BASARA SARASWATHI BHAVAN_MDP N-120

ALKYL HALIDES AND ARYL HALIDES

STRENGTHEN THE SKILLS
SINGLE OPTION CORRECT TYPE
aq .KOH alc.KOH
1. Product-I C2H5Br Product-II, the correct statement is
A) Product-I is obtained by the elimination reaction.
B) Product-II is obtained by the substitution reaction.
C) The molecular formula of Product-I is C2H4 , while the molecular formula of Product-II is
C2H6O .
D) Product-I is the isomer of dimethyl ether, while Product-II is the dehydrated compound of
Product-I.
H
NaI
2. In the given reaction, H3C Br
acetone
 X ; [X] will be
C2 H 5
H H

A)H3C I B) I CH3
C2 H 5 C2 H 5

H3C
C) Mixture of (A) and (B) D) CH3

 CH3 2 NH H2 /Pd
3. F NO2 X Y; Y is
DMF / 
CH 3
A) H2N N B) H NH2
CH 3
NH2

H3 C H3C
C) N D) N NO 2
CH3 H3C
 Ph
Me H alc.KOH
4. The organic compound (P) of the reaction P is
Br H 

Ph
Ph Ph
Ph Me Ph Me Me H Me H
A) B) C) D)
H H H OH
H Ph Ph H
Ph Ph

Cl Cl
t - BuO
5. A ; A is
t - BuOH

t-BuO
O
A)

B)
O

Cl Ot-Bu

C) D)

O O

6. The ease with which an alcohol can be halogenated by treating it with HX in the presence of
anhydrous ZnCl2 is

A) Tertiary alcohol < secondary alcohol < primary alcohol

B) Tertiary alcohol > secondary alcohol > primary alcohol
C) Tertiary alcohol > secondary alcohol < primary alcohol
D) Tertiary alcohol < secondary alcohol > primary alcohol
7. Which of the following is an example of Sandmeyer reaction?
Cl

FeCl3
A) + Cl2
low temperature
 Cl
Cl Cl
uv light
B) + Cl2
high temperature
Cl Cl
Cl
CH3

CH 2 Cl
light, high temp.
C) + Cl2
no. catalyst

N N Cl Cl

CuCl, heat
D) + N2

8. Which of the following orders about nucleophilicity is correct?

A) MeO  HO  MeCOO B) MeO  HO  MeCOO
C) MeO  HO  MeCOO D) MeO  HO  MeCOO
9. The compound formed in carbylamine test is
A) H5C6 C N B) H5C6 N C

C) H3C O C N D) H3C N C O
10. An alkyl halide of formula C6H13Cl on treatment with potassium t-butoxide gives two
isomeric alkenes  C6H12  . Both alkenes on hydrogenation give 2, 3, dimethyl butane.
Isomeric alkenes are
H3C H3 C
A) CH3 CH3
H2C and H3C
CH3 CH3

H3C
H 3C
B) CH3
and
H 2C
CH3
CH3

H3C CH3
CH3 and
C) H3C
H3C CH3

CH3
H3C
D) CH3
and H2C
H2C
CH3
CH3
11. An Alkyl halide with molecular formula C6H13Br on treatment with alcoholic KOH gave two
isomeric alkenes A and B. Ozonolysis of the mixture gave the following compounds.
H3C C CH3 , H3C CHO , H3C CH2 CHO and (H3C)2HC CHO
O
The alkyl halide is
A) 2-Bromohexane B) 3-Bromo-2-Methylpentane
C) 2,2-dimethyl-1-Bromobutane D) 2-Bromo-2,3-dimethylbutane
F

12. (Fluorobenzene) can be synthesized in the laboratory.

A) By heating phenol with HF and KF

B) From aniline by diazotization following by heating the diazonium salt with HBF4 .
C) By direct fluorination of benzene with F2 gas.

D) By reacting bromobenzene with NaF solution.

13. Which of the following compound would yield chloroform on warming with bleaching powder
paste?
A) 1-propanol B) Propanone
C) Ethanol D) Propanal

14. Which is the correct nucleophilicity order of the following sites?

O O
(4)

(1)
(3)
O

O S
O O
(2) O

A) 3 > 1 > 4 > 2 B) 2 > 1 > 3 > 4 C) 1 > 2 > 3 > 4 D) 4 > 3 > 1 > 2
CH3
15. Br CH 2 (CH2)2 CH Br + H3C NH 2 product is

CH3 CH3

A) N B) N C) N CH3 D) N CH3
CH 3
H CH3 CH3 H

HNO3 Reduction NaNO2 HBF4

16. A P-nitrotoulene  B C  D Product
H2SO4 HCl  0 C-5 º C 
Product of the above reaction.
A) Toluidine B) Benzenediazomiam
C) Fluorobenzene D) p-fluorotoulene
 MULTIPLE OPTION CORRECT TYPE
CH 2Br
EtOH
17. products. Expected products are

CH2 CH2 CH2OEt

OEt
OEt
(i) (ii) (iii) (iv)
Select correct alternates
A) (i) B) (iv) C) (iii) D) (ii)
18. Which alkyl halide undergo E2 elimination?
Br Cl
A) CMe 3 B) CMe 3

CMe3 CMe3
C) D)
Br Cl
OH

NaNH2 H
19. Intermediate ? Product
liq .NH3

Br
Choose the correct statement (s).
OH

A) is formed.

NH2
B) Intermediate formed is aromatic
OH

C) is formed involving non-aromatic intermediate

NH2

D) is also formed

OH OH
20. Amongst following the right statements are
A) In SN 2 reactions if reactant has R configurations the product has S configuration.
B) In SN 2 reactions the configuration of reactant gets inverted.
C) In SN 2 reactions if reactant is dextrorotatory the product is laevorotatory.
D) In SN 2 reactions if reactant has R configuration the product can have R or S
configuration.
21. Which of the following compound will be least reactive towards NaOH?
CH3

Cl
A) CH3Cl B) C) D) H3C
Cl

Br

HOH
22. In the given reactionH3C I  X ; [X] will be

HO

A) H3C OH B) H3C

C) H3C D) H3C

HO
HOH
23. In the given reactionH5C6 CH CH CH2 Br  X +  Y  ; [X] and [Y] are

OH
CH2
A) H5C6 OH B) H5 C6

CH2
C) D) H5C6
OH
24. Major product of the below reaction
O
18 dil.OH
HO C CH2 CH2 CH2 Br

O 18 O

C 18 C
A) O B) O
 O O
C) HO C CH2 CH2 CH2 OH D) HO C CH2 CH CH2

25. Which of the following on treatment with NaNH2 in liquid NH3 gives m- anisidine?
A) o-Bromonaisole B) m-Bromoanisole
C) p-Bromoanisole D) Chlorobenzene

26. Which of the following reaction result in a product with more number of carbon atoms than
the starting compound?
A) Fitting reaction B) Gattermann reaction
C) Wurtz reaction D) Dow’s process

27. In the reaction CHCl3  4 OH H COO  3Cl  2H2O . The intermediate species formed
in above reaction.

A) CCl3 B) :CCl2 C) CH  OH3 D) COCl2

28. Incorrect orders of hydrolysis of the following in increasing order is

Br Br Br  CH3 3 CBr

(i) (ii) (iii) (iv)

A) (i) < (ii) < (iii) < (iv) B) (i) < (iv) < (ii) < (iii)
C) (iv) < (iii) < (ii) < (i) D) (i) < (ii) < (iv) < (iii)

29. Among the following pick up the correct option(s).

A) Aryl halides are less polar than alkyl halides.
B) Dipole moment of ethyl chloride is more than that of vinyl chloride.
C) Dipole moment of chlorocyclohexane is less than that of chlorobenzene.
D) Alkyl and aryl halides are soluble in water.

30. When nitrobenzene is treated with Br2 in presence of FeBr3 the major product formed is
m-bromonitrobenzene. Statements which are related obtain the m-isomer are
A) The electron density on meta carbon is more than on ortho and para position
B) The intermediate carbonium ion formed after initial attack of Br at the meta position is
least destabilized.
C) Loss of aromaticity when Br attacks at the ortho and para position and not at meta
position.
D) Easier loss of H to regain aromaticity from the meta position than from otho and para
positions.

31. Benzyl chloride  C6H5CH2Cl  can be prepared from toluene by chlorination with
A) SO2Cl2 B) SOCl2 C) Cl2 D) NaOCl

LET US ADVANCE
A-1
SINGLE OPTION CORRECT TYPE
1. A  SOCl2 B  SO2  HCl
A  Na C  H2
B  C (C2H5 )O  NaCl
Then A is
A) C2H5Cl B) C2H5OH C) C2H6 D) C4H10O

2. Chlorination of Toluene with an excess of Cl2 in the presence of light and heat gives
product(X). The compound (X) is heated with Aqueous NaOH and finally acidified to give a
compound(Y). Y is
CH3 CH CH
3 3
OH COOH
A) B) C) D)

OH

OH

3. Bottles containing C6H5I and C6H5CH2I lost their original labels. They are labelled as A and
B for testing. A and B were separately taken in test tubes and boiled with NaOH solution.
The end solution in each tube was made acidic with dil. HNO3 and some AgNO3 solution
added. Solution B gives a yellow precipitate. Then which of the following statement is true for
experiment
A) Addition of AgNO3 was unnecessary B) A was C6H5I
C) A was C6H5CH2I D) B was C6H5I

50 C - 60 C reduction CH3COCl
4. C6H6 + HNO3 + H2SO4 A B C . Then C is
A) Aniline B) Nitro benzene C) Acetanilide D) Benzedine aniline

5. In the given reaction

Cl CH3

C NO 2 HOH
H3 CO CH CH P

CH3 CH3
The major product ‘P’ is
CH3

A) MeO CH CH C NO2

CH3 OH CH3

CH3 H CH3
B) MeO C C C NO 2

OH H CH3
 CH3

C) MeO CH CH C NO2

CH3 CH3 OH

D) MeO CH2 CH CH2 NO2

OH
I
Me C H KSH
6.
Et C D DMSO

H
SH H H SH
Me C H Me C H HS C Me H C Me
A) B) C) D)
Et C D Et C D Et C D Et C D
H I H H
i) B2H6 /OH
7. (A), Product (A) is
ii) SOCl2 / pyridine

Me

A) Me B) Me C) Me D) Me

Cl Cl OH OH
NaCN
A
8. H3C CH CH2 Cl , (A) and (B) would be
CH3  B
AgCN

CH3 CH3

A)H3C C CN and H3C CH NC

CH3 CH3

B) H3C CH CH 2 CN and H3C CH CH 2 NC

CH3 CH3

CH3 CH3
C) H3C C CN and H3C CH CH2 NC

CH3
 CH3
D) H3C CH CH2 CN and H3C C NC
CH3 CH3
9. Under specified conditions substance ‘X’ undergoes substitution and elimination reactivity to
give A  D . A and B are stereoisomers. But not enantiomers. C and D are elimination
products. A is not an isomer of C. Which of the following could be the staring material ‘X’?
Br CH3
CH3
Br
A) B)

Me H H3C
H

Br
H 3C Br
CH3

C) D)
H
CH3
H3 C H
10. Which of the following will best convert nitrobenzene into 3-Fluorobromobenzene?
NO2 Br

F
A) F2 / AlCl3 , NaNO2 /HCl  0  C-5 º C ,CuBr
B) Br2 /FeBr3 , reduction, NaNO2 /HBF4  0ºC, 
C) Reduction, NaNO2 /HBF4  0ºC, Br2 /FeBr3
D) Reduction, Br2 /FeBr3 ,NaNO2 /HBF4  0 ºC, 
MULTIPLEOPTION CORRECT TYPE
11. Reaction between neo-pentyl bromide and ethanol gives 2-ethoxy-2methylbutane as the
major product because _________.
CH3
H3 C CH 2 Br
CH3
A) This involves a 1, 2-hydirde shift
B) This involves a 1, 2-alkyl shift
C) This occurs through a SN1 mechanism
D) This is also accompanied with the formation of alkenes as by product.

12. Which of the following is/are incorrectly matched?

H H
SN 2 SN1
A) H3C Cl Walden inversion B) H3C Cl Walden inversion
D D
 C2 H5 C2 H5
SN1 SN1
C) H5 C6 Cl only retention D) H5 C6 Cl only inversion
CH3 CH3

CH3

13. H3 C C Br H3 C CH Br H3C CH2 Br

CH3 CH3
i  ii   iii 
Correct statement is
A) Rate of SN1 (i) > (ii) > (iii) B) Rate of SN 2 (i) > (ii) > (iii)
C) Rate of E2 (i) > (ii) > (iii) D) Rate of E1 (i) > (ii) > (iii)

14. What are the expected product(s) in the following reaction?

Cl
Ag 2O  aq 


CH2OH HO
OH
OH
A) B) C) D)

15. Chloro benzene on heating with conc. KOH under pressure gives phenol. The correct
statement about the reaction is
A) It is addition elimination reaction
B) It is an electrophilic substitution reaction
C) The reaction involves benzyne intermediate
D) All are correct
OH

1 mole Mg /ether CO2 OH

NBS Ph Mg Br E F 
16. Propyne A  B C  D
HBr H3O (Diels alder)
Which of the following is/are correct?

Br Br

A) Compounds B,C are respectively

Br , Ph

COOH

B) Compounds E is
 CH2

COOH
C) Compounds E is

O
OH

COOH
D) Compounds F is
CH2 Ph
OH

17. Which of the following can exhibit Wurtz reaction?

OH
O

A) B) C) Cl CH2 NH2 D) H3 C CH Cl

Cl HC CH2
Cl

I H2 C CH CH 2 Cl
18. A B
acetone ZnCl2
Br
I
A) (A) can decolourise Br2 water
B) (B) decolourise Br2 water
C) (B) on hydrolysis produces optically active product
D) (A) is a diiodide

COMPREHENSION TYPE
Passage-1
An organic compound (A) has molecular formula C5H9Br . (A)decolourises brown colour of
bromine water but does not rotate plane polarized light. (A) on treatment with
HBr /  PhCO2 O2 from C5H10Br2 which on further treatment with Na /R2O gives a cyclic
compound which on dibromination gives eight isomeric products.

19. The starting compound (A) is most likely to be

Br

CH2 Br
A) H3C B) H3C

Br
C) D) H3C CH2
CH2

Br
20. Compound (A) on treatment with HBr will produce.
A) An achiral dibromide B) A racemic mixture
C) A single pure enantiomer D) A meso dibromide

21. The true statement regarding the monochloro derivative product formed in the reaction
below is
H2Ni Cl2
(A) Monochlorination
UV
A) Three position isomers are formed B) Total five isomers are produced
C) Two pair of enantiomers are formed D) A pair of diastereomers are formed

Passage-2
In the study of chlorination of propane, four products (A), (B), (C) and (D) (structural
isomerism) of the formula C3H6Cl2 were isolated. Each was further chlorinated to provide

trichloroproducts  C3H5Cl3  .
It was found that A provide one trichloro product, (B) gave two and (C) and (D) each gave
three. It is found that (D) is optically active.

22. Formula of the compound (A) is

Cl Cl
A) ClH2 C C CH3 B) H3C C CH3
Cl Cl

C) CH3CH2CHCl2 D) CH3CHClCH2Cl

23. Correct formula of the product of chlorination of (B) is

A) Cl2CHCH2CH2Cl B) ClCH2ClCHCH2Cl
Cl
C) Both (A) and (B) D) H3C C CH3
Cl

24. Correct formula of the compound (D) is

A) CH3CCl2CH3 B) ClCH2CH2CH2Cl
C) CH3CH2CHCl2 D) ClCH2CHClCH2

MATRIX MATCH TYPE

25. Match the Following.

Column-I(Reaction) Column-II(Kind of Reaction)

Cl
KOH  aq 
CH CH3
A) P) Benzyne

Cl

KOH  aq 
Cl CH2 CH3
B) Q) SN Ar

Cl
O2 N

KOH  aq 
C) Cl NO2 R) SN

O2 N

NaNH2 /NH3  liq 

D) Cl S) Elimination addition reaction

T) No reaction

26. Match the following.

Column-I Column-II
(Reaction) (Product/use of product)
NaOH  aq.
A) CHCl3 + CH3COCH3 P) Carbylamine

Ag. powder
B) CHCl3 Q) Chloropicrin

KOH  alc.
C) CHCl3 + CH3NH2 R) Hypnotic

HNO3  conc.
D) CHCl3 S) Acetylene

T) Chloretone

INTEGER TYPE
27. Number of possible products (including stereo isomers) for the following substrate.
Br
alc.KOH


28. Number of total SN1  E1 Products (including stereo isomers)

H H
C C
CH3 Br

29. The well insecticide gammexane is one of the stereoisomers of hexachlorocyclohexane. How
many moles of reagent. We need for conversion of benzene into hexachlorocyclohexane?

30. From the list of compounds given below ‘X’ is the number of compounds do not show SN 2
then the value ‘X’?
Cl Br Cl
CH 2 CH 2 CH 2 Br Cl

,
, , , ,
F
CH2 Br

Cl
, , ,

,
Cl
Cl
 A-2

SINGLE OPTION CORRECT TYPE

I2 Ag powder H2SO4
1. H3C C CH3  A  B Product A, B and C are
Na 2CO3 Hg 2
O
A) Iodoform, acetylene and acetaldehyde.
B) Tri. iodomethane, ethyne and acetone.
C) Iodoform, ethene and ethylene glycol.
D) Ethene, iodoform and ethylhydrogen sulphate.

O CH3
2. is converted into by

Br
A) (i) CH3 — MgI, H3O (ii) H2SO4 ,  , (iii) HBr, R2O2
B) (i) CH3 — MgI, H3O (ii) H2SO4 ,  , (iii) HBr

C) (i) CH3 — MgI, H3O (ii) HBr

D) (i) HBr, R2O2 (ii) CH3 — MgI, H3O

H
N Br2
3. In the given reaction  X  ;  X  is

H Br H

N N N N
A) Br B) C) Br D)

Br
Br Br
4. Identify the set of reagents / reaction conditions 'X' and 'Y' in the following set of
X Y
transformation H3C CH2 CH2Br product H3C CH CH3
Br
A) X = dilute aqueous NaOH, 20 °C; Y = HBr/acetic acid, 20 °C
B) X = concentrated alcoholic NaOH, 80 °C; Y = HBr/acetic acid 20 °C
C) X = dilute aqueous NaOH, 20 °C; Y = Br2 /CHCl3 , 0 °C
D) X = concentrated alcoholic NaOH, 80 °C; Y = Br2 /CHCl3 , 0 °C
O

AlCl3 Zn  Hg  , HCl SOCl2 AlCl3

5. + O A  B C  D

O
Based on the above reaction [C] should be
 O
CH2
CH2 CH2 Cl
CH2 CH2 CH2 C Cl CH2 C
A) B)
O

CH2 CH2 OH
CH2 C
C) D)
O
O
CH3
6. Hofmann HBr
H3C CH CH CH3 (B) (C)
Elimination
Br HBr
R2O2
(D)
Correct order of rate of SN1 for (A), (C) and (D) will be
A) (A) > (C) > (D) B) (C) > (D) > (A) C) (A) = (C) > (D) D) (C) > (A) > (D)

i) NBS (A)/
7. (A) (B) , (B) will be
ii) alc KOH

A) B) C) D)

Br
CH3OH
8. In the given reaction C CH 2 [X] .[X] as the major products among the

CH3
following elimination product is
CH3
A) C CH 2 B) C CH 3
CH3
CH3

CH3
C) D) CH3
CH3

9. Check the following reaction and find the product

H2C CH 2 CH 2 Cl
NaOH
H3 C prodcut
H OH
 H 2C CH 2 CH 2 Cl
A) H B)H3C O
H
H3C OH

H 2C CH 2 CH3
C) H D)
H3C OH O

10. aq.AgNO3 HBr

Br

 X  Y , [X] and [Y] are
 major   major 

A)  X   Y  Br

Br
B)  X    Y 

C)  X   Y 
Br
CH3

D)  X    Y  Br

MULTIPLE OPTION CORRECT TYPE

11. Consider the following statements?
A) H3C CH2 CH2 Iwill react more readily than  CH3 2 CHI for SN 2 reactions.
B) H3C CH2 CH2 Clwill react more readily than H3C CH2 CH2 Brfor SN 2
reaction.
C) H3C CH2 CH2 CH2 Brwill react more readily than (H3C)C CH2 Brfor SN 2
reactions.
D) H3C O C6H5 Brwill react more readily than O2N C6H5 CH2 Brfor SN 2
reaction.
12. Consider the given reaction
CH3
NaCN
H C OTs H3C CH2 CH CN
C2 H 5 CH3
 S
which of following statements are correct for above reaction?
A) Product formation takes place due to the breaking of O–Ts
B) The reaction is SN 2
C) The reaction is SN1
D) Configuration of product is (R).
13. Bromination can take place at
O
1
NBS / h
5 2
CCl4
4 3
A) 1 B) 5 C) 3 D) 4
14. Haloform reaction is given by
A) All 2° alcohol
B) All methyl ketones
C) All the compounds having H3C C group

O
D) Chloral
15. Identify the compounds that will undergo neighboring group participation reaction.
A)H3C CH2 S CH2 CH2 Br B) H3C NH CH2 CH2 CH2 Br
C) H3C CH C O D) H3C O CH2 CH2 CH2 Br

Br O
16. Rate of SN 2 depends on
A) Conc. of Nucleophile B) Conc. of substrate
C) Nature of leaving group D) Nature of solvent
17. Which of the following reaction(s) is(are) feasible?
NaCN
A)  CH3 3 CBr (H3C) 2C CH2 + HCN

NaHS
B)R CH2 Cl R CH2 SH + NaCl

Br
C)R CH2 SH2 R CH2 Br + H2S

i) p - TsCl
D)R CH2 OH R CH2 CN + OH
ii) NaCN
DMF
18. True statement among the following is/are
A) The weaker base after the group departs, the better the leaving group.
B) A reactive leaving group would raise the energy of the product, driving the equilibrium
towards the reactants.
C) Better leaving group only increases SN 2 rate, not SN1 .
D) Relative leaving group ability may vary with change of solvent.
 COMPREHENSION TYPE
Passage-1
A leaving group in an alkylating agent can be displaced not only by a nucleophile added to
the reaction mixture but also by one in the alkylating agent itself. This holds for alkylating
agents that contain a nucleophilic electron pair at a suitable distance from the leaving group.
This neighboring group displaces the leaving group stereoselectively through backside attack
and this attack corresponds to the of an SN 2 reaction. The nucleophilic electron pairs of the
neighbouring group can be non-bonding, or they can be in a  -bond. The higher rate of
reversal substitution reactions are explained using this neighboring group participation.

19. (S)-2-chloro-3-ethyl-3-pentanol undergoes SN 2 hydrolysis with aq.KOH to give

A) (S)-3-ethylpentane-2,3-diol B) (R)-3-ethylpentane-2,3-diol
C) (R)-3-methylpentane-2,3-diol D) (S)-3-methylpentane-2,3-diol
20. The major product obtained in the following reaction is
aq.KOH
H5 C2 S CH2 CH Cl
CH3

A) H5C2 S CH2 CH OH B) H5C2 S CH CH2 OH

CH3 CH3

C) H5C2 S C(CH3)2OH D) H5C2 S CH CH CH3

21. The major product obtained in the given reaction is
Et OH
N
H2O
Et Cl

Et Et OH
A) N B) N
Et OH Et

Et Et OH
C) N D) N
Et OH Et

Passage-2
Br2
H3C C R HCBr3 + RCOO
OH
O
In the haloform reaction, methyl ketones (and the only methyl aldehyde, acetaldehyde) are
cleaved with halogen and a base. The halogen can be bromine, chlorine or iodine. What takes
place is actually a combination or two reactions. First under the basic conditions, the methyl
group is trihalogenated. Then the resulting trihalo ketone is attacked by hydroxide ion.
 OH
Br3C C R + OH Br3C C R CBr3 + RCOOH

O O Shift Proton

RCOO + CHBr3

Iodine is most often used as the test reagent, since idoform is an easily indentiflable yellow
solid.
22. The idoform reaction is often used as a test for
A) Methanol B) Ethanol C) Propan-1-ol D) Butan-1-ol
23. For the test of methyl ketones which of the following reaction preferred?
A) Chloroform reaction B) Bromoform reaction
C) Idoform reaction D) Reduction
O
I2 /NaOH  aq. NaOH  aq. Proton
24. H3C C H P Q + R S + T ; R is
Transfer
from R to Q
A) Formic acid B) Acetic acid
C) Formate ion D) Acetate ion
MATRIX MATCHING TYPE
25. Match the Column-I with Column-II (Number of structural isomers produced in E2-
elimination) and select the correct answer.

Column-I Column-II

Br
A) P) 3

Br

B) Q) 0

Br

C) R) 1

D) S) 2
Br
26.

Column-I Column-II

A) Cl P)  i  Hg  OAc 2 ;  ii  NaBH4

B) ONa OEt Q) NaOET

OH

C) R) EtBr

 i  BH3
D) S)
 ii  H2O2 /OH
OH

INTEGER TYPE
27. The number of compounds which give white precipitate with alcoholic AgNO3 is
Cl
Cl Cl CH3
Cl
Cl

Cl

Cl
H3 C Cl H3 C

28. How many of the following give exclusively isobutene on dehydrohalogenation?

i) n-butyl chloride ii) tertiary butyl bromide
iii) isobutyl chloride iv) Secondary butyl chloride
29. When a mixture containing PCl3 and PCl5 is heated with ethyl alcohol, total of 4 moles of
ethyl chloride is formed. Mole ratio of PCl3 and PCl5 in the mixture is X, Y respectively then
X + Y = ___________.
30. How many substrates will show rearrangement during SN1 reaction?

I Br Cl

Br
, ,
,
 Cl Br
Br Br Cl

,
, , Cl , ,

KEY
STRENGTHEN THE SKILLS
1. D 2. B 3. A 4. B 5. B 6. B 7. D
8. A 9. B 10. A 11. B 12. B 13. C 14. D
15. C 16. D 17. AC 18. AB 19. AB 20. AD 21. CD
22. AB 23. AB 24. AB 25. ABC 26. AC 27. AB 28. BCD
29. AB 30. AB 31. AC

LET US ADVANCE
A-1

1. B 2. D 3. B 4. C 5. B 6. D 7. A
8. D 9. C 10. B 11. BCD 12. BCD 13. ACD 14. AD
15. AC 16. ABD 17. AD 18. BC 19. C 20. B 21. C
22. B 23. C 24. D 25. A-R,B-T,C-QR,D-PRS
26. A-RT,B-S,C-P,D-Q 27. 3 28. 7 29. 3 30. 3

A-2

1. A 2. A 3. D 4. B 5. B 6. D 7. C
8. C 9. B 10. B 11. AC 12. BD 13. ACD 14. BCD
15. ABCD 16. ABCD 17. ABD 18. ABD 19. A 20. B 21. B
22. B 23. C 24. A 25. A-S,B-R,C-P,D-Q 26. A-Q,B-R,C-P,D-S
27. 5 28. 2 29. 2 30. 6