlH4
KCN SnCl HCl
Ph –COOH   [X]   [Y] 2  [Z]
( 2)PBr3

(A) Ph –CH2 – NH2 (B) Ph –CH2 – CH2 – NH2


(C*) Ph–CH2–CHO (D) Ph – – NH2

15. NaI / Acetone


 

[]T = +14º

(A) Optical rotation of product is –14º.


(B) Configuration of product is S.
(C*) Walden inversion is seen during above reaction.
(D) Transition state of SN2 is tetrahedral.
(A) mRikn dk izdkf'kd ?kw.kZu –14º gSA (B) mRikn dk foU;kl S gSA
(C*) mijksDr vfHkfØ;k esa okYMu izfriu gksrk gSA (D) SN2 vfHkfØ;k esa ladj.k voLFkk prq"Qydh; gksrh gSA

16. Which of the following alkyl halides on reaction with aq. acetone forms d/l mixture.
fuEu esa ls dkSulk ,fYdy gSykbM] tyh; ,lhVksu ds lkFk vfHkfØ;k ij d/l feJ.k nsrk gSA

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

Sol. 1, 2 H shift d and l mixture


 

1, 2 H d rFkk l feJ.k
 


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17. NaOH(1eqv.)
  Product ¼mRikn½

The product is ¼mRikn gSA½

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

18. For the following reaction, rate is expressed as,


+ NaOH

rate = 4.7  10–5 [RX] [OH–] + 0.24  10–5 [RX]


fuEu vfHkfØ;k ds fy;s vfHkfØ;k dh nj fuEu izdkj O;Dr dh tkrh gSA
+ NaOH

nj = 4.7  10–5 [RX] [OH–] + 0.24  10–5 [RX]


(A) The reaction proceeds by SN1 route only (B) The reaction proceeds by SN2route only
(C*) The reaction proceeds by SN1 as well as by SN2 routes (follows mixed mechanism pathway)
(D) If concentration of RX is doubled then rate will increase four times.
(A) vfHkfØ;k dsoy SN1 fØ;kfof/k ls lEiUu gksrh gSA (B) vfHkfØ;k dsoy SN2 ekxZ ls lEiUu gksrh gSA
(C*) vfHkfØ;k SN1 rFkk SN2 ekxZ ls lEiUu gksrh gSA (fefJr fØ;kfof/k ekxZ dk vuqlj.k djrh gS )
(D) ;fn RX dh lkUnzrk nqxuh dj nh tk, rks vfHkfØ;k nj pkj xquh c< tkrh gSA
Sol. From the rate law it is clear that reaction proceeds by both the routs SN1 as well as SN2.
Sol. nj fu;e ds vuqlkj vfHkfØ;k SN1 rFkk SN2 fØ;kfof/k }kjk lEiUUk gksrh gSA

19. HBr + ( Q)
 (P )
Alcohol Alkyl halide

(P), (Q) respectively. ((P), (Q) Øe'k% gS)

(A) + CH3 — Br (B) , CH3 — OH

(C*) CH3 — OH, (D) CH3 — OH + PH — CH3 — CH2 — Br

NaOH
20.  
 Product mRikn
H 2O

Product of reaction vfHkfØ;k esa mRikn gksxk :

(A) (B)

(C*) (D)

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