General Organic Chemistry

D.P.P. – V

Level – I : JEE(Main) + NEET

Only one Correct Answer

1. (d)
2. (d)
3. (a)
4. (b)
5. (c)
6. (b)
7. (a)
8. (b)
9. (d)
10. (d)
11. (a)
12. (c)
13. (b)
14. (d)
15. (c)
16. (a)
17. (a)

18. (d) CH3  C  C

No.  bp  1
lp  1 2 & hybridisation is sp

19. (b) Greater the number of electron donating alkyl groups (+I effect), greater will be the stability of

carbocations.
2
20. (b) In the carbonium ion the carbon atom carrying the positive charge is sp hubridized.

21. (d) the stability of carbanions is effected due to resonance, inductive effect and s-character or orbitals.

Greater the number of groups having + I group (alkyl group) lesser stable would be the carbanion.

Further stability of carbanion decreases with decrease in s-character. Benzene carbanions are stabilized due

to resonance, hence the correct order is

R C C > R2C CH > > R3C CH2

The correct order of stability of given carbanion is in the order a > c > b > d.

1
22. (c) Higher the possibility of delocalization of the positive charge, greater is stability of the species. Thus

  
(CH3 )3 C  C6H5 CH2  CH3 2 CH  CH3 CH2

o
Also, primary benzyl carbocation have almost the same stability as 2 – alkyl carbocations.

23. (b)

Cl
 
C Cl > C6H5CH2 > (CH3)2CH> (CH3)3C
Cl M effect + I effect of CH3 group
ve charge delocalises intensifies theve charge
highly dispersed ve charge
due to I effect

24. (a) Higher stability of allyl and aryl substituted methyl carbocation is due to dispersal of positive charge due

to resonance

Whereas in alkyl carbocations dispersal of positive charge on different hydrogen atoms is due to hyper

conjugation hence the correct order of stability will be

Level – II : JEE(Advanced) / AIIMS / KVPY / Olympiad

25. (b)

26. (c)

27. (a)

28. (a)

2
29. (b)

30. (b)

31. (a)

32. (b)

33. (c)

34. (d)

35. (d) The stability of carbonium ion is influenced by both resonance and inductive effect.

+CH +CH
2 2

Benzyl stable due

NO2 to resonance
NO2 intensifies
+ve charge on benzyl cation
due to -I and -M effects

+CH +CH
2 2

Cl OCH3
Cl intensifies Positive charge
+ve charge on C of benzyl cation
due to -I effect is more
dispersed due
to +M effect of
the -OCH3 group

36. (d) The correct stability order is

I > III > II > IV

3
37. (d) Migrating tendency of hydride is greater than that of alkyl group. Further migration of hydride from C – 2

gives more stable carbocation (stabilized by +R effect of OH group and +I and hypercojugative effects of

Methyl group).

H H H H
1 2 3+ 4 5 1; 2 hydride +
H3C C C C CH3 H3C C C C CH3
shift
OH H CH3 OH H CH3
More stable carbocation

38. (d) Carbocation is more stable if it is bonded to electron releasing group which somewhat stabilises the

carbocation. So more the number of electron releasing groups, more is the stability.

+ + + +
CH3, CH3 CH2, CH3 CH CH3, CH3 C CH3
CH3
(least stable) (most stable)


2
39. (a) CH3 (methyl free radical) has planar structure with sp hybridisation of ‘C’ atom. The odd electron is

present in unhybridised 2pz orbital.


2
CH3 (methyl carbonium ion) also has trigonal planar structure (sp ).

3
CH3 (methyl carbonation) has tetrahedral structure (sp ) and one of the hybrid orbitals contains the lone

pair of electrons.

40. (b) The dispersal of positive charge stabilizes the carbocation. More the number of electron donating groups,

greater is the dispersal of positive charge and therefore, more is the stability of carbocations.

So, the order is

  
CH3  CH  OCH3  CH3  CH  CH3  CH3  CH  COCH3

Answers

Level – I : JEE(Main) + NEET

1 D 2 D 3 A 4 B 5 C 6 B 7 A 8 B 9 D 10 D
11 A 12 C 13 B 14 D 15 C 16 A 17 A 18 D 19 B 20 B
21 D 22 C 23 B 24 A

Level – II : JEE(Advanced) / AIIMS / KVPY / Olympiad

25 B 26 C 27 A 28 A 29 B 30 B 31 A 32 B 33 C 34 D
35 D 36 D 37 D 38 D 39 A 40 B