NUCLEON CHEMISTRY DPP

ORGANIC CHEMISTRY
CLASSES FOR IIT-JEE
Target IIT-JEE 2016
Class -XII Topic : GOC DPP - 1 to 3

DPP No - 01
1. The inductive effect :
(A) implies the atom's and groups ability to cause bond polarization
(B) increases with increase of distance
(C) implies the transfer of lone pair of electrons from more electronegative atom to the lesser
electronegative atom in a molecule
(D) implies the transfer of lone pair of electrons from lesser electronegative atom to the more
electronegative atom in a molecule

2. Which of the following orbital overlaps is involved in the formation of the carboncarbon single bond in
the molecule HC C CH = CH2
(A) sp3 - sp3 (B) sp2 - sp3 (C) sp - sp2 (D) sp3 - sp

3. Inductive effect involves :

(A) Delocalisation of - electrons (B) Partial displacement of - electrons
(C) Delocalisation of - electron (D) Displacement of lone pair electrons.

4. Which of the following has incorrect direction of Inductive effect.

CH3 O O
-
C OH C O

(A) (B) (C) (D) CH3 C CH2 CH3

O
CH3

5. Decreasing I effect of given groups is -

(a) CN (b) NO2 (c) NH2 (d) F
(A) b > a > d > c (B) b > c > d > a (C) c > b > d > a (D) c > b > a > d

6. Which of the following resonating structure contributes equally to the resonance hybrid.

(A) CH3 C CH CH CH3 CH3 C CH C H CH3
| |
CH3 CH3

+
(B) CH3 C NH2 CH 3 C = NH 2
|| |
O
O-

-
O O
(C) CH3 C CH3 C
O- O

+ -
(D) CH2 = CH CH = O CH 2 CH = CH O

Physical & Inorganic By Organic Chemistry By

NV Sir A-479 Indra vihar, kota
VKP Sir Page No. # 1
B.Tech. IIT Delhi
Ph. - 9982433693 (NV Sir) 9462729791(VKP Sir)
M.Sc. IT-BHU
7. Which of the following compounds have delocalisation of -electrons ?

(A) (B)

(C) CH3CH2NH CH2 CH = CH2 (D) CH2 = CH CH2 CH = CH2

8. Which of the following statements is not true about the resonance contributing structures of a resonance
hybrid -
(A) Contributing structures contribute to the resonance hybrid in proportion of their energies
(B) Equivalent contributing structures make the resonance very important
(C) Contributing structures represent hypothetical molecules having no real existence
(D) Contributing structures are less stable than the resonance hybrid

9. Which of the following is not a pair of resonating structures ?

..
(A) H C NH ; H C NH (B) CH CH = CHCH ; CH CH CH = CH
3 3 3 2 2

(C) ; (D) ;

10. In which of the following delocalisation of -electron is possible.

(A) CH2 = CH CH2 CHO (B) CH2 = CH CH = O

(C) CH3 CH CH3 (D) CH2 = CH CH2 CH = CH2

|
OH

11. Which of the following species have conjugated system ?

:

(A) (B) (C) CH 2 = C = CH NH 2 (D) All of these

12. The type of hybrid orbitals used by C and N in the formation of CN bond in pyrrole NH is :

(A) sp2 and sp3 (B) sp2 and sp (C) sp2 and sp2 (D) sp2 and s

Physical & Inorganic By Organic Chemistry By

NV Sir A-479 Indra vihar, kota
VKP Sir Page No. # 2
B.Tech. IIT Delhi
Ph. - 9982433693 (NV Sir) 9462729791(VKP Sir)
M.Sc. IT-BHU
 DPP No - 02

1. Which type of orbitals C and O use in the formation of CO bond in furan, O

(A) sp2 and sp3 (B) sp2 and sp (C) sp2 and sp2 (D) sp2 and p

2. Which is the most stable resonance form ?

(A) (B)

(C) (D)

3. I CH2 CH CH CH CH CH2

II CH 2 CH C H CH CH C H 2

III C H 2 CH C H CH CH C H 2
Among these three canonical structures (through more are possible) what would be their relative
contribution in the hybrid :
(A) I > II > III (B) III > II > I (C) I > III > II (D) III > I > II

4. I II III

The stability order of these canonical structures is :

(A) I > II > III (B) II > III > I (C) I > III > II (D) III > I > II

5. Which of the following statements is NOT true ?

(A) Resonance forms must obey normal valency rules
(B) Resonance forms are in equilibrium
(C) The hybrid is more stable than the individual resonance forms
(D) Resonance forms differ only in the distribution of electrons

6. The correct order of decreasing hyperconjugative effect of the following compounds is -

(A) CH3CH=CH2 > CH3CH2CH=CH2 > (CH3)2 CHCH=CH2
(B) (CH3)2 CHCH=CH2 > CH3CH=CH2 > CH3CH2CH=CH2
(C) (CH3)2 CHCH=CH2 > CH3CH2CH=CH2 > CH3CH=CH2
(D) CH3CH2CH=CH2 > CH3CH=CH2 > (CH3)2 CHCH=CH2

Physical & Inorganic By Organic Chemistry By

NV Sir A-479 Indra vihar, kota
VKP Sir Page No. # 3
B.Tech. IIT Delhi
Ph. - 9982433693 (NV Sir) 9462729791(VKP Sir)
M.Sc. IT-BHU
7. Which of the following molecule has longest C=C bond length ?
(A) CH2 = C = CH2 (B) CH3 CH = CH2

CH3
|
(C) CH3 C CH CH2 (D) CH3 C CH2
| |
CH3 CH3

8. In hyperconjugation there is overlap between :

(A) p- and -orbitals (B) 2 - orbitals (C) d-and--orbtial (D) -and - orbitals

9. Hyperconjugation phenomenon is possible in :

(A) (B) CH2 = CH2

(C) C6H5 CH = CH2 (D) CH3 CH2 CH = CH2

10. The decreasing order of bond length of C = C bond in the following compounds is:

I II III IV
(A) II > I > IV > III (B) III > I > II > IV (C) IV > II > I > III (D) IV > I > II > III

11. Which one of the following compounds maximum electron density on aromatic ring :

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

12. Which of the following statements is true about this molecule .

(A) C1-C2 and C3-C4 bonds are of same length.

(B) C1-C2 bond is shorter than C3-C4 bond.
(C) C1-C2 bond is longer than C3-C4 bond.
(D) C1-C2 and C2-C3 bonds are of same length.

Physical & Inorganic By Organic Chemistry By

NV Sir A-479 Indra vihar, kota
VKP Sir Page No. # 4
B.Tech. IIT Delhi
Ph. - 9982433693 (NV Sir) 9462729791(VKP Sir)
M.Sc. IT-BHU
 DPP No - 03

1. Which of the following statements is true about this molecule ?

(A) C5-N bond is longer than C1-N and C3-N bonds.

(B) C5-N bond is shorter than C1-N bond and latter is shorter than C3-N bond.
(C) All three C-N bonds are of same length.
(D) C1-N and C3-N bonds are of same length but they are longer than C5-N bond.

a b c
2. Which of the CC single bond is strongest in H 3C CH CH CH CH CH 3 :

(A) a (B) b (C) c (D) All equal

a
3. Predict the relative bond lengths a and b, in napthalene b

(A) a > b (B) a < b (C) a = b (D) None of these

4. The CO bond lengths in the following three compounds is :

O O
|| ||
CH3OH CH 3 C OH CH 3 C H
(I) (II) (III)
(A) I > II > III (B) I > III > II (C) I > II = III (D) all equal

5. In which of the following molecules electron density in ring is minimum :

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

6. In which of the following molecules electron density in ring is maximum :

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

7. Which has the most aromatic nature ?

(A) (B)

(C) (D) All having same aromatic character

Physical & Inorganic By Organic Chemistry By

NV Sir A-479 Indra vihar, kota
VKP Sir Page No. # 5
B.Tech. IIT Delhi
Ph. - 9982433693 (NV Sir) 9462729791(VKP Sir)
M.Sc. IT-BHU
8. Which of the following is aromatic species ?

(A) (B)

N
H

(-)
(C) (D) All

9. Which of the following is anti-aromatic species ?

+

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

N S

10. Which is the most aromatic in character ?

(A) (B)
N S

(C) (D) All having same aromatic character

O

11. Which is the most aromatic in character ?

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

N S O N

12. Identify the aromatic compound ?

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

ANSWER KEY
DPP No - 01
1. (A) 2. (C) 3. (B) 4. (D) 5. (A) 6. (C) 7. (B)
8. (A) 9. (B) 10. (B) 11. (D) 12. (C)

DPP No - 02
1. (C) 2. (C) 3. (A) 4. (D) 5. (B) 6. (A) 7. (D)
8. (D) 9. (D) 10. (B) 11. (B) 12. (B)

DPP No - 03
1. (D) 2. (B) 3. (B) 4. (A) 5. (D) 6. (B) 7. (A)
8. (D) 9. (D) 10. (B) 11. (D) 12. (B)

Physical & Inorganic By Organic Chemistry By

NV Sir A-479 Indra vihar, kota
VKP Sir Page No. # 6
B.Tech. IIT Delhi
Ph. - 9982433693 (NV Sir) 9462729791(VKP Sir)
M.Sc. IT-BHU
 NUCLEON CHEMISTRY DPP
CLASSES FOR IIT-JEE Organic Chemistry
Target IIT-JEE 2016
Class -XIII DATE : 10/08/2015 DPP - 4,5
Topic - GOC
1. Draw all possible R.S. for each of the following

(a)

R.H.

(b)

R.H.

(c)

R.H.

(d) ; R.H.

(e) ; R.H.

(f)

R.H.

Physical & Inorganic By

A-479 Indra vihar, kota Organic Chemistry By
NV Sir Ph. - 9982433693 (NV Sir) 9462729791(VKP Sir) VKP Sir
B.Tech. IIT Delhi M.Sc. IT-BHU
 (g) ; R.H.

(h)

R.H.

(i)

R.H.

(j) ; R.H.

(k) ; R.H.

(l)

R.H.

(m)

R.H.

(n) ; R.H.

Physical & Inorganic By

A-479 Indra vihar, kota Organic Chemistry By
NV Sir Ph. - 9982433693 (NV Sir) 9462729791(VKP Sir) VKP Sir
B.Tech. IIT Delhi M.Sc. IT-BHU
 DPP # 5
Q. Mark each of the following as aromatic / Anti Aromatic or Non- Aromatic compound and also mention the
no. of electons in each
+
+ _

1. 2. + 3.
_
_ +

4. 5. 6.

+
_
7. + 8. 9.
_

+ _

10. 11. 12. ..

O
..
+

.. + ..
13. .. 14. 15. N
O
.. ..
O
H

..
+ ..
O

16.
.. 17. .. + 18.
..
N
N ..
O
H
H

N:
19. 20. 21.
..
N
..
N
Physical & Inorganic By
A-479 Indra vihar, kota Organic Chemistry By
NV Sir Ph. - 9982433693 (NV Sir) 9462729791(VKP Sir) VKP Sir
B.Tech. IIT Delhi M.Sc. IT-BHU
22. 23. 24.

25. 26. 27.

28. 29. 30.

31. 32. 33.

34. 35. 36.

Answer key
DPP # 9
1. A(2) 2. A(2) 3. A (6) 4. (A) 6 5. AA (4) 6. A (6) 7. A (6)
8.A (10) 9. NA (6) 10. A(6) 11. AA (8) 12.NA (6) 13. A (6) 14. A(6)
15. NA(6) 16. A (6) 17. A (6) 18. NA (6) 19. A (6) 20. A (6)
21. NA (10) Non planar 22. A (14) 23. A (6) 24. A (6) 25. A ( 6) 26. A(6)
27. A (6) 28. AA(4) 29.AA (4) 30. A (2) , (6) isolated 31. A (6) (6) isolated
32. Na 33. A (10) 34. A (14) 35. A (14) 36. A (14) peripheral aromaticity
Physical & Inorganic By
A-479 Indra vihar, kota Organic Chemistry By
NV Sir Ph. - 9982433693 (NV Sir) 9462729791(VKP Sir) VKP Sir
B.Tech. IIT Delhi M.Sc. IT-BHU