Jp Xii Organic Chemistry (09).pdf

ORGANIC CHEMISTRY

TARGET : JEE (Main + Advanced) 2016 Course : VIJETA (JP)

NO. 12

Date : 25-05-2015 TEST IN FORMATI ON

DATE : 07.06.2015

CUMULATIVE TEST (CT) - 1 (ADVANCED)

Syllabus : Stereoisomerism & Organic reaction mechanisms-I & II, Cheminfo (Till date)

This DPP is to be discussed in the week (25-05-2015 to 30-05-2015)

DPP No. # 12 (JEE-ADVANCED) Total Marks : 58

Max. Time : 36 min.

Multiple choice objective ('–1' negative marking) Q.1 to Q.5 (4 marks, 2 min.) Comprehension ('–1' negative marking) Q.6 (i to iii) (3 marks, 2 min.) Matching List Type (Only One options correct) ('–1' negative marking) Q.7 (3 marks, 2 min.) Match the Following (no negative marking) Q.8 (8 marks, 6 min.) Integer Type Questions Q.9 to Q.10 (3 marks, 2 min.) ChemINFO : 4 Questions ('–1' negative marking) Q.11 to Q.14 (3 marks, 2 min.)

[20, 10] [09, 06] [03, 02] [08, 06] [06, 04] [12, 08]

1.

out of the followings which one is/ are correct

fuEu esa dkSu ,d ;k vf/kd lgh mÙkj gS

(A*) 1,

Sol.

(B*) 2,

(C*) 3 ,

(D*) 4,

gy-

–M group decreases electron density in benzene ring. –M çHkko cas thu oy; es a bysDVªkW u ?kuRo de dj ns rk gSA

2.

Which factor is responsible for the regioselective nature of the following reaction.

fuEu vfHkfØ;k esa dkSulk xq.k fjft;ksp;ukRed izd`fr ds fy, mÙkjnk;h gSA

Cl / FeCl

3 2  

+

(A) – I effect of halogens

(B) + I effect of halogens

(C*) + M effect of halogens

(D) – M effect of halogens

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PAGE NO.- 1

dk – I izHkko (C*) gSykstu dk + M izHkko

dk + I izHkko (D) gSykstu dk – M izHkko

(A) gSykstu Sol.

The + m of Cl stabilizes the intermediate carbocation. Cl dk + m izHkko

3.

(B) gSykstu

e/;orhZ dkcZ/kuk;u dks LFkkbRo iznku djrk gSA

Friedel craft acylation is/are not observed in

fÝMy ØkW¶V ,lhyhdj.k vfHkfØ;k fuEu esa ls fdlesa@fduesa izsf{kr ugha gksrh gSA

(A) 4.

(B*)

(C)

(D*)

In which of following electrophilic aromatic substitution reaction takes place on left hand side phenyl ring.

fuEu esa ls fdlesa bysDVªkWu Lusgh ,sjksesfVd izfrLFkkiu vfHkfØ;k cka;h vksj dh Qsfuy oy; ij gksxhA

5.

(A)

(B*)

(C*)

(D*)

Which of the following electophilic substitution reaction represent correct product.

fuEu esa ls dkSulh bysDVªkWu Lusgh izfrLFkkiu vfHkfØ;k esa lgh mRikn n'kkZ;k x;k gSA

(A*)

(B*)

Br2 / FeBr3   

Br2 / FeBr3   

Br / FeBr

(C*)

3 2   

(D)

Br2 / FeBr3   

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PAGE NO.- 2

6.

Comprehension

(i)

In the following sequence of reaction number of electrophilic substitution is : fuEu vfHkfØ;k vuqØe esa] fdruh ckj bysDVªkWuLusgh izfrLFkkiu gksrh gS : (A) 1 (B*) 2 (C) 3 (D) 4 In above reaction sequence, the reaction 1 and 4 are electrophilic substitution. mijksDr vfHkfØ;k vuqØe esa] vfHkfØ;k 1 rFkk 4 bysDVªkWuLusgh izfrLFkkiu gSA

Sol.

(ii)

vuqP Nsn

W hat product will be obtained if 'W ' is treated with C 6H 5MgBr followed by D 3O +? ;fn 'W ' dks C6H5MgBr ds lkFk mipkfjr djkdj D3O+ ds lkFk vfHkfØ;k djkus ij fuEu esa

ls dkSulk mRikn cukrk

gS A (A)

(B)

(C*)

(D)

Ans.

(iii).

W hat product is obtained when R is reacted with KMnO 4 / H + ? R dks KMnO4 / H + ds lkFk vfHkfØ;k djkus ij iz kIr mRikn D;k gks xkA

(A)

Ans.

(B)

(C)

(D*)

KMnO / H

4  



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PAGE NO.- 3

7.

Match List I (Group when attached to phenyl ring) with List II (Effect shown) and select the correct answer using the code given below the lists :

lwph I (tc lewg cSUthu oy; ij gks) dks lwph II ¼izHkko½ ls lqesfyr dhft, rFkk lwfp;ksa ds uhps fn;s x;s dksM dk iz;ksx djds lgh mRrj pqfu;s : List I

lwph I

List II (1)

+m&+I

–O

(2)

+m&–I

(R)

–CH2–CH3

(3)

dsoy only – I

(S)

– NH3

(4)

+ I & Hyperconjugation (vfrla;qXeu)

(P)

–Cl

(Q)





Codes

8.

lwph II

¼dksM½ : P

Q

R

S

(A)

1

3

2

4

(C)

4

2

3

1

Match the column-I with column-II : dkWye-I dks dkWye-II ls lqesfyr dhft, % Column-I dkWy e-I (A)

P

Q

R

S

(B)

3

4

2

1

(D*)

2

1

4

3

Column-II dkW ye -II (p) Gives Benzoic acid with hot alkaline KMnO 4

xje {kkjh; KMnO4 ds lkFk csUtksbd vEy nsrk gS (B)

(q) o/p directing and activating for electrophile o/p funsZ'kkadh

(C)

gS vkSj E ds fy;s lfØ; gS

(r) Gives fastest reaction with an electrophile

bysDVªkWu Lusgh ds lkFk rhoz vfHkfØ;k nsrk gSA

(D)

(s) Gives an ester on reductive ozonolysis

vipf;r vkstksuhdj.k ij ,LVj nsrk gSA Ans

(A)  q, r, s

(B)  p, q

(C)  p, q

(D)  p

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PAGE NO.- 4

9.

Complete the following reaction

fuEu vfHkfØ;k dks iw.kZ dhft,s& Br / Fe (1 eq.)

2 

HNO / H SO (1 eq.)

4 3 2  

At which position nitration takes place ?

dkSulh fLFkfr ij ukbVªhdj.k gksrk gSA Ans.

4

Sol.

10. Ans.

Sol.

How many substituted phenol are possible by the molecular formula C 8H 10O. v.kqlw=k C8H10O ds fdrus izfrLFkkih fQukWy lEHko gS\ 9

,

,

,

,

,

,

,

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PAGE NO.- 5

ChemINFO-1.6

Oxidation Oxidative Cleavage of vic. diol

Daily Self-Study Dosage for mastering Chemistry

Periodic acid (HIO4) or Lead tetra acetate (LTA) has action on those organic molecules which follows following structural similarity.

(i)

(ii)

(iii)

Note : 1. In cyclic 1,2-diol only cis-diol are oxidised. Trans diol are not oxidised easily. 2. Number of moles of HIO 4 = number of  bonds cleaved. General Reactions : HIO 4  

HIO 4  

HIO 4  

HIO 4  

Ex.1

Ex.2

Ex.3

HIO 4  

HIO 4   HCHO +

HIO 4  

Ex.4

Ex.5

HIO 4  

Ex.6

HIO 4  

Memorize this theory as soon as you get the DPP. Revise it regularly and master this concept by practice. Corporate Office : CG Tower, A-46 & 52, IPIA, Near City Mall, Jhalawar Road, Kota (Raj.)-324005 Website : www.resonance.ac.in | E-mail : [email protected] Toll Free : 1800 200 2244 | 1800 258 5555| CIN: U80302RJ2007PTC024029

PAGE NO.- 6

11.

W hich of the following compound is resistant to periodic acid oxidation ?

(A)

12.

(B*)

(C)

(D)

Which of the following will be oxidised by HIO4 (I)

(II)

(III)

(IV)

(A) I, II, III

(B) I, III, IV

(C*) I, II, IV

(D) II, III, IV

(C)

(D)

13.

Product Product is -

(A*)

14.

(B)

HIO 4   Products ; Products are :

(A) HCHO + CH3CHO + CH3COOH

(B) HCHO + HCOOH + CH3–CHO

(C) HCHO + HCOOH + CH3–COOH

(D*) HCHO + CO2 + CH3–CHO

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PAGE NO.- 7

ChemINFO-1.6

Oxidation Oxidative Cleavage of vic. diol

Daily Self-Study Dosage for mastering Chemistry

ijvk;ksfMd vEy (HIO4) vkSj ysM VsVªk ,lhVSV (LTA) mu dkcZfud v.kqvksa ij fØ;k djrk gS ftudh lajpuk fuEufyf[kr v.kqvksa dh lajpuk ds leku gksrh gSA (i)

(ii)

Note : 1. pfØ; 1,2-MkbZvkWy

(iii)

esa dsoy lei{k&MkbZvkWy dk gh vkWDlhdj.k gksrk gSA foi{k&MkbZvkWy dk vklkuh ls vkWDlhdj.k ugha gks ikrk gSA

2. HIO4 ds

eksyksa dh la[;k = fonfyr ca/kksa dh la[;k lkekU; vfHkfØ;k,as: HIO 4  

HIO 4  

HIO 4  

HIO 4  

Ex.1

Ex.2

Ex.3

HIO 4  

HIO 4   HCHO +

HIO 4  

Ex.4

Ex.5

HIO 4  

Ex.6

HIO 4  

Memorize this theory as soon as you get the DPP. Revise it regularly and master this concept by practice. Corporate Office : CG Tower, A-46 & 52, IPIA, Near City Mall, Jhalawar Road, Kota (Raj.)-324005 Website : www.resonance.ac.in | E-mail : [email protected] Toll Free : 1800 200 2244 | 1800 258 5555| CIN: U80302RJ2007PTC024029

PAGE NO.- 8

11.

fuEu esa ls dkSuls ;kSfxd dk ijvk;ksfMd vEy ds }kjk vkWDlhdj.k ugha gksrk gS ?

(A)

12.

(B*)

(C)

(D)

fuEu esa ls dkSulk ;kSfxd HIO4 }kjk vkWDlhd`r ugha gksrs gSA (I)

(II)

(III)

(IV)

(A) I, II, III

(B) I, III, IV

(C*) I, II, IV

(D) II, III, IV

(C)

(D)

13.

mRikn

mRikn gS -

(A*)

(B)

HIO 4   mRikn

14.

mRikn gS : (A) HCHO + HCHO + CH3–CHO

(B) HCHO + HCOOH + CH3–CHO

(C) HCHO + CH3CHO + CH3COOH

(D*) HCHO + CO2 + CH3–CHO

Corporate Office : CG Tower, A-46 & 52, IPIA, Near City Mall, Jhalawar Road, Kota (Raj.)-324005 Website : www.resonance.ac.in | E-mail : [email protected] Toll Free : 1800 200 2244 | 1800 258 5555| CIN: U80302RJ2007PTC024029

PAGE NO.- 9