1.

2

3.

2.17

__________________________ JEE(Mam)-RRB H20/Acetone (P1)

HBr ) (P2)

P1 and P2ar.e:respectively:

(1) Ho-O--CH20H, Br -O--CH;3r

(2) Ho-O--CH20H, " CH.oH QBr y-(3) , , CH.OH Br .. r-

4.

5.

6.

--_______________________________________________________________

2.28 The major product of following sequence of reactions is : CH, CH,I I.CH.C-CH,N.

C CH3t AgOH 6 H, (1) (2)"(3") e j$ rH, CH, CH. €I (1) I CH, CH,loH- (2) I I CH'CH•

CH3 C CH CH. (3) 0 H3

2 I + (4). + (CH.hC-CH2"" N 0' 3 . CH. CH3 2.29 Select false statement from the following?

(1) The step ;'2 CF2 f+ CF2 = CCI2is a part of E1 cB elimination. (2) E-1 reaction can be regio selective. (3) SN2 & E2 reactions are stereo specific. (4) In E1 and E2 reactions inversion of configuration takes place.

2.30 Reaction intermediate of E1cB reaction is: (1) Carbocation (2) Carbanion (3) Benzyne (4) Free radical

2.31 Select false statement from the following? (1) Formation of dichlorocarbene from CHCI3 is an elimination reaction. v ....(2) Carbocations and free radicals are planar chemical species.-.:·,.';> , (3) In the rearrangement of carbocation, 10 _ carbocation may convert into 20 _ carbocation (4) CCI3 group is 0, p-directing because it exhibit hyperconjugation with .

2.32 Which statement is incorrect: (1) Halogens are deactivating groups but have ortho-para directing nature. (2) Nitrobenzene, gives metanitrotolqene on reaction with CH3CI/AICI3• (3) Nitro group is meta directing (4) Aniline does not give Friedal Craft reaction directly.

CH3MgBr2.33 CHr CH2-O-CH2-C1 ether)

Which statement is incorrect for the above reaction: (1) CH3-CH2-O-CH2-CI react faster than yH2 - CH2- 0 - CH. when treated with'CH3MgBr.

CI '."

(2) Resonance stabilised carbonium ion is formed in the above reaction. of."

(3) Product of the reaction is diethyl ether. (4) Reaction is proceed through SN2mechanism.

2.34 Select the correct option: :-,. S1 : Catechol is less acidic than resorcinol. S2 : Ortho-nitrophenol is less acidic than para-nitrophenol. S3 : Ortho-cresol is less acidic than its meta and para isomers. . ,:' .

'\ S4 : Generally orthp substituted phenols are less acidic than their coressponding meta & para isomers. ".. '(. (1) All are correct (2) Only S1' S2 & S3 are correct (3) Only S1 and S2 are correct (4) Only S1 and S3 are correct ...... ;','"

Resonance :.; ..,:,;;

7.

8.

9.

10.

________________________ JEE(Mam)-RRB

3.26 Observe the following reaction sequence

Br2 /hv ) Y Mg/Ether ) Z AI203 ) U 03 /ZnIH O ;1

x 6!;w g ) [)==O X can be

CH3 (1)0 (3)0 (4)U'(2}O

eo AIGI,I13:,) X H2S04 I A ) Y HOCII H ) Z 3.27 NaOH ) W. The product 'W' is ; /!;. Ph,,- /PhPh", CHC-- 2 C-C

(1) H/ "'0/ (2) H/ "'0/ "-H

o II (3) Ph - CH2 - CHO (4) Ph-C- CH3

3.28 __A_IC...;;;13-.-7) C()1It.e::. > A > B '"

The product C is : -

(1)00° " . >.,C. '.\' ..... >. ". 9

. The product in the reaction

,BrCHi ,....;. /CH2Br /'C.........

BrCH2 CH2Br

(1) (BrCH2)3CCH2CH2C(CH2Br)a'

(3) . ';

o "'- .:;-(2) IQCO (4)00

Na is ether, heat )

.

BrCHzV\/CHzBr (2)

(4) [> A > B '"

The product C is : -

(1)00° " . >.,C. '.\' ..... >. ". 9

. The product in the reaction

,BrCHi ,....;. /CH2Br /'C.........

BrCH2 CH2Br

(1) (BrCH2)3CCH2CH2C(CH2Br)a'

(3) . ';

o "'- .:;-(2) IQCO (4)00

Na is ether, heat )

.

BrCHzV\/CHzBr (2)

(4) [>

11.

12.

13.

14.

_________________________________ llQ JEE (Main) -RRB (;Q

4.23 CHCI3 +OH- ---? HCOo-; intermediate of this reaction can be. (1) :CCI3- (2) :CCI2 ·(3) Both (1) and (2) (4) Can not be pridicted

4.24 Alcoholic group can not be replaced by - CI group by the following reagents: (1)CI2 (2)SOCI2 (3)PC1s (4) HClandZnCI2

4.25 Ethers can not be prepared by : (1) Boiling alkyl halide with dry silver oxide (2) Boiling alkyl halide with ammonical KOH (3) Heating alkyl halide with potassium alkoxide (4) Heating an excess of alcohol with alumina under pressure

/0" 4.26 CH- CH3 A . Mg/ether ) B CHr CH2 .. C H20 ) D. 0 is : CH3

I OH

(1) CHa - CH - 0 - CH2 - CH3 (2) CHa - 0 - CH - CH2CH3I I CHa CHa

(3) CHa CH-CH2CHPH (4) CHa - CH2 - CH - CH20H I I CH3 CH3

4.27 Which of the following will be most reactive for E1 reaction?

Br Sr I

(2) CSH5 - CH - Br(1) C>-ACH,-CH, Br Br I I

(3) CH2 == CH - CH - CHa (4) CH 2 =CH - C - CH 3I CHa

4.28 The correct order of reactivity of following alcohols towards conc.HCllZnCl2 is :

Y OHOH OH IVI II III

(1) I > II > III > IV (2) I > III > II > IV (3) IV> III > " > I (4) IV> III> I > II

4.29 In which of the following reaction. regioselectivity can be observed?

CHa CHa I . I

(1) CH -C-CH -C1 alc.KOH/4,) (2) CH -C-CH ale. KOH14 )a 2 a I aI H CI

CHaCHa .,',I I I (4) CHaTH -C1 alc.KOH/4)(3) CH -C-CH -CH alc.KOH/4) 3 2 3I 2

CHaCI

-Resonance .:rA1 EducaUng for better tomorrow

______________________________ fi') JEE

4.30 The most probable product in the following reaction is :

rY'Br CHaCH20K A )

Trans

(1) Qs, (2)0 (3)0 (4)0' CH3NHz4.31 116' 6; Then What will be the major product of the following reaction A )

6' EtaN ) major product A CHa CH2 HaC N(Et)3(1)6 (2)0 0

ED

(4) 2 & 3 both(3)

Me01< X Major

4.32 CHa-CH-C(Br)CHaI I CHa CHa Y Major

EtaCO-K+ -L

.. X and Yare respectively:

CHa,,-

15.

16.

17.

18.

19.

20.

.-. =f:100 . Electronic Displacement Enacts' rid?

Q.24 In the gi ven pair of compounds select the one in each pair'having. higher resonance energy :

(a) ©rOH and @@ . (b) ©J@ . (d) and -CH =CH -OR· (C)ef andCf

l .'

\.

.l :., Q.25 In the given pair of compounds select the one in each pair having lesser resonance energy:

(a) COj- and HCOO- (b) and CH, = CH CHi .

(c) D and CHi = CH CH = CH, (d) and CH, = CH OR

(e)@ and @ Q.26 In the given pair of compounds select the one in each pair having higher resonance energy: .

.' '.

e (a) CH3COOH and CH3COONa 0 andCH2 =CH-OH

. (d) ©J@ and @@.. and0 .the (e) 0 andCH, =

r Q.27 In which of the following molecules 1t - electron density in ring is minimum: N02

::.! (A)@NO, (B)@OCH' q. (C) (D) @rNo,It ::.! 4·-

..e !JI.. W J!! . .NR2• ¥ N02 ,.,j Q.28 In which of the following molecules 1t - electron density in ring is maximum: t I @NH2 a.2 5· j 2 (B)0 (C) 0 (D)0 . i j

.'Oi 1 1I :i ] !::! '" " j ¥ Q.29 2M ( I

4 4 . (

1 f

11· These are three canonical structures of naphthalene. Examine them and find 90rrect statement amongW . '" i ,w the following: " J! - -;;; (A) All C - C bOIl:4s are of same length ( .!! -cIJ .!!l .:. J! (B) CI - C2 bondi's shorter than C2 - C3 bond . .!l

I is m - (C) CI - C2 bond is longer than C2 - C3 bondo ...

!i (D) None:-E". z

E------------___________________________________ 5

/. I;, ,

.l . JEE-Chemistry

Q.27 Among the following pairs identify the one which gives higher heatofhydrogenation :

0 (b)O and 0 ("1

(a)O and

(c) CH3 - CH = CH - CH3 and, CH3 - CH2 -- CH =

OCH2 OCH3 . (d) and I CH3 CH3 Q.28 (I) Stability order and (II) heat of hydrogenation orders.

(·)00 (b) CO (c) (:0 (d)W Q.29 IfHeat of hydrogenation of 1-butene is 30 Kcal then heat of hydrogenation of 1,3-butadieneds? Q.3

(A) 30 (B) 60 (C) 57 CD) 25 Q .30 Which of the following molecule has shortest C=C bond length ?

CH3 (A) CHz=C=CH2 (B) CH3-CH=CHz (C) CHa-9-CH=CH2 (D) CHa-«=CHz

CH3 CHs Q.31 In which of the following molecule all the effect namely inductive, mesomeric & hyperconjugation

operate:

(A)Ga (C) C[-roCH, (0) < ) CHs CHa

Br ::lNMe2 NH2 i Q.32 '"l§i L§f

III"

1 A . B D I is

(

'0 ofresonance takes place..:.. iIJ..:J .(a) In A,B only (b) In A, B, C, E (c) Conly- (d) In A only· -;; '-

'd Q.33 Which of the following is most acidic:

1'c[0H xZtH J::H X.OOH H3

¥ (C)¥(A) 0 (B) (D)LgJ g IN02 CHs ,j

/

18 .J

.l . JEE-Chemistry

Q.27 Among the following pairs identify the one which gives higher heatofhydrogenation :

0 (b)O and 0 ("1

(a)O and

(c) CH3 - CH = CH - CH3 and, CH3 - CH2 -- CH =

OCH2 OCH3 . (d) and I CH3 CH3 Q.28 (I) Stability order and (II) heat of hydrogenation orders.

(·)00 (b) CO (c) (:0 (d)W Q.29 IfHeat of hydrogenation of 1-butene is 30 Kcal then heat of hydrogenation of 1,3-butadieneds? Q.3

(A) 30 (B) 60 (C) 57 CD) 25 Q .30 Which of the following molecule has shortest C=C bond length ?

CH3 (A) CHz=C=CH2 (B) CH3-CH=CHz (C) CHa-9-CH=CH2 (D) CHa-«=CHz

CH3 CHs Q.31 In which of the following molecule all the effect namely inductive, mesomeric & hyperconjugation

operate:

(A)Ga (C) C[-roCH, (0) < ) CHs CHa

Br ::lNMe2 NH2 i Q.32 '"l§i L§f

III"

1 A . B D I is

(

'0 ofresonance takes place..:.. iIJ..:J .(a) In A,B only (b) In A, B, C, E (c) Conly- (d) In A only· -;; '-

'd Q.33 Which of the following is most acidic:

1'c[0H xZtH J::H X.OOH H3

¥ (C)¥(A) 0 (B) (D)LgJ g IN02 CHs ,j

/

18 .J

KEY:1)3 2)2 3)4 4) 4 5) 1

6) 3 7) 1 8) 1 9) 2 10)2

11) 1 12) 3 13) 2 14) a-1,b-2,c-2,d-215)a-2b-1,c2,d-2,e-2

16) a-2.b-1,c-1,d-2,e-1 17) D 18) B 19) c 20)C