4.

Consider the following groups

-OAC; -OMe; -O-SO,-Me and

I II 111
-O-SO,-CF,
IV
The order of leaving power is
(1) I> II> Ill> IV (2) IV> Ill > I > II
(3) Ill > II > I > IV (4) II > Ill > IV > I
5. Identify the correct order of reactivity in nucleophilic
substitution reactions of the following compounds

Cl

1: '
Cl
Cl Cl o/NO

O,N
J) 6 C ( N O,

NO,
A B C D

(1) A> B > C > D (2) D>C>A>B

(3) B >A> C > D (4) B > C >A> D
6. Which of the following will hydrolyse most readily?
Cl

(1) H,C - - < (2) CH 3CI

CH,

(3)6
NEET Booster Questions Cl
1. Freon used as refrigerant is
H,C
(1) CF 2 = CF 2 (2) CH 2 F 2 (4 ) Cl

(3) cc1 2 F2 (4) CF4 7. In which reaction major product formation takes
2. Which of the following nucleophiles will show place by Saytzeff rule?
minimum reactivity towards SN2 reaction?
9 (1) CH -CH -CH-CH
(1) Me,CO ° (2) MeO 3 2 I 3

(3) CH3 CH 2 Q- (4) Me,CHO° Br

3. Which of the following is the correct order for the
formation of carbocation by given compounds? CH,
I ~0°K".6
CH,Br (2) CH, -y-CH, -yH-CH ,
Q-sr
CH, Cl

0--Br Q-sr (3) CH, - CH, - CH - CH, KOH(Alc)

Ill IV
I
F
(1) I> II> Ill> IV (2) Ill> IV> II> I
C2 HpNa/il
(3) II> I> Ill> IV (4) II> IV> Ill> I (4) CF, - CHCI,
8. SN 1 reaction is fastest in 13. Which alkene will give meso form with Br2 ?

CH, CH, CH,

(1) CH 3CH 2CI (2) :;cH-CI (1) )c=c(
CH, H H
CH, CH, H
I (2) )c=c(
(3) CH, -?-CI (4) CH -CH-Cl H CH,
' I c ,H, , c = c.,.. cooH
CH, CH, (3) / '-
I H H
CH,
C,H, , .,.-H
9. Which is best leaving group among the following?
(4 ) H.,.-C= c,COOH
(1) CH,0- (2) QH-
14. Which of the following has the highest
(3) c , H, o- (4) NH2 nucleophilicity?

10. In which alkyl halide SN2 reaction is most (1) F- (2) OH-
favourable?
CH,
(3) CH 3 (4) NH 2
I 15. Which of the following compounds would react
(1) CH,-C-CH,-Br
most rapidly with iodide ion by SN2 reaction?
I
CH,
(1) CH 3CI (2) CH,--@--c1
CH, Br
I I

H
(2) CH,-C-CH-CH, CH, Cl
I (3) (CH, ), CHCH, CI (4)
CH,
Br CH, H
I 16. Total number of asymmetric centre in the following
(3) CH,-CH - H compound wil l be
CH,
Cl
I
(4) CH,- CH,- C - Br H,C ) )
I
CH, H,C
11 . Which one of the following is most reactive towards
(1) Three (2) Zero
nucleophilic substitution reaction?
(3) Four (4) One
(1) CH, =CH-CI
17. Cis-but-2-ene on bromination in CCl4 gives which
(2) C,H,-CI
one of the following as major product?
(3) CH,-CH= CH-Cl (1) Mesa form (2) Racemic mixture
(4) CH, =CH-CH,- Cl (3) d-form (4) I-form
12. The given reaction 18. Alkyl iodides can be best prepared by
C2H5......._ Nal .,,,,,,.c2Hs (1) RCH 2 C00Ag + 12
H·-·-;;, C-CI 1-C , ... H
H,C CH, (2) CH 4 + 12 ---->
is an example of which reaction?
(3) RCH 2 Br + Nal "•t• RCH 21+ NaBr
(4 ) A ll nf thP'-P.
19. Which of the following statement is/are correct? 24. The chloro compound which is used as a fire
(1) NBS is a specific reagent for allylic extinguisher is
bromination reaction (1) cci. (2) COCI,
(2) Allylic bromination occurs through free radical (3) CH2Cl 2 (4) CHCl 3
intermediates.
25. Which of the following statements is incorrect?
(3) NBS is known as N-Bromo Succinimide
(1) A strong nucleophile in an aprotic solvent
(4) All of these increases the rate or favours SN2 reaction
20. Which of the following is the example of S"2
(2) When an alkyl halide is heated with dry Ag 2 O,
reaction?
it produces ether
(3) A weak nucleophile and a protic solvent
increases the rate or favours SN1 reaction
(2) CHj-C H-C H, + rn-f OMSO CH,-CH-CH, + Br'

t
(4) Benzyl bromide on treatment with aq . KOH
6H followed by addition of AgNO 3 gives white ppt.
26. Which of the following pairs of compounds is/are

(3) CH,--C--OH + SOCI,

0 enantiomers?
CH,
I
D (1) C l + H & Cl--+-H
H
I H-+-CI Cl-+-H
CI-C-CH, + SO,1 + HCI! CH, CH,
I CH, CH,
D
(4) Both (2) & (3) (2) H--+-CI & Cl--+-H
Br

@
Cl-+-H H-+-CI
CH, CH,
21. Reaction of bromobenzene with sodamide in
CH, CH,
presence of liquid ammonia gives (3) H--+-CI & Cl--+-H
Cl-+-H Cl-+-H
(1) a-NH, (2) °'NH, CH, CH,

f""'YNH, (4) All of these

(3l •V (4) Both (1) and (2) 27. Chlorination of CH 4 involves following steps
22. Which of the following is correct about (i) CI-Cl ~ 2CI"
'Dichlorocarbene'?
(ii) CH, + Cl" -> CH, + HCI
(1) It can be prepared by CHCl 3 and alcoholic
KOH (iii) CH, + Cl, -> CH,CI + Cl"
(2) It may be diamagnetic or paramagnetic Which of the following is rate determining step?
(3) It may be act as electrophile or nucleophile (1) Step (ii) (2) Step (i)
(4) Both (1) & (2) (3) Step (iii) (4) Both step (i) & (ii)
23. The number of monochloro derivatives obtained wtth 28. A hydrocarbon '/>; on mono-chlorination gives 'B' in
Cl,J hv from the following compounds are presence of 'hv' which on heating with alcoholic
respectively potassium hydroxide changes into another
hydrocarbon 'C '. The latter decolourises Baeyer's

+ co
(I) (II) (Ill)
reagent and on ozonolysis forms carbonyl
compound which on reaction with red PIHi gives
propane. The hydrocarbon A is

(1) 1, 3, 2 (2) 1, 2, 1 (1) Cyclopentane (2) Cyclopropane

(3) 2, 3, 1 (4) 2, 3, 2 (3) Propene (4) Methane
29. Which of the following statements is correct?
H H
(1) Addition of HBr in buta-1,3-diene gives 3-bromo- I Nal I
34. C,H,-y-CI I-y-C,H,
but-1-ene as major product at high temperature
CH, CH,
(2) Addition of HBr in buta-1,3-diene gives 1-bromo-
pe nt-2-ene as major product at low Which of the following statements is/are correct for
temperature above reaction?
(3) Addition of Br 2 in trans-but-2-ene in the (1) It is known as Finkelstein reaction
presence of CCl 4 gives meso form through (2) The above reactant and product have no chiral
·syn' addition carbon
(4) The reaction between benzene and (3) If reactant has S-configuration then product
(CH 3 ) 3CCOCI in the presence of anhydrous also having S-configuration
AICl 3 gives tert-butyl benzene as major product

n
(4) Both (1) & (3)

30. _C_H_
C_I
, - p
V
0iH,
KOH (Major) 35. A B aq.KOH C
e xcess FeCll
The major product ·p· is (anhy.)

eyGQI ( ) r-,"'CI The product 'C' in the above reaction sequence is

(1)l8) 2
V.c1
(3)6
J:OH,
(1)¥
(4)~:
coo•K•
31. Which of the following is correct order of dipole
moment?
eyGH,
(1) CH 3 F > CH 3CI > CH 3Br > CH 3 I (4)
CH,
(2) CH 3CI > CH 3F > CH 3Br > CH 3 I
(3) CH 3 I > CH 3Br > CH 3CI > CH 3F 36. Which of the following statements is not correct?

(4) CH 3CI > CH 3Br > CH 3 I > CH 3F (1) The reaction of tert-butylbromide with aqueous
KOH follows first order kinetics
32. Which of the following compounds has the highest
(2) The SN2 reaction follows second order kinetics
melting point and boiling point respectively?
(3) The SN2 reaction proceeds with stereochemical
(i) o-dichlorobenzene (ii) m-dichlorobenzene
inversion
(iii) p-dichlorobenzene (4) Bond breaking and forming simultaneously
(1) (iii)&(i) (2) (iii) & (ii) occur in SN 1 reaction mechanism

(3) (i) & (ii) (4) (i) & (iii)

37. CH,CH,C l ~ ( A )
33. The most reactive compound towards formation of I KNO l(B)
alkene when treated with alcoholic KOH is

(2)6
The products ·;;; and 'B' respectively are

~ II (1) CH 3CH 2CN & CH 3CH,ONO

(1)v
(2) CH ,CH,NC & CH,-CH,- CH,NO,

(3)6
(3) CH 3CH 2 NC & CH 3CH 2NH 2

(4) D
Cl
(4) CH ,CH,CN & CH,- 7 - H
CH,
38. Chloropicrin is obtained by the reaction of 43. Which of the following is least reactive towards SN2
mechanism?
(1) Nitric acid on chloroform
(2) Nitrous acid on chlorobenzene
(3) Ammonia on chloromethane (1)~ (2) CH2=CH-CH 2-CI

(4) Steam on tetrachloromethane

A A
Cl CH,-CI
39. In an SN2 reaction of the type
(3) (4)
R- Br + Cl0 R- CI + Br0
Which one of the following alkyl bromide has the
highest relative rate? r;:::ycH, ~ @ ~ @
44. excess B
CH,
(1) CH 3CH 2CH 2 Br (2) CH,
7 H--CH,Br
CH,
How many moles of CH,OH required to react
completely with @?
yH, (1) One (2) T¼O
(3) CH,
7CH,
--CH,- Br (4) D-CH,Br
(3) Three (4) Four

Bg
40. Chloral reacts with chlorobenzene in presence of Cl
sulphuric acid produces
45. r-7
J---J
Na
dry ether
@ Br,!> @
(1) BHC Cl . ale. KCN
(2) DDT @ ~~al ©
(3) TEL
(4) B1X
Product @ in the reaction is

41. Which one of the following is a free-radical (1) Optically active cyanide
substitution reaction?
(2) Optically inactive acid

(1)
0- CH, Boiling
+Cl, - : , . . _
0-i CH,CI (3) Optically active acid

(4) Optically active aldehyde

(2) o +CH,CI Anh . AICl, 1 o--CH 3

46. Which of the following is the least volatile?
(1) CH 3--CH 2--CH2-F

(2) CH 3--CH 2--CH2--CI

(3) 0-CH,CI + Ag NO, -----. o-CH,NO, (3) CH,--CH--CH,

I
Br
(4) CH 3 CHO + HCN ---> CH 3CH(OH)CN
(4) CH 3--CH2--CH 2-Br
42. The reaction of toluene with Cl 2 in presence of
FeCl 3 gives X and reaction in presence of light 47. Which of the following will be readily soluble in
gives Y. Thus, X and Y are water?
(1) X = Benzyl chloride , Y = m-chlorotoluene
(2) X = Benzal chloride. Y = o-chlorotoluene (1)0CI (2)0CI
(3) X = m-chlorotoluene, Y = p-chlorotoluene
(4) X = o-and p-chlorotoluene, Y = Trichloromethyl
benzene
(3)
0- CI
(4)
0- CI
48. Which of the following compounds undergoes 52. The correct order of reactivity of the following

6
nucleophilic substitution reaction most easily? compounds towards aqueous NaCN will be

(1)y (2)v
r""'YiCI
II. CH 2 = CH--CH2--CI
OCH,
Cl
I

v
CIYi] 111. CH,--CH - CH,

(3) IV. CH2 = CH--CH 2--Br

NO,
(1) I> II> Ill> IV

49. Replacement of Cl of chloro-benzene to give phenol (2) I > IV > II > Ill
requires drastic conditions. But chlorine of (3) IV > II > I > Ill
2, 4-dinitro-chloro-benzene is readily replaced
because (4) IV > II > Ill > I

¢+ ¢
(1) NO 2 donates electron at meta position Cl OH
(2) NO2 withdraws electron from ortho/para positions
53. aq. KOH --+
(3) NO 2 make ring electron rich at ortho & para

(4) NO 2 withdraws electron from meta position G G

For which of the following G, above reaction will be
the fastest?
OH dry ether
(1) --OH (2) -CH 3
50. + HCI - A+ Mg ........__B
(excess) (3) -NO2 (4) -CHO
OH 54. Which of the following is least reactive towards
nucleophilic substitution?
What is B?
F

fOH
Cl
~Q N02 ~O N02

,,,~;'" (2)¥
(1)LSJ (2)lSJ

Br I

~O ~O N02
MgCI MgCI
(3) lSJ N02
(4) lSJ

(3)~
,,,~"'' 55. Which of the following does not give yellow
precipitate with AgNO,?
(1) (CH 3),C-CH2 -I (2) CH 2 =CH--CH 2-I
OMgCI
Cl
I
51. Ethylidene chloride reacts with aq. KOH to form I
which of the following compound?
(4) 6-CH,
(3) CH 2 =C-CH 3
(1) Acetaldehyde (2) Ethylene glycol
I
I
(3) Ethyl alcohol (4) Acetic acid
56. The correct orders of reactivity towards SN 1 reaction 59. In the given reaction
is Br

OJ
Cl

( J f ~ ~, arCH,-CI
CH, -f;
H
H-f'-Br
Zn/ether Product (Major)

CH,
I II Ill The product will be
(1) I > II> Ill (2) II> Ill> I
(1) Cis-2-butene (2) T rans-2-butene
(3) Ill> II> I (4) I> Ill > II
(3) 2-butyne (4) Buta-1, 3-diene
57. CH 3-CI + Nal ;;:::::'::A:::c::e:::to:::n::e==>~ CH 3-I + NaCl 60. Under identical conditions, solvolysis of which of
the following substrate would lead to maximum
Above equilibrium is more towards right because
racemisation?
(1) Nal is more reactive than NaCl
CH,
(2) CH 3 1 is more reactive than CH 3CI
(1) H+D
(3) NaCl is less soluble than Nal in acetone
Br
(4) It is Finkelstein's reaction

H*OCH,Br

(2)
The product (C) is
OCH,

CH ,
(3) Br-t-@-No,
H
Br
(4) Mixture of (1) & (2)
(4)C 6 H, + D
CH 3