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HALOALKANES AND HALOARENES

WORKSHEET FOR
JEE-ADVANCE/AIIMS
1.

2.

3.

4.

5.

6.

7.

8.

9.

10.

Gem-dibromide is
[RPMT 2000]
(a) CH3CH(Br)OH(Br) CH3
(b) CH3CBr2CH3
(c) CH2 (Br)CH2CH2Br
(d) CH2BrCH2Br
Ethylidene dibromide is
(a) CH3 CH2 Br
(b) Br CH2 CH2 Br
(c) CH3 CHBr2
(d) CH2 = CBr2
Benzylidene chloride is
(a) C6H5CH2Cl
(b) C6H5CHCl2
(c) C6H4ClCH2Cl
(d) C6H5CCl3
Haloforms are trihalogen derivatives of [CPMT 1985]
(a) Ethane
(b) Methane
(c) Propane
(d) Benzene
The general formula for alkyl halides is
(a) CnH2n+1 X
(b) CnH2n+2 X
(c) CnHn+1 X
(d) CnH2n X
The compound which contains all the four 10, 20, 30 and 40 carbon atoms is
[J & K 2005]
(a) 2, 3-dimethyl pentane
(b)3-chloro-2,3-dimethylpentane
(c) 2, 3, 4-trimethylpentane
(d) 3, 3- dimethylpentane
The following reaction is known as
Pyridine
C 2 H 5OH + SOCl2
C 2 H 5Cl + SO2 + HCl
[AIIMS 2002; MH CET 2004]
(a) Kharasch effect
(b) Darzens procedure
(c) Williamsons synthesis
(d) Hunsdiecker synthesis reaction
What is the main product of the reaction between 2- methyl propene
with HBr
[RPMT 2002]
(a) 1- bromo butane
(b) 1-bromo-2-methyl propane
(c) 2-bromo butane
(d) 2-bromo-2 methyl propane
Halogenation of alkanes is
[KCET 2002]
(a) A reductive process
(b) An oxidative process
(c) An isothermal process
(d) An endothermal process
+
N NBF4

In the above process product A is


(a) Flurobenzene
(c) 1, 4-difluorobenzene

[Kerala (Engg.) 2002]


(b) Benzene
(d) 1, 3-difluorobenzene

Haloalkanes and Haloarenes -Worksheet JEE Advance/AIIMS

11.

12.

13.

14.

15.

16.

17.

18.

19.

20.

Silver acetate

Cs2

The main product of this reaction is


[Kurukshetra CET 2002]
(a) CH3 Br
(b) CH3 COI
(c) CH3 COOH
(d) None of these
When ethyl alcohol (C 2H5 OH) reacts with thionyl chloride, in the presence of
pyridine, the product obtained is
[CBSE PMT 2001]
(a) CH3CH2 Cl + HCl
(b) C2 H5 Cl + HCl + SO2
(c) CH3 CH2Cl + H2 O + SO2
(d) CH3COCl + HCl + SO2
Which of the following reactons will yield 2, 2-dibromopropane
[AIEEE 2007]
(a) CH3 C CH + 2HBr
(b) CH3 CH = CHBr + HBr
(c) CH CH + 2HBr
(d) CH3 CH = CH2 + HBr
The Chlorobenzene is generally obtained from a corresponding
diazonium salt by reacting it with
[MP PMT 2000]
(a) Cu2Cl2
(b) CuSO4
(c) Cu
(d) Cu(NH3 )42+
The product of the following reaction : CH2 = CH CCl3 + HBr
[RPET 2000]
(a) CH3 CH(Br) CCl3
(b) CH2 (Br) CH2 CCl3
(c) BrCH2 CHCl CHCl2
(d) CH3 CH2 CCl3
C 3H8 + Cl2

+ Br2

hv

C3H7Cl + HCl is an example of which

of the following types of reactions


[AFMC 1997; CPMT 1999]
(a) Substitution
(b) Elimination
(c) Addition
(d) Rearrangement
R OH + HX R X + H2O
In the above reaction, the reactivity of different alcohols is
[CPMT 1997]
(a) Tertiary > Secondary > Primary
(b) Tertiary < Secondary < Primary
(c) Tertiary < Secondary > Primary
(d) Secondary < Primary < Tertiary
On heating diethyl ether with conc. HI, 2 moles of which of the following is
formed.
[IIT JEE 1983; MP PET 1990; EAMCET 1990; AFMC 1993; ]
(a) Ethanol
(b) Iodoform
(c) Ethyl iodide
(d) Methyl iodide
Lucas reagent is
[AIIMS 1980; CPMT 1986, 89;MP PET 1992, 95; MP PMT 1996; Kurukshetra
CEE 2002]
(a) Concentrated HCl + anhydrous ZnCl2
(b) Dilute HCl + hydrated ZnCl2
(c) Concentrated HNO3 +anhydrous ZnCl2
(d) Concentrated HCl + anhydrous MgCl2
Ethanol is converted into ethyl chloride by reacting with
[MP PMT 1990; MP PET 1991; BHU 1997; KCET 2009]
(a) Cl2
(b) SOCl2/Py
(c) HCl
(d) NaCl

Haloalkanes and Haloarenes -Worksheet JEE Advance/AIIMS

21.

22.

23.

24.

25.

26.

27.

28.

C 6H5Cl prepared by aniline with


[IIT JEE 1984]
(a) HCl
(b) Cu 2 Cl2
(c) Cl2 in presence of anhydrous AlCl3
(d) HNO2 and then heated with Cu 2Cl2
The starting substance for the preparation of CH3I is
[CPMT 1975]
(a) CH3OH
(b) C2 H5OH
(c) CH3 CHO
(d) (CH3 )2CO
Which reagent cannot be used to prepare an alkyl halide from an alcohol
[CPMT 1989, 94]
(a) HCl + ZnCl2
(b) NaCl
(c) PCl5
(d) SOCl2
Which of the following acids adds to propene in the presence of peroixide
to give anti-Markownikoffs product [MP PET 2003]
(a) HF
(b) HCl
(c) HBr
(d) HI
The catalyst used in Raschigs process is.
(b) Copper chloride
(a) LiAIH4
(c) Sunlight
(d) Ethanol/Na
In CH3 CH2 Br, % of Br is
[DPMT 1996]
(a) 80
(b) 75
(c) 70
(d) 7
Only two isomers of monochloro product is possible of
[ IIT JEE 1986 ; Pb PMT 2000]
(a) n-butane
(b) 2, 4-dimethyl pentane
(c) Benzene
(d) 1-methyl propane
Which one of the following shows optical activity

(a)

(c)

29.

CH 3
|
CH 3 C COOH
|
OH

(b)

(d)

H
|
CH 3 C COOH
|
Cl

CH 3
|
CH 3 C COOH
|
Cl

Which of the following may exist in enantiomorphs


[CBSE PMT 1988]

(a)
(c)

H
|
HO C COOH
|
H

CH 3
|
CH 3 CH COOH
NH 2
|
CH 3 CH CH 3

(b) CH 2 = CHCH 2CH 2CH 3


(d)

NH 2
|
CH 3 CH 2 CH CH 3

Haloalkanes and Haloarenes -Worksheet JEE Advance/AIIMS

30.

31.

32.

33.

Which of the following compound may not exist as enantiomers


[CPMT 1987]
(a) CH 3CH (OH ) CO2 H
(b) CH 3CH 2CH (CH 3 ) CH 2OH
(c) C6 H 5CH 2CH 3
(d) C6 H 5CHClCH 3
Which one of the following is an optically active compound
[DPMT 1983; CBSE PMT 1988; MP PET1990]
(a) n-propanol
(b) 2- chlorobutane
(c) n-butanol
(d) 4-hydroxyheptane
Compound with same molecular formula but different structural formulae are
called
[AFMC 1989]
(a) Isomers
(b) Isotopes
(c) Isobars
(d) Isoelectronic
The configuration of the chiral centre and the geometry of the double bond in the
following molecule can be described by[DUMET 2000]

F
HOOC C OH
Me

C
Me

C
H

34.

35.

(a) R and E
(b) S and E
(c) R and Z
(d) S and Z
Which one of the following objects is achiral
(a) Letter P
(b) Letter F
(c) Ball
(d) A pair of hand
Which one of the following contains asymmetric carbon atom
[IIT JEE 1989; Roorkee 2000]
Cl Br
H

(a)

H
(c)

(b)

(d)

Cl

Cl

Br

OH

CH3

Haloalkanes and Haloarenes -Worksheet JEE Advance/AIIMS

CH3 CHCl CH2 CH3 Has a chiral centre, which of the following represents
its R configurations
[CBSE PMT 2007]

36.

C2H5
H3C

C2H5

Cl

(a)

37.

38.

39.

40.

41.

42.

CH3

CH3

(c)

(d)

Cl

C2H5

Which of the following has chiral structure?

(a)

CH 3
|
CH 3 CH CH 2COOH

(b) CH3 CH = CH - CH3

(c)

CH 3
|
CH 3 CH CH 2OH

(d) CH3 CHOH CH2CH3

An organic compound exhibits optical isomerism when


[CPMT 1981; MP PET1999]
(a) Four groups linked to carbon atom are different
(b) Three groups linked to carbon atom are different
(c) Two groups linked to carbon atom are different
(d) All the groups linked to carbon atom are same
Rotation of plane polarized light is measured by
[CPMT 1985; DCE 2001]
(a) Manometer
(b) Polarimeter
(c) Viscometer
(d) Refractometer
The property by virtue of which a compound can turn the plane polarized light
[BHU 1979]
is known as
(a) Photolysis
(b) Phosphorescence
(c) Optical activity
(d) Polarization
Which of the following compounds exhibits optical isomerism
[BHU 1983; AFMC 1990; CPMT 1993; MP PMT 1999,2000]
(a) CH3 CH2 COOH
(b) CH3 CHOHCOOH
(c) CH3 CH2 CH2 OH
(d) CH3 CHOHCH3
The following compound can exhibits [IIT JEE 1995; DCE 2000]
CH3

H
C=C

CH3

H
C

CH3

(a) Tautomerism
(c) Geometrical isomerism
5

CH3

Cl

(b)

C2H5
Cl

COOH

(b) Optical isomerism


(d) Geometrical and optical isomer

Haloalkanes and Haloarenes -Worksheet JEE Advance/AIIMS

43.

44.

45.

46.

47.

Which of the following is expected to be optically active


[JIPMER 1997]
(a) (CH3)4 C
(b) C2H5CH(CH3)C3H7
(c) (C2H5)2 CHCH3
(d) CH3CH = CHCH3
Which one of the following is the chiral molecule
[BHU 1998, 2005]
(a) CH3Cl
(b) CH2Cl2
(c) CHBr3
(d) CHClBrI
Which of the following compounds is an optically active compound
[BHU 1980; MP PMT 1990, 94; AIIMS 1992; MNR 1993; UPSEAT 1999; CPMT
2006; MP PET 2006]
(a) 1-butanol
(b) 2-butanol
(c) 3-butanol
(d) 4-heptanol
Which compound is optically active [DCE 1999]
(a) 4-chloro, 1 hydroxy butane
(b) 3 butyl alcohol
(c) Secondary butyl amine
(d) n-butyl alcohol
The absolute configuration of is
[AIEEE 2008]

HO2C

CO2H

48.

49.

(a) R, R
(c) S, R
Which is optically active...
(a) CH2Cl2
(c) Meso form of tartaric acid
An organic compound

OH

OH

(b) R, S
(d) S, S
[MH CET 2001]
(b) CHCl3
(d) Glyceraldehyde

50.

CH 3 2 CH 2 3 CH 2 4 CH 2 5 CH 2 6 CH 2 7 CH 3
To make it chiral compound the attack should be on which carbon atom?
[DEC 2001]
(a) 1
(b) 3
(c) 4
(d) 7
Which of the following molecules is expected to rotate the plane polarized
light
[AIEEE 2007]
CHO
(a)

HO

(b)

SH

CH2OH

H2N

(c)

(d)

H
Ph
6

COOH

NH2
Ph

H2N

H
H

Haloalkanes and Haloarenes -Worksheet JEE Advance/AIIMS

51.

52.

Which of the following is a chiral compound


[AIIMS 2002]
(a) Hexane
(b) Methane
(c) n-butane
(d) 2, 3,4-trimethyl hexane
Which of the following pairs of compounds are enantiomers
[CBSE PMT 2003]

CH3

(a)

CH3
H

HO
H

and

OH

HO

HO

CH3

CH3

CH3
(b)

CH3
OH

HO

and

CH3

CH3

CH3

OH

HO

(d)

and

HO

HO

CH3

CH3

CH3

CH3

OH
H

HO

and

HO

HO

CH3
53.

HO

CH3
(c)

HO

The chirality of the compound

CH3

[CBSE PMT 2005]

Br
C
H3 C

54.

H
Cl

(a) R
(c) Z
Which of the following will be chiral
(a) CH3CHCl2
(c) CD2Cl2

(b) S
(d) E
[J & K 2005]
(b) CH3CHBrCl
(d) CH2CIBr

Haloalkanes and Haloarenes -Worksheet JEE Advance/AIIMS

55.

Which of the following Fischer projection formula is same as D-Glyceraldehyde


[Kerala CET 2005]
CH2OH
CH OH
2

HO

CHO

(a)

CHO

(b)

CHO

CHO

CH2OH

HO

CH2OH

(c)

OH

(d)

HO

CH2OH

HO
CHO

(e)
56.

How many optically active stereomers are possible for butane-2,3-diol


[KCET 2008]
(a) 3
(b) 4
(c) 1
(d) 2
CCl3
1 equ. of Br2 / Fe.

A.

compound A is

[Orissa JEE 1998]

57.

CCl3

CCl3

Br

(a)

(b)

CCl3

Br

(c)

CCl3
(d)

Br

Br
Br

Haloalkanes and Haloarenes -Worksheet JEE Advance/AIIMS

58.

59.

60.

61.

62.

63.

64.

65.

66.

67.

68.

Ethyl bromide can be converted into ethyl alcohol by


[KCET 1989]
(a) Heating with dilute hydrochloric acid and zinc
(b) Boiling with an alcoholic solution of KOH
(c) The action of moist silver oxide
(d) Refluxing methanol
Reaction of ethyl chloride with sodium leads to
(a) Ethane
(b) Propane
(c) n-butane
(d) n- pentane

2 CHCl3

O2

2COCl2 + 2HCl

In the above reaction, X stands for


[CPMT 1985]
(a) An oxidant
(b) A reductant
(c) Light and air
(d) None of these
The organic chloro compound, which shows complete stereochemical
inversion during a SN2 reaction, is
(a) (CH3)3 CCl
(b) (CH3)2 CHCl
(c) CH3 Cl
(d) (C2H5)2 CHCl
Which is not present in Grignard reagent
[CBSE PMT 1991]
(a) Methyl group
(b) Magnesium
(c) Halogen
(d) COOH group
Chlorobenzene is
(a) Less reactive than benzyl chloride (b) More reactive than ethyl bromide
(c) Nearly as reactive as methyl chloride (d) More reactive than isopropyl chloride
The reactivities of methyl chloride, propyl chloride and chlorobenzene are in the
[KCET 1988]
order
(a) Methyl chloride > propyl chloride > chlorobenzene
(b) Propyl chloride > methyl chloride > chlorobenzene
(c) Methyl chloride > chlorobenzene > propyl chloride
(d) Chlorobenzene > propyl chloride > methyl chloride
Ethylidene chloride on treatment with aqueous KOH gives
[MP PMT 1986]
(a)Ethylene glycol
(b) Acetaldehyde
(c) Formaldehyde
(d) None
Reaction C2H5I + C5H11I + 2Na C2H5 C5H11 + 2Nal is called
[MP PMT 1992]
(a) Hofmanns reaction
(b) Dows reaction
(c) Wurtzs reaction
(d) Riemer-Tiemanns reaction
The dehydrobromination of 2-bromobutane gives CH3CH=CHCH3. The
product is
(a) Hofmann product
(b) Saytzeff product
(c) Hofmann-Saytzeff product
(d) Markownikoff product
Ethylene difluoride on hydrolysis gives
(a) Glycol
(b) Fluoroethanol
(c) Diffuoroethanol
(d) Freon

Haloalkanes and Haloarenes -Worksheet JEE Advance/AIIMS

69.

70.

71.

72.

73.

74.

75.

76.

77.

78.

79.

10

Ethyl bromide reacts with silver nitrite to form


[DPMT 1985; IIT JEE 1991; Roorkee 1999]
(a) Nitroethane
(b) Nitroethane and ethyl nitrite
(c) Ethyl nitrite
(d) Ethane
CH3 CH2 CH2Br + KOH (alc.) Product. Product in above reaction is
[RPMT 2003]
(a) CH3 CH = CH2
(b) CH3 CH2 CH3
(c) (a) and (b) both
(d) None of these
Which Chloride is least reactive with the hydrolysis point of view
[MP PET 2003, 09; Kerala PMT 2008]
(a) CH3Cl
(b) CH3CH2Cl
(c) (CH3)3CCl
(d) CH2 = CH Cl
1-chlorobutane reacts with alcoholic KOH to form
[IIT JEE 1991; AFMC 1998; RPMT 2002; DCE 2005]
(a) 1- butene
(b) 2- butane
(c) 1- butanol
(d) 2- butanol
Chlorobenzene on fusing with solid NaOH gives
[DPMT 1981; CPMT 1990]
(a) Benzene
(b) Benzoic acid
(c) Phenol
(d) Benzene chloride
Alkyl halides are less soluble in water because
[Orissa JEE 2008]
(a) They ionize in water
(b) They do not form H-bonds with water
(c) They are highly viscous
(d) They have very strong C X bond
Ethyl chloride on heating with silver cyanide forms a compound X. The
functional isomer of X is
[EAMCET 1997; KCET 2005]
(b) C2H5CN
(a) C2H5NC
(c) H3C NH CH3
(d) C2H5NH2
When chloroform is exposed to air and sunlight, it gives [CPMT1987; CBSE
PMT 1990; EAMCET 1993; MNR 1994; MP PET 1997, 2000; MH CET 1999;
BHU 2001; UPSEAT 2001, 02; AFMC 2002; RPMT 2003]
(a) Carbon tetrachloride
(b) Carbonyl chloride
(c) Mustard gas
(d) Lewsite
An organic halide is shaken with aqueous NaOH followed by the addition of
dil. HNO3 and silver nitrate solution gave white ppt. The substance can be
[JIPMER 1997]
(a) C6H4(CH3)Br
(b) C6H5CH2Cl
(c) C6H5Cl
(d) None of these
A compound A has a molecular formula C2Cl3OH. It reduces Fehling solution
and on oxidation gives a Monocarboxylic acid (B). A is obtained by action of
chlorine on ethyl alcohol A is[CBSE PMT 1994; MP PET 1997; KCET 2005]
(a) Chloral
(b) CHCl3
(c) CH3Cl
(d) Chloroacetic acid
Hydrolysis
X
C2H5Cl + KCN
Y. 'X' and Y' are
[MP PET 1995]
(a) C2H6 and C2H5CN
(b) C2H5CN and C2H6
(c) C2H5CN and C2H5CH2NH2
(d) C2H5CN and C2H5COOH

Haloalkanes and Haloarenes -Worksheet JEE Advance/AIIMS

80.

81.

82.

83.

84.

85.

86.

CH3 CH2 Br on treatment with LiAlH4 gives ethane gas while


(CH3 )3CBr on same treatment gives H2 gas because
[Orissa JEE 2009]
2
(a) The formers is SN and later is E2 reaction
(b)The former is E2 and later is SN2 reaction
(c) The former is SN1 and later is E2 reaction
(d) The former is E2 and later is SN1 reaction
The hybridization state of carbon atoms in the product formed by the reaction
of ethyl chloride with aqueous potassium hydroxide is
[EAMCET 1997]
(a) sp
(b) sp2
(c) sp3
(d) sp3d
Which of the following compounds does not undergo Nucleophilic
substitution reactions
[KCET 1998]
(a) Vinyl chloride
(b) Ethyl bromide
(c) Benzyl chloride
(d) Isopropyl chloride
Among the following one with the highest percentage of chlorine is
[MNR 1989; BHU 1998; MH CET 1999]
(a) Chloral
(b) Pyrene
(c) PVC
(d) Gammexane
In which alkyl halide, SN2 mechanism is favoured maximum
[RPMT 1997]
(a) CH3Cl
(b) CH3CH2Cl
(d) (CH3)3 C Cl
(c) (CH3)2 CHCl
An isomer of C3H6Cl2 on boiling with aqueous KOH gives acetone. Hence, the
[UPSEAT 2000]
isomer is
(a) 2, 2-dichloropropane
(b) 1, 2-dichloropropane
(c) 1, 1-dichloropropane
(d) 1, 3-dichloropropane
Wurtz reaction of methyl iodide yields an organic compound X. Which one of
the following reactions also yields X [EAMCET 2003]
dry ether

(a) C2H5Cl + Mg
(c) C2H5Cl + C2H5ONa

(b) C2H5Cl + LiAIH4


Ag powder
(d) CHCl3

87.

88.

11

An organic compound A(C4H9Cl) on reaction with Na/diethyl ether gives a


hydrocarbon, which on monochlorination gives only one chloro derivative A is
[Kerala PMT 2004]
(a) ter butyl chloride
(b) sec-butyl chloride
(c) Isobutyl chloride
(d) n-butyl chloride
(e) None of these
Which of the following will give yellow precipitate on shaking with an
aqueous solution of NaOH followed by acidification with dil. HNO3 and
addition of AgNO3 solution
[Orissa JEE 2009]

Haloalkanes and Haloarenes -Worksheet JEE Advance/AIIMS

CH2Cl

Cl

(a)

(b)

Br

CH3
I

(c)

Cl
(d)

Br
89.

90.

91.

92.

93.

94.

95.

96.

97.

12

Dehydrohalogenation in monohaloalkanes produces


(a) A single bond
(b) A double bond
(c) A triple bond
(d) Fragmentation
In this reaction, product X is
[MH CET 2002]
(a) Acetic acid
(b) Propionic acid
(c) Butyric acid
(d) Formic acid
In alkaline hydrolysis of a tertiary alkyl halide by aqueous alkali
concentration of alkali is doubled, then the reaction.
[MH CET 2002]
(a) Will be doubled
(b) Will be halved
(c) Will remain constant
(d) Cant say
False statement is
[RPET 1999]
(a) Chloroform is heavier than water
(b) CCl4 is non-inflammable
(c) Vinyl chloride is more reactive than allyl chioride
(d) Br is a good nucleophile as compared to I
R X + NaOH ROH + NaX
The above reaction is classified as
[CBSE PMT 1991; RPET 2000]
(a) Nucleophilic substitution
(b) Electrophilic substitution
(c) Reduction
(d) Oxidation
When methyl bromide is heated with Zn it gives
[MP PMT 2001]
(a) CH4
(b) C2H6
(c) C2H4
(d) CH3OH
The reaction conditions used for converting 1, 2- dibromopropane
propylene are
[J & K CET 2006]
(a) KOH, alcohol/
(b) KOH, water/
(c) Zn, alcohol/
(d) Na, alcohol/
On treating a mixture of two alkyl halides with sodium metal in dry ether,
methyl propane was obtained. The alkyl halides are
[KCET 2004]
(a) 2-chloropropane and chloromethane
(b) 2-chloropropane and chloroethane
(c) Chloromethane and chloroethane
(d) Chloromethane and 1-chloropropane
The reaction of an aromatic halogen compound with an alkyl halides
presence of sodium and ether is called [MP PMT 2004]
(a) Wurtz reaction
(b) Sandmeyers reaction
(c) Wurtz-Fittig reaction
(d) Kolbe reaction

if

to

2-

in

Haloalkanes and Haloarenes -Worksheet JEE Advance/AIIMS

98.

99.

100.

101.

102.

The compound added to prevent chloroform to form phosgene gas is


[MP PET 2004]
(a) C2H5OH
(b) CH3COOH
(c) CH3COOH3
(d) CH3OH
Among the following, the one which reacts most readily with ethanol is
[AIIMS 2004]
(a) p- nitrobenzyl bromide
(b) p-chlorobenzyl bromide
(c) p- methoxybenzyl bromide
(d) p-methylbenzyl bromide
An alkyl halide by formation of its Grignard reagent and heating with water
yields propane. What is the original alkyl halide
[J & K CET 2006]
(a) Methyl iodide
(b) Ethyl iodide
(c) Ethyl bromide
(d) Propyl bromide
Which of the following halide is 20
(a) Isopropyl chloride
(b) Isobutyl chloride
(c) n-propyl chloride
(d) n butyl chloride
Full name of DTT is
[KCET 1993]
(a) 1, 1, 1 trichloro 2, 2-bis(p-chlorophenyl) ethane
(b) 1,1 dichloro-2, 2-diphenyl trimethylethane
(c) 1, 1-dichloro-2, 2-diphenyl trichloroethane
(d) None of these
Light

103.

104.

105.

106.

107.

108.

13

C3 H7 Cl + HCl
C3H8 + Cl2
is an example of which of the following
types of reactions
[AFMC 1997; CPMT 1999]
(a) Substitution
(b) Elimination
(c) Addition
(d) Rearrangement
In preparation of CHCl3 from ethanol and bleaching powder, the latter
[BHU 1986]
provides
(a) Ca(OH)2
(b) Cl2
(c) Both (a) and (b)
(d) None of these
Lucas reagent is
[AIIMS 1980; CPMT 1986,
89;MP PET 1992, 95; MP PMT
1996; Kurukshetra CEE 2002]
(a) Concentrated HCl + anhydrous ZnCl2
(b) Dilute HCl + hydrated ZnCl2
(c) Concentrated HNO3 +anhydrous ZnCl2
(d) Concentrated HCl + anhydrous MgCl2
Which compound does not form iodoform with alkali and iodine
[IIT JEE 1885]
(a) Acetone
(b) Ethanol
(c) Diethyl ketone
(d) Isopropyl alcohol
Acetone reacts with I2 in presence of NaOH to form
[MP PMT 1992]
(a) C2H5I
(b) C2H4I2
(c) CHI3
(d) CH3I
A Grignard reagent may be made by reacting magnesium with
[CPMT 1984]
(a) Methyl amine
(b) Diethyl ether
(c) Ethyl iodide
(d) Ethyl alcohol
Haloalkanes and Haloarenes -Worksheet JEE Advance/AIIMS

109.

110.

111.

112.

113.

114.

115.

116.

117.

118.

119.

14

treatment with chlorine in presence on sunglight, toluene gives the product


[MH CET 1999, 2002; Orissa JEE 2003]
(a) o-chloro toluene
(b) o- dichloro toluene
(c) p chloro toluene
(d) Benzyl chloride
Which of the following acids adds to propene in the presence of
peroixide to give anti-Markownikoffs product
[MP PET 2003]
(a) HF
(b) HCl
(c) HBr
(d) HI
Ethyl bromide can be converted into ethyl alcohol by
[KCET 1989]
(a) Heating with dilute hydrochloric acid and zinc
(b) Boiling with an alcoholic solution of KOH
(c) The action of moist silver oxide
(d) Refluxing methanol
Carbylamine is liberated when . Is heated with chloroform and
[KCET 1992]
alcoholic potash
(a) An aldehyde
(b) A primary amine
(c) A secondary amine
(d) A phenol
Salicylic acid can be prepared using Reimer- Tiemanns reaction by
[KCET 1989]
treating phenol with
(a) Methyl chloride in presence of anhydrous aluminium chloride
(b) Carbon dioxide under pressure in sodium hydroxide solution
(c) Carbon tetrachloride and concentrated sodium hydroxide
(d) Sodium nitrite and a few drops of concentrated sulphuric acid
Reaction of t-butyl bromide with sodium methoxide produces
[CBSE PMT 1994]
(a) Isobutane
(b) Isobutylene
(c) Sodium t-butoxide
(d) t-butyl methyl ether
1-chlorobutane reacts with alcoholic KOH to form
[IIT JEE 1991; AFMC 1998; RPMT 2002; DCE 2005]
(a) 1- butene
(b) 2- butane
(c) 1- butanol
(d) 2- butanol
Alkyl halide on heating with alc. NH3 in a sealed tube results
[Orissa JEE 2002]
0
(a) 1 amine
(b) 20 amine
(c) 30 amine
(d) All of these
2, 6 Dimethylheptane on monochlorination produces derivatives
[DPMT 2001]
(a) 5
(b) 6
(c) 3
(d) 4

X + KCN

CH3 CN

CH3 CH2 NH2 .

what is (X)
[DCE 2007]
(a) CH3CH2Cl
(b) CH3Cl
(c) CH3CH2CH2Cl
(d) (CH3)2 CHCl
In Nucleophilic aliphatic substitution, the nucleophiles are generally
(a) Acids
(b) Bases
(c) Salts
(d) Neutral molecules

Haloalkanes and Haloarenes -Worksheet JEE Advance/AIIMS

120.

121.

122.

123.

124.

125.

126.

127.

Allyl chloride on dehydro chlorination vies


[Kerala (Med.) 2003]
(a) Propadiene
(b) Propylene
(c) Acetylchloride
(d) Acetone
which of the following compounds has the highest boiling point
[AIIMS 2006]
(a) CH3CH2CH2Cl
(b) CH3CH2CH2CH2Cl
(c) CH3CH(CH3)CH2Cl
(d) (CH3)3C Cl
Al alkyl bromide (X) reacts with Na to form 4, 5 diethyloctane. Compound X
is
[Roorkee 1999]
(a) CH3(CH2)3 Br
(b) CH3(CH2)5 Br
(c) CH3(CH2)3CH.Br.CH3
(d) CH3(CH2)2CH. Br. CH2CH3
Bottles containing C6H5I and C6H5CH2I lost their original labels. They
were labelled 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 dilute HNO3 and then some AgNO3 solution was
added. Substance B give a yellow precipitate. Which one of the
following statement is true for this experiment
[AIEEE 2003]
(a) A was C6H5 I
(b) A was C6H5CH2I
(c) B was C6H5 I
(d) Addition of HNO3 was unnecessary
In fire extinguisher, pyrene is
[DPMT 1985]
(a) CO2
(b) CCl4
(c) CS2
(d) CHCl3
Which one of the following possess highest m.pt.
[Pb. CET 2004]
(a) Chlorobenzene
(b) o-dichlorobenzene
(c) m-dichlorobenzene
(d)p-dichlorobenzene
Number of -bonds present in B.H.C. (Benzene hexachloride) are
[RPMT 1999]
(a) 6
(b) Zero
(c) 3
(d) 12
Which of the following organic compound will give a mixture of 1chlorobutane and 2-chlorobutane on chlorination
[CPMT 2001]
H
(a) CH3 CH CH = CH2
(b)
HC C C = CH

CH3
128.

15

(c) CH2 = CH CH = CH2


(d) CH2 = CH CH2 CH3
In methyl alcohol solution, bromine reacts with ethylene to yield
BrCH2CH2OCH3 in addition to 1, 2-dibromoethane because
[Pb. PMT 1998]
(a) The ion formed initially may react with Br or CH3OH
(b) The methyl alcohol solvates the bromine
(c) The reaction follows Markownikoff;s rule
(d) This is a free-radical mechanism

Haloalkanes and Haloarenes -Worksheet JEE Advance/AIIMS

129.

130.

131.

132.

133.

134.

135.

136.

137.

138.

139.

140.

16

When ethyl alcohol and KI reacted in presence of Na2CO3 yellow


crystals of are formed.
[AFMC 1989]
(a) CHI3
(b) CH3 I
(c) CH2I2
(d) C2H5 I
Chloroform can be obtained from
[MNR 1986]
(a) Methanol
(b) Methanal
(c) Propanol-1
(d) Propanol-2
Chlorine reacts with ethanol to give
[MP PMT 1989; CPMT 1997; KCET 1998; JIPMER 1999]
(a) Ethyl chloride
(b) Chloroform
(c) Acetaldehyde
(d) Chloral
Acetone reacts with I2 in presence of NaOH to form
[MP PMT 1992]
(a) C2H5 I
(b) C2H4 I2
(c) CHI3
(d) CH3I
Ethyl benzoate reacts with PCl5 to give [KCET 2003]
(a) C2H5Cl + C6H5 COCl +POCl3 + HCl (b) C2H5 Cl + C6 H5COCl +POCl3
(d) C2H5Cl + C6H5COOH +POCl3
(c) CH3COCL + C6H5 COCl +POCl3
On treatment with chlorine in presence on sunglight, toluene gives the
product
[MH CET 1999, 2002; Orissa JEE 2003]
(a) o-chloro toluene
(b) o- dichloro toluene
(c) p chloro toluene
(d) Benzyl chloride
Which of the following acids adds to propene in the presence of
peroixide to give anti-Markownikoffs product
[MP PET 2003]
(a) HF
(b) HCl
(c) HBr
(d) HI
The catalyst used in Rachigs process is
(a) LiAIH4
(b) Copper chloride
(c) Sunlight
(d) Ethanol/Na
The reactivity of ethyl chloride is
[KCET 1986]
(a) Move or less equal to that of benzyl chloride
(b) More than that of benzyl chloride
(c) More or less equal to that of chlorobenzene
(d) Less than that of chlorobenzene
The reactivity of halogen atom is minimum in
[KCET 1985]
(a) Propyl chloride
(b) Propyl iodide
(c) Isopropyl chloride
(d) Isopropyl bromide
Which of the following compound will make precipitate most readily
with AgNO3
[CPMT 1992]
(a) CCl3 CHO
(b) CHCl3
(c)C6H5CH2Cl
(d) CHl3
From which one of the following, both ethylene and acetylene could be
prepared in a single step reaction.
[Kerala PMT 2008]
(a) CH3CH2OH
(b) Br H2 CH2 Br
(c) CH3CH2 Br
(d) Br CH2 CH2 OH

Haloalkanes and Haloarenes -Worksheet JEE Advance/AIIMS

141.

142.

143.

144.

145.

146.

147.

C6 H5CH2Cl + KCN(aq.)

X + Y.Compounds X and Y are

[BHU 1979]
(a) C6H6 + KCl
(b) C6H5 CH2 CN + KCl
(c) C6H5CH3 + KCl
(d) None of these
In presence of AlCl3, benzene and n-propyl bromide react in FriedalCrafts reaction to form
[MP PMT 1991]
(a) n propyl benzene
(b) 1, 2 dinormal propyl benzene
(c) 1, 4 dinormal propyl benzene
(d) Isopropyl benzene
Which of the following statements about chloroform is false
[Manipal MEE 1995]
(a) It is a colourless, sweet-smelling liquid
(b) It is almost insoluble in water
(c) It is highly inflammable
(d) It can be used as an inhalational anaesthetic agent
On heating CHCl3 with aq. NaOH, the product is
[BHU 1997; EAMCET 1998; JIPMER (Med.) 2002; Orissa JEE 2003]
(a) CH3COONa
(b) HCOONa
(c) Sodium oxalate
(d) CH3OH
Identify X and Y in the following sequence
x
y
C6H5Br
product
C3H7NH2
[Orissa JEE 2005]
(a) X = KCN, Y = LiAIH4
(b) X = KCN, Y = H3O+
(c) X = CH3Cl, Y = AlCl3/HCl
(d) X = CH3NH2, Y = HNO2
Which of the following statements is incorrect
[CPMT 1977]
(a) C2H5 Br reacts with alco. KOH to form C2H5 OH
(b) C2H5 Br when treated with metallic sodium gives ethane
(c) C2H5Br when treated with sodium ethoxide forms diethyl ether
(d) C2H5Br with AgCN froms ethyl isocyanide
Following equation illustrates

200 2500C
C6H5Cl + 2NaOH

148.

149.

17

200 atm

C6H5ONa + NaCl + H2O

[Bihar CEE 1995]


(a) Dows process
(b) Kolbes process
(c) Carbylamine test
(d) Haloform reaction
One of the following that cannot undergo dehydrohalogenation is
[J &K 2005]
(a) Isopropyl bromide
(b)Ethanol
(c) Ethyl bromide
(d) None of these4
A compound X on reaction with chloroform and NaOH gives a
compound with a very unpleasant odour. X is
MP PMT 1997]
(a) C6H5CONH2
(b) C6H5 NH2
(c) C6H5CH2NHCH3
(d) C6H5NHCH3

Haloalkanes and Haloarenes -Worksheet JEE Advance/AIIMS

150.

151.

152.

153.

154.

155.

156.

157.

158.

A sample of chloroform being used as anaesthetic is tested by


[AIIMS 1980; CPMT 1983; DPMT 2001]
(a) Fehling solution
(b) Ammoniacal Cu2Cl2
(c) AgNO3 solution after boiling with alcoholic KOH solution
(d) AgNO3 solution after boiling with alcoholic KOH solution.
Dehydrohalogenation of an alkyl halide is
[MP PMT 1996]
(a)An addition reaction
(b) A substitution reaction
(c) An elimination reaction
(d) An oxidation reaction
Haloalkane in the presence of alcoholic KOH undergoes
[KCET (Engg/Med.) 2002]
(a) Elimination
(b) Polymerisation
(c) Dimerisation
(d) Substitution
Alkyl halide on heating with alc. NH3 in a sealed tube results
[Orissa JEE 2002]
0
(a) 1 amine
(b) 20 amine
(c) 30 amine
(d) All of these
When CH3 CH2 CHCl2 is treated with NaNH2 the product formed is
[CBSE PMT 2002]
(a) CH3 CH = CH2
(b) CH3 C CH
(d) CH3CH2C(NH2)2
(c) CH3CH2CH(NH2 )(Cl)
2, 6 Dimethylheptane on monochlorination produces derivatives
[DPMT 2001]
(a) 5
(b) 6
(c) 3
(d) 4
The less reactivity of chlorine atom in CH2 = CH Cl is due to
[DCE 2001]
(a) Inductive effect
(b) Resonance stabilization
(c) Electrometric effect
(d) Electronegativity
The reagent(s) for the following conversion
?
Br
H
H
Br
is/are
[IIT JEE 2007]
(a) Alcoholic KOH
(b) Alcoholic KOH followed by NaNH2
(c) Aqueous KOH followed by NaNH2
(d) Zn / CH3 OH
Toluene reacts with excess of Cl2 inpresence of sunlight to give a
product which on hydrolysis followed by reaction with NaOH gives
[Orissa JEE 2004]
COOH

COONa
(a)

(c)
18

COONa
Na

(b)

(d) None of these


Haloalkanes and Haloarenes -Worksheet JEE Advance/AIIMS

159.

160.

161.

162.

163.

164.

165.

166.

Reaction of alkyl halides with aromatic compounds in presence of


anhydrous AlCl3 is known as
[UPSEAT 2004]
(a) Friedal-Craft reaction
(b) Hofmann degradation
(c) Kolbes synthesis
(d) Beckmann rearrangement
Ethylene dibromide on heating with metallic sodium in ether solution
yields
[Pb. CET 2004]
(a) Ethene
(b) Ethyne
(c) 2-butene
(d) 1-butene
In the following reaction X is
CH3NH2 +X + KOH CH3 NC (highly offensive odour)
[MP PET 1994]
(a) CH2Cl2
(b) CHCl3
(c) CH5Cl
(d) CCl4
Why is chloroform put into dark coloured bottles
[MP PET 2002]
(a) To prevent evaporation
(b) To prevent from moisture
(c) To prevent it from oxidation to form phosgene
(d) To prevent its reaction with glass
When phenyl magnesium bromide reacts with t-butanol, the product
[IIT 2005]
would be
(a) Benzene
(b) Phenol
(c) t butyl benzene
(d) t butyl phenyl ether
Which of the following is liquid at room temperature
[AFMC 2005]
(a) CH3 I
(b) CH3 Br
(c) C2H5Cl
(d) CH3F
Which of the following haloalkanes is most reactive
[KCET 2005]
(a) 1- chloropropane
(b)1-bromopropane
(c) 2-chloropropane
(d)2-bromopropane
Analyse the following reaction and identify the nature of A and B
[Kerala CET 2005]

HBr

HBr

Hv

Br

(a) Both A and B are

(b) Both A and B are

19

Br

Haloalkanes and Haloarenes -Worksheet JEE Advance/AIIMS

Br

(c) A is

Br

& B is

Br

167.

168.

169.

170.

171.

172.

173.

174.

20

(d) A is

Br & B is

(e) A is

Br & B is

Br

The correct increasing order of the reactivity of halides for SN1 reaction
[BHU 2006]
is
(a) CH3 CH3 X < (CH3 )2CH X < CH2 = CH CH2 X < PhCH2 X
(b) (CH3 )2 CH X < CH3 CH2 X < CH2 = CH CH2X < PhCH2 X
(c) PhCH2 X <(CH3 )2CH X <CH3 CH2 X < CH2 =CH CH2 X
(d) CH2 = CH CH2 X < Ph CH2 X < (CH3 )2 CH X < CH3 CH2 X
Number of isomers of molecular formula C2H2Br2 are
[CPMT 1987]
(a) 1
(b) 2
(c) 3
(d) 0
Lactic acid shows which type of isomerism
[CPMT 1987; MP PMT 1987; BHU 2003]
(a) Geometrical isomerism
(b) Tautomerism
(c) Optical isomerism
(d) Metamerism
Separating of d and I enantiomorphs from a racemic mixture is called
[CBSE PMT 1988; DPMT 1983; KCET 2002]
(a) Resolution
(b) Dehydration
(c) Rotation
(d) Dehydrohalogenation
Number of optical isomers of lactic acid are
(a) 1
(b) 2
(c) 3
(d) 4
Meso-trararic acid is optically is optically inactive due to the presence of
[AIIMS 1982; MP PMT 1987; BHU 2001]
(a)Molecular symmetry
(b) Molecular asymmetry
(c) External compensation
(d) Two asymmetric C-atoms
It is possible to distinguish between optical isomers by
[Manipal MEE 1995; AFMC 1995]
(a) Infrared spectroscopy
(b) Mass spectroetry
(c) Melting point determination
(d) Polarimetry
The number of enantiomers of the compound CH3CHBrCHBrCOOH is
[AIIMS 1997]
(a) 0
(b) 1
(c) 3
(d) 4

Haloalkanes and Haloarenes -Worksheet JEE Advance/AIIMS

175.

176.

177.

178.

Which of the following compounds is not chiral


[CBSE PMT 1998; DPMT 2002]
(a) DCH2CH2CH2Cl
(b) CH3CH2CHDCl
(d) CH3CHClCH2D
(c) CH3CHDCH2CH2Cl
d- tartaric acid and l-tartaric acid are
[MH CET 1999]
(a) Enantiomers
(b) Tautomers
(c) Diastereoisomers
(d) Structural isomers
Optical isomerism arises due to the presence of
[RPMT 1999, 2000]
(a) An asymmetric carbon atom
(b) Centre of symmetry
(c) Axis of symmetry
(d) Plane of symmetry
The correct statement(s) about the compound given below is (are)
[IITJEE 2008]
CL
H
CH3
H3C

H
CL

179.

180.

181.

182.

183.

21

(a) The compound is optically active


(b) The compound possesses centre of symmetry
(c) The compound possesses plane of symmetry
(d) The compound possesses axis of symmetry
Stereoisomers which are not the mirror images of one another are called
[RPMT 2000; MP PET 1999]
(a) Enantiomers
(b) Mesomers
(c) Tautomers
(d) Diasteroisomers
Which of the following statements is not true about enantiomers
[DCE 2001]
(a) They have same physical properties
(b) They have different biological properties
(c) They have same chemical properties towards chiral compounds.
(d) None of these
The number of isomers for the compound with molecular formula C2 BrClFI is
[IIT JEE (Screening) 2001]
(a) 3
(b) 4
(c) 5
(d) 6
Which of the following compounds is optically active
[Pb. PMT 2001; AMU 2002; Kerala (Med.) 2003]
(a) (CH3)2CHCH2OH
(b) CH3CH2OH
(c) CCl2F2
(d) CH3CHOHC2H5
A compound whose molecules are superimposable on their mirror images even
though they contain an asymmetric carbon atom is called
[Kerala (Med.) 2003]
(a) A meso compound
(b) An erythro isomer
(c) A threo isomer
(d) A glycol

Haloalkanes and Haloarenes -Worksheet JEE Advance/AIIMS

184.

The correct statement about the compounds A and B is


COOCH3

COOH

OH

OH

OH

OH

COOH

COOCH3

(A)

185.

186.

187.

(B)

[IIT, JEE 1997; DCE 2002; UPSEAT 2004; DPMT 2005]


(a) A and B are identical
(b) A and B are diastereomers
(c) A and B are enantiomers
(d) None of these
Which one of the following compounds is capable of existing in a meso form
[Kerala PET 2008]
(a) 3, 3-dibromopentane
(b) 4-bromo-2-pentanol
(c) 3-bromo-2-pentanol
(d) 2, 3-dibromopentane
(e) 2, 4-dibromopentane
Among the following which one can have a meso form
[AIIMS 2006]
(a) CH3CH(OH)CH(Cl) C2H5
(b) CH3CH(OH)CH(OH) CH3
(d) HOCH2CH(Cl) CH3
(c) C2H5CH(OH)CH(OH) CH3
Consider the following representation.
CH3

CH3
H

Br
F

They are
(a) Enantiomers
(c) Conformational isomers
188.

F
Br

[Kerala PMT 2006]


(b) Diastereomers
(d) Identical
(e) Cis-trans isomers

Which of the following compound is expected to be optically active

[KCET 2006]

189.

(a) (CH3)2CHCHO

(b) CH3CH2CH2CHO

(c) CH3CH2CHBr CHO

(d) CH3CH2CBr2CHO

Acyclic stereoisomers having the molecular formula C4H7Cl are classified and
tabulated. Find out the correct set of numbers

a
b
c
d
e
22

Geometrical Optical
6
2
4
2
6
0
4
0
5
2

[Kerala PET 2008]

Haloalkanes and Haloarenes -Worksheet JEE Advance/AIIMS

190.

191.

192.

193.

Which will show optical isomerism


[AMU 2006]
(a) 3, 3-dichloropentane
(b) 2-chloro-2-butanol
(c) 2-chloro-2-propanol
(d) All of these
The number of racemic mixture obtained by optical isomers of 2, 3-dihydroxy
butanal is/are
[Gujarat CET 2007]
(a) Three
(b) Two
(c) One
(d) Zero
If there is no rotation of plane polarized light by a compound in a specific
solvent, thought to be chiral, it may mean that
[CBSE PMT 2007]
(a) The compound is certainly a chiral
(b) The compound is certainly meso
(c) There is no compound in the solvent
(d) The compound may be a racemic mixture
Which one of the following is the correct formula of dichlorodiphenyl
trichloroethane
[AIIMS 1982]

Cl

(a)

Cl

Cl

(b)

Cl

Cl

Cl

Cl

Cl

Cl

(c)

Cl

C
Cl

Cl

Cl

Cl

Cl

Cl

Cl

(d)
Cl

194.

195.

196.

23

CCl4 is well known fire extinguisher. However after using it to


extinguish fire, the room should be well ventilated. This is because
[Kerala PMT 2008]
(a) It is flammable at higher temperatures
(b) It is toxic
(c) It produces phosgene by reaction with water vapour at higher temperature
(d) It is corrosive
(e) It is anaesthetic
CFx Cly [where x + y = 4]. These compounds are not used because
[RPET 2000]
(a) These are fluoro carbons
(b) These are difficult to synthesise
(c) They deplete ozone layer
(d) None of the these
The molecular formula of DDT has
[MP PMT 1997]
(a) 5- chlorine atoms
(b) 4 chlorine atoms
(c) 3 chlorine atoms
(d) 2 chlorine atoms

Haloalkanes and Haloarenes -Worksheet JEE Advance/AIIMS

197.

198.

199.

200.

Match the list I and II and pick the correct matching from the codes
given below :
[Kerala PMT 2006]
A. Iodoform
1. CF4
B. BHC
2. antiseptic
C. Freon-14
3. month repellant
D. Halothanes
4. inhalative anesthetic
E. p-dichlorobenzene
5. termite pesticide
(a) A 2; B 4; C 5; D 3, E 1
(b) A 2; B 5; C 1; D 4, E 3
(c) A 3; B 4; C 2; D 1, E 5
(d) A 1; B 3; C 5; D 2, E 4
(e) A 5; B 4; C 3; D 2, E 1
Which of the following is used in fire extinguisheres
[AFMC 1993]
(a) CH4
(b) CHCl3
(c) CH2Cl2
(d) CCl4
Which of the following is an anaesthetic[AFMC 1989]
(a) C2H4
(b) CHCl3
(c) CH3Cl
(d) C2H5OH
What would be the product formed when 1-Bromo-3-chloro
cyclobutane reacts with two equivalents of metallic sodium in ether
[IIT JEE (Screening) 2005]
Cl

(a)

(b)

Br
(c)
201.

202.

203.

24

(d)

The odd decomposition of carbon chlorine bond form


[UPSET 1999]
(a) Two free ions
(b) Two-carbonium ion
(c) Two carbanion
(d) A cation and an anion
Ethyl orthoformate is formed by heating with sodium ethoxide
[EAMCET 2003]
(a) CHCl3
(b) C2H5 OH
(c) HCOOH
(d) CH3CHO
1, 2-di-bromo cyclohexene on dehydrohalogenation gives
[UPSEAT 2003]
(a)

(b)

(c)

(d) None of these

Haloalkanes and Haloarenes -Worksheet JEE Advance/AIIMS

204.

205.

206.

In which one of the following conversions phosphorus pentachloride is


used as a reagent
[EAMCET 1997]
(a) H2C = CH2 CH3CH2Cl
(b) H2C O CH3 CH3 Cl
(c) CH3CH2OH CH3CH2Cl
(d) HC CH2 CH2 = CHCl
When but -3-en -2- ol reacts with aq. HBr, the product formed is
[DCE 2001]
(a) 3- bromobut-1-ene
(b) 1 bromobut-2-ene
(c) A mixture of both (a) and (b)
(d) 2-bromobut -2-ene
Which chlorine atom is more electronegative in the following
[UPSEAT 2004]
(a) CH3 Cl
(b) CH3 CH2 Cl
CH3
CH3
(c) H C Cl

207.

25

(d)

CH3 CH2 C Cl

CH3
CH3
A dihalogen derivative X of a hydrocarbon with three carbon atoms
reacts with alcoholic KOH and produces another hydrocarbon with
forms a red precipitate with Ammonia cal Cu2Cl2. X gives an aldehyde
on reaction with aqueous KOH. The compound X is
[Kerala PET 2008]
(a) 1, 3- Dichloropropane
(b) 1, 2- Dichloropropane
(c) 2, 2- Dichloropropane
(d) 1, 1- Dichloropropane
(e) 1, 3- Dichloropropane

Haloalkanes and Haloarenes -Worksheet JEE Advance/AIIMS

ALKYL HALIDES
ANSWERSHEET
Que.no. Ans. Que.no. Ans. Que.no. Ans. Que.no. Ans. Que.no. Ans. Que.no. Ans. Que.no. Ans. Que.no. Ans.
1
b
27
a
53
a
79
d
105
a
131
d
157
b
183
a
2
b
28
b
54
a
80
a
106
c
132
c
158
b
184
c
3
c
29
d
55
c
81
c
107
c
133
d
159
a
185
e
4
b
30
c
56
a
82
a
108
c
134
a
160
c
186
c
5
a
31
b
57
a
83
b
109
d
135
c
161
b
187
d
6
b
32
a
58
c
84
a
110
c
136
c
162
c
188
c
7
b
33
c
59
c
85
a
111
c
137
b
163
a
189
a
8
d
34
c
60
c
86
b
112
b
138
c
164
a
190
b
9
d
35
d
61
c
87
a
113
c
139
d
165
d
191
b
10
a
36
c
62
d
88
c
114
b
140
b
166
c
192
d
11
a
37
d
63
a
89
b
115
a
141
b
167
a
193
a
12
b
38
a
64
a
90
b
116
d
142
d
168
c
194
c
13
a
39
b
65
b
91
c
117
d
143
c
169
c
195
c
14
a
40
c
66
c
92
c,d
118
b
144
b
170
a
196
a
15
a
41
b
67
b
93
a
119
b
145
a
171
b
197
b
16
a
42
b
68
a
94
b
120
a
146
a,b
172
a
198
d
17
a
43
b
69
a
95
c
121
b
147
a
173
d
199
b
18
c
44
d
70
a
96
a
122
d
148
b
174
d
200
d
19
a
45
b
71
d
97
c
123
a
149
b
175
a
201
d
20
b
46
c
72
a
98
a
124
b
150
c,d
176
a
202
a
21
d
47
a
73
c
99
c
125
d
151
c
177
a
203
a
22
a
48
d
74
b
100
d
126
b
152
a
178
a
204
b,c
23
b
49
b
75
b
101
a
127
b
153
d
179
d
205
c
24
c
50
a
76
b
102
a
128
a
154
b
180
a
206
d
25
c
51
d
77
b
103
a
129
a
155
d
181
d
207
d
26
b
52
b
78
a
104
c
130
d
156
b
182
d

26

Haloalkanes and Haloarenes -Worksheet JEE Advance/AIIMS