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DPP

NUCLEON CHEMISTRY

ORGANIC CHEMISTRY

CLASSES FOR IIT-JEE Class -XII

Target IIT-JEE 2016

Topic : GOC

DPP - 1 to 3

DPP No - 01 1.

The inductive effect : (A) implies the atom's and group’s 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 carbon–carbon 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 (C) Delocalisation of  - electron

4.

(B) Partial displacement of  - electrons (D) Displacement of lone pair electrons.

Which of the following has incorrect direction of Inductive effect. CH3 (A)

O

O

C – OH

C

(B)

O

(C)

(D) CH3

C

CH2

CH3

O

CH3 5.

6.

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

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 (C) CH3 – C

O  CH3 – C

O-

O +

-

(D) CH2 = CH – CH = O  CH 2 – CH = CH – O Physical & Inorganic By

NV Sir B.Tech. IIT Delhi

A-479 Indra vihar, kota Ph. - 9982433693 (NV Sir) 9462729791(VKP Sir)

Organic Chemistry By

VKP Sir M.Sc. IT-BHU

Page No. # 1

7.

Which of the following compounds have delocalisation of -electrons ?

8.

(A)

(B)

(C) CH3CH2NH CH2 CH = CH2

(D) CH2 = CH – CH2 – CH = CH2

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

(C)

;

(D) CH2 = CH – CH2 – CH = CH2

Which of the following species have conjugated system ?

(A)

12.

;

In which of the following delocalisation of -electron is possible. (A) CH2 = CH – CH2 – CHO (B) CH2 = CH – CH = O (C) CH3 – CH – CH3 | OH

11.

(D)

(B)

:

10.

(B) CH CH = CHCH ; CH CH CH = CH 3 3 3 2 2

(C) CH 2 = C = CH – NH 2

(D) All of these

The type of hybrid orbitals used by C and N in the formation of C–N bond in pyrrole (A) sp2 and sp3

(B) sp2 and sp

(C) sp2 and sp2

Physical & Inorganic By

NV Sir B.Tech. IIT Delhi

A-479 Indra vihar, kota Ph. - 9982433693 (NV Sir) 9462729791(VKP Sir)

NH is :

(D) sp2 and s

Organic Chemistry By

VKP Sir M.Sc. IT-BHU

Page No. # 2

DPP No - 02 1.

Which type of orbitals C and O use in the formation of C–O bond in furan, (A) sp2 and sp3

2.

3.

(B) sp2 and sp

(C) sp2 and sp2

O

(D) sp2 and p

Which is the most stable resonance form ?

(A)

(B)

(C)

(D)

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

NV Sir B.Tech. IIT Delhi

A-479 Indra vihar, kota Ph. - 9982433693 (NV Sir) 9462729791(VKP Sir)

Organic Chemistry By

VKP Sir M.Sc. IT-BHU

Page No. # 3

7.

Which of the following molecule has longest C=C bond length ? (A) CH2 = C = CH2 (B) CH3 — CH = CH2

8.

9.

CH3 | (C) CH3  C  CH  CH2 | CH3

(D) CH3  C  CH2 | CH3

In hyperconjugation there is overlap between : (A) p- and -orbitals (B) 2  - orbitals

(C) d-and--orbtial

(D) -and - orbitals

Hyperconjugation phenomenon is possible in :

10.

(A)

(B) CH2 = CH2

(C) C6H5 – CH = CH2

(D) CH3 – CH2 – CH = CH2

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

I (A) II > I > IV > III 11.

II (B) III > I > II > IV

III (C) IV > II > I > III

IV (D) IV > I > II > III

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

(A)

12.

(B)

(C)

(D)

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

NV Sir B.Tech. IIT Delhi

A-479 Indra vihar, kota Ph. - 9982433693 (NV Sir) 9462729791(VKP Sir)

Organic Chemistry By

VKP Sir M.Sc. IT-BHU

Page No. # 4

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

2.

b

c

Which of the C–C single bond is strongest in H 3C  CH  CH  CH  CH  CH 3 : (A) a

(B) b

(C) c

(D) All equal

a

3.

(A) a > b 4.

b

Predict the relative bond lengths a and b, in napthalene (B) a < b

(C) a = b

(D) None of these

The C–O bond lengths in the following three compounds is :

O

O

||

CH3–OH (I) (A) I > II > III 5.

(II) (B) I > III > II

(III) (C) I > II = III

(D) all equal

(B)

(C)

(D)

In which of the following molecules  – electron density in ring is maximum :

(A)

7.

CH 3  C  H

In which of the following molecules  – electron density in ring is minimum :

(A)

6.

||

CH 3  C  OH

(B)

(C)

(D)

Which has the most aromatic nature ?

(A)

(B)

(C)

(D) All having same aromatic character

Physical & Inorganic By

NV Sir B.Tech. IIT Delhi

A-479 Indra vihar, kota Ph. - 9982433693 (NV Sir) 9462729791(VKP Sir)

Organic Chemistry By

VKP Sir M.Sc. IT-BHU

Page No. # 5

8.

Which of the following is aromatic species ?

(A)

(B)

N H (-)

(C)

9.

(D) All

Which of the following is anti-aromatic species ? +

(A)

(B) N

10.

(C)

(D)

S

Which is the most aromatic in character ? (A)

(B)

N

S

H (C)

(D) All having same aromatic character O

11.

Which is the most aromatic in character ? (A)

(B)

(C)

S

N

(D)

N

O

H 12.

Identify the aromatic compound ?

(A)

(B)

(C)

(D)

ANSWER KEY DPP No - 01 1. 8.

(A) (A)

2. 9.

(C) (B)

3. 10.

(B) (B)

4. 11.

(D) (D)

5. 12.

(A) (C)

6.

(C)

7.

(B)

6.

(A)

7.

(D)

6.

(B)

7.

(A)

DPP No - 02 1.

(C)

2.

(C)

3.

(A)

4.

(D)

5.

(B)

8.

(D)

9.

(D)

10.

(B)

11.

(B)

12.

(B)

(B) (D)

3. 10.

(B) (B)

4. 11.

(A) (D)

5. 12.

(D) (B)

DPP No - 03 1. 8.

(D) (D)

2. 9.

Physical & Inorganic By

NV Sir B.Tech. IIT Delhi

A-479 Indra vihar, kota Ph. - 9982433693 (NV Sir) 9462729791(VKP Sir)

Organic Chemistry By

VKP Sir M.Sc. IT-BHU

Page No. # 6

NUCLEON CHEMISTRY CLASSES FOR IIT-JEE Class -XIII

DPP

Organic Chemistry Target IIT-JEE 2016

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)

;

(e)

;

R.H. 

R.H. 

(f)

R.H. 

Physical & Inorganic By

NV Sir B.Tech. IIT Delhi

A-479 Indra vihar, kota Ph. - 9982433693 (NV Sir) 9462729791(VKP Sir)

Organic Chemistry By

VKP Sir M.Sc. IT-BHU

(g)

;

R.H. 

(h)

R.H.  

(i)

R.H. 

(j)

;

(k)

;

R.H. 

R.H. 

(l)

R.H.  

(m) R.H.  

(n)

Physical & Inorganic By

NV Sir B.Tech. IIT Delhi

;

A-479 Indra vihar, kota Ph. - 9982433693 (NV Sir) 9462729791(VKP Sir)

R.H. 

Organic Chemistry By

VKP Sir 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

+

+ 2.

_ 3.

+

1.

_ +

_ 5.

+ +

8.

9.

_

7.

6.

_

4.

+

_

10.

11.

12.

.. O ..

+

.. O ..

14.

+

.. O ..

13.

15.

N H

..

O ..

+ 17.

..

.. N H

N H

+

16.

..

18.

.. O ..

N: 19.

N ..

Physical & Inorganic By

NV Sir B.Tech. IIT Delhi

20.

21.

N .. A-479 Indra vihar, kota Ph. - 9982433693 (NV Sir) 9462729791(VKP Sir)

Organic Chemistry By

VKP Sir 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)

27. A (6)

29.AA (4)

30. A (2) , (6) isolated

34. A (14)

35. A (14)

32. Na

28. AA(4) 33. A (10)

Physical & Inorganic By

NV Sir B.Tech. IIT Delhi

31. A (6) (6) isolated

36. A (14) peripheral aromaticity

A-479 Indra vihar, kota Ph. - 9982433693 (NV Sir) 9462729791(VKP Sir)

26. A(6)

Organic Chemistry By

VKP Sir M.Sc. IT-BHU

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