Documenti di Didattica
Documenti di Professioni
Documenti di Cultura
IR
.S
CONCEPTUAL
.J
IMPROVEMENT OF G.O.C.
N
1
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
IIT-JEE ChEmistry by N.J. sir ORGANIC chemistry
DPP NO- 1 Time: 15 minutes
1. Draw Resonance hybrid of the following compounds:-
(1) OH (2)
O
(3) (4)
O
O
O
(5) (6)
IR
O
O
O H
.J
O O
O
(11) (12) HC
O
O O
N
+
CH2
(13) (14)
O
(15) Me S CH2 (16) CH3 N
O
O
..
(17) (18) H2N C N :
2
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
(19) NO3 (20) O=C=O
Me
(21) O N (22) H2N C NH 2
NH
:
O
(23) (24)
+ OH
O O +
(25) (26)
IR
(27) (28)
:O:
.S
(29) (30) OC=O
O
O
CH2 NH2
.J
(31) (32)
NO2
N
3
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
IIT-JEE ChEmistry by N.J. sir ORGANIC chemistry
DPP NO- 2 Time: 15 minutes
1. Compare relative stability of following resonating strutures
S.No. Resonanting structures Order of stability Reason
(1) H2C = CH Cl H2C CH = Cl
(a) (b)
O O
(2)
(a) (b)
IR
(3) CH2 CH = NH H2C = CH NH
(a) (b)
(4) CH3 O CH2 CH3 O = CH2
(a) (b)
(5) HN=C=O
.S H N C O H N C O
(a) (b) (c)
:
(6) Me N Me + N
: :
O O O O
:
(a) (b)
H
O+ OH
.J
(7)
+
(a) (b)
+
(8)
N
+ +
(a) (b) (c)
O O
(9)
O O
(a) (b)
S S
(10)
H H
(a) (b)
4
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
S.No. Resonanting structures Order of stability Reason
+ ..
(11) H O = C = N: H .O. C N:
:
(a) (b)
O O O
(12) C
N N N
(a) (b) (c)
O O O
+ +
(13) C C C
N N N
IR
(a) (b) (c)
O O O
(14) + C
H CH2 H CH2 H CH2
(a) (b) (c)
+
.S :
: :
O O
+
(15)
(a) (b)
N N
(16)
.J
(a) (b)
O O O O
(17)
(a) (b)
N:
(18) +
+ N
:
(a) (b)
O O O
(19)
(a) (b) (c)
5
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
IIT-JEE ChEmistry by N.J. Sir ORGANIC chemistry
DPP NO- 3 Time: 15 minutes
1. Compare relative stability of following resonating strutures
S.No. Resonanting structures Order of Reason
stability
+
+
(1) O CH2 O CH2 O CH2
IR
O O +O O
+
(3)
(a) (b)
O
O
.S
(4) Me N + Me N +
O O
(a) (b)
+ +
:
(5) HC = N = NH HCNNH
(a) (b)
.J
(6) H3C HC = C = O Me CH C O
(a) (b)
O O
(7)
:
HCNH HC = NH
:
(a) (b)
O O
(8) CH3CCH2 CH3C = CH2
(a) (b)
+ +
(9) CH2 C = C CH3 CH2 = C C CH3
H H H H
(a) (b)
O O
(10) C C
O O O O
(a) (b)
6
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
S.No. Resonanting structures Order of Reason
stability
(11) H H
(a) (b)
O O O
N N N
(12)
(a) (b) (c)
O O
(13)
(a) (b)
IR
O O
(14)
Cl Cl
(a)
.S (b)
(15) Me CH = C = CH Me CH C CH
(a) (b)
..
(16) Me .O. CH = CH CH2 Me O
. . = CH CH = CH2
(a) (b)
.J
(17)
: :
S S
(a) (b)
+
N
Me OH Me OH
(a) (b)
7
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
IIT-JEE ChEmistry by N.J. sir ORGANIC chemistry
DPP NO-4 Time: 15 minutes
1. Identify no. of -hydrogen in the following compounds
CH3
(1) (2)
(3) (4)
IR
CH3
(5)
.S (6)
CH3
H 3C
CH3
.J
(7) (8)
CH3
CH3
CH3
N
CH3
(9) (10)
CH3 CH3
CH3
(11) (12)
CH3
8
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
No of -hydrogen No. of -hydrogen
CH3 CH3
(13) (14) H2C
CH3
CH3 H 3C
(15) H3C (16) CH3
H 3C
IR
CH3
CH3
H3C CH3
(19) H3C CH3 (20)
H 3C
H 3C
.S
.J
N
9
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
IIT-JEE ChEmistry by N.J. sir ORGANIC chemistry
DPP NO- 5 Time: 15 minutes
1. Identify no. of -hydrogen in the following compounds
H2C CH3
(1) (2)
CH3
CH3
(3) (4)
IR
H3C H3C CH3
(5) (6)
CH3
H 3C CH3
.S
(7) (8)
H 3C
CH3
.J
(9) (10)
H3 C
H2C H 3C
N
(11) (12)
CH3
(13) (14)
10
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
No of -hydrogen No. of -hydrogen
H2C H 3C
(15) (16)
CH3 CH3
(17) (18)
CH3 CH3
CH3 CH3
IR
H3C
CH3
CH3
(20) H 3C
H 3C
H3C
CH3
.S
.J
N
11
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
IIT-JEE ChEmistry by N.J. sir ORGANIC chemistry
DPP NO- 6 Time: 15 minutes
Q.1 Given the relative Stability of the following compound
1.
H
(i) ii) (iii) (iv) (v)
Me Me Me
2. Ph CH2 CH = CH C Me Me CH CH = CH C Me
Me Me
(i) (ii)
Me Me Me
IR
PH CH = CH C Me Me C HC = CH C Me
Me Me Me
(iii) (iv)
Me
+ +
3. Me CH CH CH3 Me CH2
+
CH3 Me C CH2 +
.S
Me Me
(i) (ii) (iii) (iv)
+
+ + +
4.
+ +
5. +
+
N
6.
12
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
IIT-JEE ChEmistry by N.J. sir ORGANIC chemistry
DPP NO- 7 Time: 15 minutes
Q.1 Given the relative Stability of the following compound
1.
2.
+ + +
IR
+
CH2 CH2 CH2 CH2
3.
+ Me + + +
CH CH2 CH2 CH2
4.
.J
+ + + +
CH2 CH2 CH2 CH2
N
5.
CH2 CH2 CH2 CH2
6.
CF3 CCl3 Me
(i) (ii) (iii) (iv)
13
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
IIT-JEE ChEmistry by N.J. sir ORGANIC chemistry
DPP NO- 8 Time: 15 minutes
Q.1 Given the relative Stability of the following compound
1.
+ +
2.
+
+
(i) (ii) (iii) (iv)
IR
+ +
3. CH2 (Et)2 CH (Et)3 C CH2CH2
5.
.J
6.
N
7.
14
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
IIT-JEE ChEmistry by N.J. sir ORGANIC chemistry
DPP NO- 9 Time: 15 minutes
Q.1 Given the relative Stability of the following compound
1.
2.
3.
IR
(i) (ii)
(iii)
.S
4.
5.
C C C C C C
7. H3C C C CH3
CH3 H 3C
8.
(i) (ii)
15
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
IIT-JEE ChEmistry by N.J. sir ORGANIC chemistry
DPP NO- 10 Time: 15 minutes
Q.1 Given the relative Stability of the following compound
H 2C
1. 2.
CH3 CH3
IR
3. 4.
CH3
CH3
(i) (ii) (i) (ii) (iii)
.S
CH2 CH3
CH3 CH3
5. 6.
.J
7. 8.
N
CH2 CH3
9. 10.
IR
(A) CH3 C CH = CH2 (B) CH3 CH = CH CH3
CH3
(C) Ph CH = CH2 (D) CH3
CH2
(A) (B)
+
CH
(C) (D) all of these
N
CH3
Q.8
CH3
How many hyperconjugable H-atoms does this cation has?
(A) 10 (B) 6 (C) 12 (D) 15
17
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
CH3
Q.9 CH3
CH3 CH3
How many hyperconjugable H-atoms does this cation has?
(A) 5 (B) 6 (C) 12 (D) 8
HB
Q.10 HA C CH = CH 2
HC
Canonical structures due to hyperconjugation in this molecules can be written as
HB HA HA
(A) C = CH CH2 C = CH CH2 C = CH CH2
HC HA+ HC HB+ HB HC+
HB HA HA
+ + +
(B) C = CH CH2 C = CH CH2 C = CH CH2
IR
HC HA HC HB HB HC
CH3 CH3
Notice the hemolytic bond-dissociation energy of the alkanes. Now, ignoring the contribution of
inductive effect, no-bond-resonance energy of tert-butyl radical can be calculated to be
(A) 6 Kcal/mol (B) 10 Kcal/mol (C) 12 Kcal/mol (D) 14 Kcal/mol
Q.13
I II III
Among these cycloalkenes, which of the following orders of stability is correct?
(A) I > II > III (B) III > II > I (C) II > I > III (D) II > III > I
18
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
Q.14
I II III
Among these dienes, which of the following orders of stability is correct?
(A) I > II > III (B) III > II > I (C) II > III > I (D) II > I > III
CH3
Q.15 CH3
I II III IV
Which of the following statements is correct, about these cycloalkenes?
(A) Stability difference between I and II is more than that between III and IV
(B) Stability difference between I and II is less than that between III and IV
(C) Overall, stability order is I > II > III > IV
(D) None of these
IR
CH3
Q.16 I C = CH2
CH3
CH3 CH3
II C=C
H H
CH3
.S H
III C=C
H CH3
Which of the following orders is correct for heat of combustion of these isomeric alkenes?
(A) I > II > III (B) III > II > I (C) III > I > II (D) II > III > I
I II
Which of the following orders is correct for heat of combustion of these isomers?
(A) I > II (B) II > I (C) I = II (D) Not predictable
Q.18
N
I II III
Which of the following order is correct for heat of combustion of these isomers?
(A) I > II > III (B) III > II > I (C) II > III > I (D) I > III > II
Q.19
CH2CH3 CH3 CH3
I II III
Which of the following orders is correct for heat of hydrogenation of these compounds?
(A) I > II > III (B) III > II > I (C) II > I > III (D) I > III > II
19
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
Q.20
I II III
Which of the following orders is correct for heat of hydrogenation of these compounds?
(A) I > II > III (B) III > II > I (C) III > I > II (D) II > III > I
Q.21
I II III
Which of the following orders is correct for heat of hydrogenation of these compounds?
(A) I > II > III (B) III > II > I (C) II > I > III (D) I > III > II
Q.22
IR
I II III
Which of the following orders is correct for heat of hydrogenation of these compounds?
(A) I > II > III (B) III > II > I (C) II > I > III (D) III > I > II
CH3
Q.23
.S
CH3 CH2
I II III
Which of the following orders is correct for heat of hydrogenation of these compounds?
(A) I > II > III (B) III > II > I (C) III > I > II (D) II > I > III
Q.24
.J
CH3
N
Q.25 a b
CH3
a and b are the length of these two C = C bonds. Now, which of the following orders is correct?
(A) a = b (B) a < b (C) b > a (D) Not predictable
CH3
Q.26 a b c
CH3
a, b and c are the length of these C = C bonds. Now, which of the following orders is correct?
(A) a = b = c (B) a > b > c (C) c > b > a (D) b > c > a
20
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
Q.27 Inductive effect of NO2 group operates in
NO2 NO2 NO2
(A) (B) (C) (D) all of these
O
Q.29 CH3 CO O
I II III
Which of these groups has + I effect?
(A) I (B) II (C) III (D) all of these
IR
Q.30
21
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
IIT-JEE ChEmistry by N.J. sir ORGANIC chemistry
DPP NO- 12 Time: 15 minutes
+
Q.1
Q.2 Negative charge of which the following carbanions is not resonance stabilized?
(A) (B) (C) (D)
OCH3 OCH3
OCH3
IR
+
Q.3
+ OCH3
OCH3 +
OCH3
I II III
.S
Which of the following orders is correct for the stability of these carbocations?
(A) I > II > III (B) III > II > I (C) I > III > II (D) II > III > I
+
Q.4 I
O
+
II N
.J
CH3
+
II O
Which of the following orders is correct for the stability of these carbocations?
(A) I > II > III (B) III > II > I (C) II > I > III (D) II > III > I
N
+
Q.5 + +
I II III
Which of the following orders is correct for the stability of these carbocations?
(A) I > II > III (B) III > II > I (C) II > I > III (D) II > III > I
+
Q.6 + +
I II III
Which of the following orders is correct for the stability of these carbocations?
(A) I > II > III (B) III > II > I (C) I > III > II (D) II > I > III
22
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
+
Q.7 I C
+
II CH2
+
CH2
III
Which of the following orders is correct for the stability of these carbocations?
(A) I > II > III (B) III > II > I (C) II > I > III (D) III > I > II
IR
+
+ +
Q.8
I II III
Which of the following orders is correct for the stability of these carbocations?
(A) I > II > III
.S (B) III > II > I (C) II > I > III (D) II > III > I
+
ClO4
.J
HClO4
(B) OH + H2O
AgClO4
(A) Cl OH
HO 2
AgClO4
(B) Cl OH
H2O
23
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
Q.11 CH3 CH2 CH3 CH CH 3 CH3 C CH 3
CH3
I II III
Which of the following orders is correct for the stability of these carbanions?
(A) I > II > III (B) III > II > I (C) II > I > III (D) I > II > III
CH2
Q.12 CH3 CH2 CH2 = CH CH 2
I II III
Which of the following orders is correct for the stability of these carbanions?
(A) I > II > III (B) III > II > I (C) II > III > I (D) II > I > III
IR
Q.13
CH3 Cl
I II III
Which of the following orders is correct for the stability of these carbanions?
(A) I > II > III (B) III > II > I (C) III > I > II (D) II > III > II
.S
Cl
Q.14
Cl
Cl
I II III
Which of the following orders is correct for the stability of these carbanions?
.J
(A) I > II > III (B) III > II > I (C) II > I > III (D) II > I > III
NO2
Q.15
N
NO2
NO2
I II III
Which of the following orders is correct for the stability of these carbanions?
(A) I > II > III (B) III > II > I (C) II > I > III (D) II > III > I
Q.16 CH2 = CH CH2
I II III
Which of the following orders is correct for the stability of these carbanions?
(A) I > II > III (B) III > II > I (C) I > III > II (D) II > III > I
24
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
Q.17 I CH2 CH = CH2
II CH2 CH = O
III CH2 CH2 CH3
Which of the following orders is correct for the stability of these carbanions?
(A) I > II > III (B) III > II > I (C) II > I > III (D) II > III > I
Q.18 O O
O O O
I II III
Which of the following orders is correct for the stability of these carbanions?
(A) I > II > III (B) III > II > I (C) II > III > I (D) II > I > III
IR
O O O O
Q.19
O O
I II III
Which of these carbanions is sp3 hybridized?
(A) I
.S (B) II (C) III (D) nonw of these
CH3
Q.20 CH2 = CH CH2 CH3 CH2 CH3 C
CH3
I II III
Which of the following orders is correct for the stability of these radicals?
(A) I > II > III (B) III > II > I (C) I > III > II (D) III > I > II
.J
Q.21
CH3 CH3
N
CH3
I II III
Which of the following orders is correct for the stability of these radicals?
(A) I > II > III (B) III > II > I (C) II > I > III (D) II > III > I
CH3
Q.22 CH3 H CH3CH 2 H CH3 H
H
I II III
Which of the following orders is correct for the energy required for homolytic cleavage of indicated
C H bonds?
(A) I > II > III (B) III > II > I (C) III > I > II (D) II > III > I
25
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
Q.23 I II III
CH2 H CH2 H
CH2 H
Which of the following orders is correct for energy required for homolytic cleavage of indicated C
H bonds?
(A) I > II > III (B) III > II > I (C) II > I > III (D) III > I > II
II Br CH2 COOH
IR
Q.25 I Cl CH2 COOH
COOH
COOH
Q.26 H2C HCOOH
COOH COOH
I II III
Which of the following order is correct for the acidic strength of these carboxylic acids?
.J
(A) I > II > III (B) III > II > I (C) II > I > III (D) II > III > I
CH3
Q.27 CH3 Si CH2 COOH
N
CH3
In this molecule, the effect of trimethylsilyl group (encircled) on the acidity of COOH group is of
(A) strong electron donating nature (B) strong electron withdrawing nature
(C) weak electron withdrawing nature (D) both (A) and (C)
OH OH OH
Q.28
O O
O O
O
I II III
Which of the following order is correct for the acidic strength of these compounds?
(A) I > II > III (B) III > II > I (C) II > I > III (D) III > I > II
26
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
1 2
OH OH
OH 3
Q.29 O O
4 OH
Which of these OH groups is most acidic?
(A) 1 (B) 2 (C) 3 (D) 4
H 3
H 2
Q.30
O O
IR
H1
Which of the following orders is correct for the acidity of these indicated H-atoms?
(A) 1 > 2 > 3 (B) 3 > 2 > 1 (C) 2 > 1 > 3 (D) 1 > 3 > 2
.S
.J
N
27
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
IIT-JEE ChEmistry by N.J. sir ORGANIC chemistry
DPP NO- 13 Time: 15 minutes
1. Identify the Nature of compound
S.No. Compound Aromatic Anti-aromatic Non-aromatic
(1)
(2)
+
(3)
IR
(4)
+
(5)
(6)
.S
(7)
O
(8)
.J
(9)
(10)
N
(11)
B
H
(12)
O O
+
(13) O O
B
H
28
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
IIT-JEE ChEmistry by N.J. sir ORGANIC chemistry
DPP NO- 14 Time: 15 minutes
(1)
(2)
O
(3)
S
IR
(4)
N
H
(5)
O
.S
+
(6)
O
(7)
.J
(8)
O
N
(9)
(10)
(11)
O
O
29
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
IIT-JEE ChEmistry by N.J. sir ORGANIC chemistry
DPP NO- 15 Time: 15 minutes
(1)
O
(2)
N O
H
IR
O
(3)
N
H
.S
N
(4)
N
N
(5)
N
.J
(6)
N
H
N
(7)
+
N
H
N NH
(8)
+
MN NH
(9)
30
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
IIT-JEE ChEmistry by N.J. sir ORGANIC chemistry
DPP NO- 16 Time: 15 minutes
1. Identify the Nature of compound
S.No. Compound Aromatic Anti-aromatic Non-aromatic
(1)
(2)
IR
(3) .S
CH3
B
(4)
(5)
.J
+
N
(6)
N
N
(7) :S:
N
(8)
N
O
N N
(9)
N N
H N
31
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
IIT-JEE ChEmistry by N.J. sir ORGANIC chemistry
DPP NO- 17 Time: 15 minutes
(1)
IR
(2)
(3)
.S
(4)
(5)
.J
+
CH2
(6)
N
CH2
(7)
(8)
N
O
(9)
32
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
IIT-JEE ChEmistry by N.J. sir ORGANIC chemistry
DPP NO- 18 Time: 15 minutes
(1)
(2)
IR
(3)
N H
(4)
.S
CH2
(5)
(6)
.J
(7)
N
(8)
(9)
33
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
IIT-JEE ChEmistry by N.J. Sir ORGANIC chemistry
DPP NO- 19 Time: 15 minutes
(1)
H
B
IR
HN NH
(2)
HB BH
N
H
Borazole
I
.S
(3)
(4)
*
.J
B+C+D
(3) Determine the number of electrons for each compound below, then indicate whether they are
aromatic, antiaromatic, or neither. Assume the molecules are neutral and planar unless otherwise
N
indicated.
Et NH2
O
N
N
S
B N N
H H
Number of Number of Number of Number of
electrons:_____ electrons:_____ electrons:_____ electrons:_____
Aromatic, Aromatic, Aromatic, Aromatic,
Antiaromatic, Antiaromatic, Antiaromatic, Antiaromatic,
or or or or
Neither ? Neither ? Neither ? Neither ?
34
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
IIT-JEE ChEmistry by N.J. sir ORGANIC chemistry
DPP NO- 20 Time: 15 minutes
1. Compare Acidic Strength
S.No. Compound Compare Compare
Ka value pKa value
a b a b
COOH COOH
CH3
(1)
(a) (b)
COOH COOH
CH3
IR
(2)
(a) .S (b)
(3)
(a) (b)
(4) CH CH2
.J
(a) (b)
O O
N
(5) O
O
(a) (b)
O O O
OMe
(6)
O O
(a) (b)
35
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
S.No. Compound Compare Compare
Ka value pKa value
a b a b
:
OH NH2
(7)
(a) (b)
:
:OH NH2
(8)
(a) (b)
IR
OH OH
(9) OCH3 CN
(a)
.S (b)
(10) ClCH2CH2COOH CH3 CHCOOH
Cl
(a) (b)
(11) OH OH
(a) (b)
.J
(12) HF NH3
(a) (b)
..
(13) HC CH NH3
(a) (b)
(14) CH4 NH3
N
(a) (b)
..
(15) HC N NH3
(a) (b)
OH OH
(16) O O
(a) (b)
36
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
IIT-JEE ChEmistry by N.J. sir ORGANIC chemistry
DPP NO-21 Time: 15 minutes
1. Compare Acidic Strength
S.No. Compound Compare Compare
Ka value pKa value
a b a b
O OH
O
(1) Ph S OH
O
(a) (b)
O
IR
(2) R OH R C OH
(a) (b)
O OH O OH
Me
(3)
.S
Me
(a) (b)
O OH OH
(4)
.J
Me
(a) (b)
OH
OH
(5) F
N
F
(a) (b)
+ OH OH
(6) R 3N N C
(a) (b)
(7) CH4 HF
(a) (b)
(8) HF HI
(a) (b)
(9) H2S H2O
(a) (b)
37
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
S.No. Compound Compare Compare
Ka value pKa value
a b a b
(10)
(a) (b)
(11) N N O2N N
(a) (b)
O2N
(12) N N N
(a) (b)
O O
OEt H
IR
(13)
OEt H
O O
(a) (b)
(14) N
F
(a)
.S (b)
(15) CCl3OH CF3OH
(a) (b)
(16)
(a) (b)
.J
OH OH
(17)
Cl Br
(a) (b)
O O
N
(18)
OH OH
(a) (b)
O O
(19) OH OH
(a) (b)
(20) CHCl3 HCF3
(a) (b)
38
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
IIT-JEE ChEmistry by N.J. sir ORGANIC chemistry
DPP NO- 22 Time: 15 minutes
:
N
+O N
H H HO CH3 H CH3
Q.2 Consider the following compound. Rank the labeled proton in increasing order of acidity
x
O COOH
(a) OH
c (b) F F Write the stepwise ionization of acid
HO COOH y
a
SH COOH
b z
IR
Q.3 Write correct order of acidic strength as a to d.
(a) H (b)
O
H N (c)
N
H
H
.S H H O
(d)
OH OH
I Me
Q.4 Among & which is more acidic & why? Explain through canonical
I Me
NO2 NO2
.J
forms.
H (d) CH3
Cortisone
O
H
Q.5 Cortisone contains which functional groups?
(A) Ether, alkene, alcohol (B) Alcohol, ketone, amine
(C) Alcohol, ketone, alkene (D) Ether, amine, ketone
SO3H COOH
OCH3 COOH
IR
Q.9 Which is the order of acidity of the following compounds?
EtCO2H CH3CO2H CH3SO3H CF3SO3H
a b c d
(A) b > a > d > c (B) d > c > a > b (C) d > c > b > a (D) d > a > b > c
Q.10 Which of the following carbon will be deprotonatated first on treatment with base.
4 2 1
3
5
.S
O
N
(A) 4 (B) 5 (C) 2 (D) 3
.J
N
40
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
IIT-JEE ChEmistry by N.J. sir ORGANIC chemistry
DPP NO-23 Time: 15 minutes
1. Compare which is more basic in nature
S.No. Compounds Compare Compare
Kb value pKb value
a b a b
NH2 NH2
CH3
(1)
(a) (b)
NH2 NH2
CH3
IR
(2)
(a) (b)
(3)
N
.S N
H
(a) (b)
(4)
O N
H
(a) (b)
.J
(5) NH N:
O
(a) (b)
N
H H
N N
(6)
(a) (b)
N
(7)
N N
(a) (b)
41
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
IIT-JEE ChEmistry by N.J. sir ORGANIC chemistry
DPP NO- 24 Time: 15 minutes
1. Compare which is more basic in nature
S.No. Compounds Compare Compare
Kb value pKb value
a b a b
(1) N N
N
(a) (b)
H
N
(2)
N
IR
(a) (b)
:
NH2
:
NH2
(3)
CH3
.S
(a) (b)
NH2
CH3
(4) Ph NH Me
(a) (b)
.J
(5) Ph NH Me Ph N Me
Me
(a) (b)
NH2
N
Me
(6) NH2
(a) (b)
(7) H2N C = NH H2N C = NH
NH2 CH3
(a) (b)
NH2 NH2
Me Me
(8)
(a) (b)
42
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
S.No. Compounds Compare Compare
Kb value pKb value
a b a b
N
(9)
N
(a) (b)
O
(10)
N N
H
(a) (b)
S
(11)
IR
N N
H H
(a) (b)
(12)
(a)
.S (b)
O CH2
(13)
(a) (b)
.J
HN NH HN NH2
(14)
N
NH2
(a) (b)
HN NH2 HN NH2
(15)
NO2 Cl
(a) (b)
43
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)
IIT-JEE ChEmistry by N.J. sir ORGANIC chemistry
DPP NO- 25 Time: 15 minutes
Q.1 Which Nitrogen is most basic
a
NH2
b Me
N
(i) (ii)
N N N
a b c
H
b
NH2 a
O
a N
(iii) (iv)
: :
H 2N C O N: b
IR
a
NH
NH a c
HN NH
(v) CH3 C (vi) b
.S NH2 b
a
NH2
O
(vii) NH2 C CH 2 CH 2 NH (viii)
a b
N
b
.J
H
2. Which is more basic & why?
H O
OMe C
N
CH3 NH
C C
H2N NH H2N NH
(i) (ii)
44
----------------------------------------------------------------------------------------------------
ETOOS Academy Pvt. Ltd.
F-106, Road No. 2, Indraprastha Industrial Area, End of Evergreen Motors (Mahindra Showroom), BSNL Office Lane,
Jhalawar Road, Kota, Rajasthan (324005)