ORGANIC COMPOUNDS CONTAINING HALOGENS – 2

1) Haloforms are trihalogen derivatives of
a) Methane
b) Ethane
c) Propane
d) Benzene.

2) The haloform reaction is used for preparing
a) Halogens
b)
c)
d)

3) Which of the following processes does not occur during the formation of CHCI3 from C2H5OH and CaOCl2 ?
a) Hydrolysis
b) Oxidation
c) Reduction
d) Chlorination

4) Chloral is
a)
b)
c)
d)

5) One of the important constituents of teargas is
a)
b)
c)
d)

6) The hydrogen atoms in chloroform are
a) Acidic
b) Basic
c) Neutral
d) Unpredictable

7) lodoform is prepared by heating I2 and NaOH with
a) Methyl alcohol
b) Ethyl alcohol
c) Formic acid
d) Benzene.

8) The iodoform test is given by
a) All types of alcohols
b) All types of aldehydes
c) All types of ketones
d)

9) lodoform cannot be prepared from which of the following ?
a)
b)
c)
d)

10) lodoform can be prepared from all except
a) Acetaldehyde
b) 3-Methyl-2-butanone
c) Isobutyl alcohol
d) Acetophenone.

11) Which of the following cannot react with sodium hypoiodite?
a) Methanol
b) Ethanol
c) 2-Propanol
d) All the three react.

12) lodoform gives a yellow ppt. on heating with aq. AgN03 solution but chloroform does not. This is because
a) lodoform is ionic while chloroform is covalent
b) The C—Cl bond in chloroform is much weaker than the C—I bond in iodoform
c) The C—I bond in iodoform is weaker than the C—Cl bond in chloroform
d) Chloroform is a liquid while iodoform is a solid.

13) lodoform is used in medicine as an
a) Antiseptic
b) Anaesthetic agent
c) Antipyretic
d) Antibiotic.

14) @ The best reagent to distinguish between chlorobenzene and benzyl chloride is
a) Anhyd. AlCl3
b) Alc. AgNo3
c)
d) Beilstein test.

15) The compound called Westron is
a) Dichloroethylene
b) Trichloroethylene
c) Dichloroacetaldehyde
d) Acetylene tetrachloride.

16) Lindane can be obtained by the reaction of benzene with
a)
b)
c)
d)

17) Which of the following is used as a camphor substitute ?
a)
b)
c)
d)

18) @ Which of the following forms potassium carbonate on boiling with alcoholic KOH solution ?
a) Dichloromethane
b) Tetrachloromethane
c) Perchloroethane
d) Chloroform.

19) Carbon tetrachloride on treatment with SbF3 in presence of SbCl5 as catalyst gives
a)
b)
c)
d)

20) Freon, used as a refrigerant, is
a) Acetylene tetrachloride
b) Trichloroethylene
c) Dichlorodifluoromethane
d) Ethylene dichloride.

21) Which of the following is not an inhalative anaesthetic agent ?
a)
b)
c)
d)

22) Which of the following is a geminal dihalide ?
a) Ethylene bromide
b) Propylidene chloride
c) Propylene bromide
d) Isopropyl bromide

23) One among the following is not a vicinal dihalide ?
a)
b)
c)
d)

24) An , -dihalide is
a)
b)
c)
d)

25) Ethylene dichloride and ethylidene chloride are
a) Chain isomers
b) Functional isomers
c) Position isomers
d) Stereoisomers

26) Carbon tetrachloride does not have a net dipole moment because of
a) Its planar structure
b) Its regular tetrahedral structure
c) Similar sizes of carbon and chlorine atom
d) Similar electron affinities of carbon and chlorine

27) The carbylamine test is performed in alcoholic KOH by heating a mixture of
a) Chloroform and silver powder
b) Trihalogenated methane and a primary amine
c) An alkyI halide and a primary amine
d) An alkyl cyanide and a primary amine

28) The reaction of toluene with chlorine in presence of ferric chloride gives predominantly
a) Benzoyl chloride
b) m-Chlorotoluene
c) Benzyl chloride
d) o- and p-Chlorotoluene

29) Out of the following compounds, which one will have a zero dipole moment?
a) 1,1-Dichloroethylene
b) cis-1, 2-Dichloroethylene
c) trans-1,2-Dichloroethylene
d) None of these compounds

30) Phosgene is a common name for
a) Phosphoryl chloride
b) Thionyl chloride
c) Carbon dioxide and phosphine
d) CarbonyI chloride

31) What happens when CCI4 is treated with AgNO3 solution ?
a)
b) A white ppt. of AgCI will form
c)
d) Nothing will happen

32) The reaction of ethylamine with chloroform in alcoholic KOH produces
a)
b)
c)
d)

33) The carbon atom holding the halogen in aryl halides is
a)
b)
c) sp-Hybridized
d)

34) Benzene reacts with CI2 in the presence of FeCl3 (or halogen carrier) and in the absence of sunlight to form :
a) Benzyl chloride
b) Benzal chloride
c) Chlorobenzene
d) Benzenehexachloride

35) Which reagent cannot be used to prepare alkyl chloride from an alcohol ?
a)
b) NaCI
c)
d)

36) DDT is formed from
a) Benzene and Chlorobenzene
b) Chloral and Chlorobenzene
c) Chloral and benzene
d) Chlorobenzene and chlorine

37) Amongst the C—X bond (where X = Cl, Br, I) the correct bond energy order is
a) C – Cl > C – Br > C – I
b) C – I >C –Cl > C-Br
c) C – Br > C – Cl > C – I
d) C – I > C – Br > C – Cl.

38) When CH3CHCICH2CH3 is heated with alcoholic KOH, the major product is
a)
b)
c)
d)

39) The main product of reaction of alcoholic silver nitrite with ethyl bromide are/is
a) Ethyne
b) Nitroethane
c) Ethyl nitrite
d) (b) and (c)

40) The industrial preparation of chloroform employs acetone and
a) Phosgene
b) Calcium hypochlorite
c) Chlorine gas
d) Sodium chloride

41) A compound which does not give the iodoform test on treatment with alkali and iodine is
a) Ethanol
b) Acetone
c) Diethyl ketone
d) Isopropyl alcohol

42) The solvolytic reactivity of the compounds(i) MeBr (ii) PhCH2Br (iii) MeCI (iv) p-MeOC6H4Br decreases as
a) (i) > (ii) > (iii) > (/V)
b) (iv)>(ii)>(i)>(iii)
c) (iv) > (iii) > (i) >(ii)
d) (ii) > (i) > (iii) > (iv)

43) The fire extinguisher pyrene contains
a) Carbon dioxide
b) Carbon disulphide
c) Carbon tetrachloride
d) Chloroform

44) The well known insecticide gammexane is one of the steroisomers of hexachlorocyclohexane.  The reagent useful for conversion of benzene into hexachlorocyclohexane is
a) 3 HCI
b)
c)
d)

45) The order of polarity among the molecules of methyl chloride, methyl bromide, and methyl iodide is
a)
b)
c)
d)

46) The starting substance for the preparation of CHI3 is any of the following except
a)
b)
c)
d) Acetone

47) Which one of the following compounds when heated with KOH and a primary amine gives the carbylamine test ?
a)
b)
c)
d)

48) Which does not give the iodoform reaction ?
a)
b)
c)
d)

49) Westrol is
a)
b)
c)
d)

50) Friedel-Crafts reaction of bromobenzene with methyl iodide gives
a) o-Bromotoluene alone
b) p-Bromotoluene alone
c) o-and p-Bromotoluenes mainly
d) m-Bromotoluene alone

51) Chloroform when treated with aniline and alcoholic KOH forms
a) Phenyl cyanide
b) Phenyl isocyanide
c) Phenyl cyanate
d) Phenyl isocyanate

52) Ethyl bromide reacts with silver nitrite to form
a) Nitroethane alone
b) Ethane alone
c) Ethyl nitrite alone
d) Nitroethane and ethyl nitrite

53) The C — X bond is strongest in
a)
b)
c)
d)

54) The C-Cl bond of chlorobenzene in comparison to the C — Cl bond in methyl chloride is
a) Longer and weaker
b) Shorter and weaker
c) Shorter and stronger
d) Longer and stronger

55) The starting substance for the preparation of iodoform is any one of the following, except
a)
b)
c)
d)

56) A yellow product is formed when an organic , compound C3H8O is warmed with aqueous sodium carbonate and iodine solution. The product is
a) Sodium iodide
b) Sodium iodate
c) Iodoform
d)

57) The reaction for preparing alkyl cyanide by reacting alkyl halide with potassium cyanide is a/an
a) Elimination reaction
b) Electrophilic reaction
c) Nucleophilic reaction
d) Condensation reaction.

58) A compound has vapour density 29. On warming with a solution of iodine in alkali, it gives a yellow precipitate. The compound is
a)
b)
c)
d)

59) The reaction of 4-bromobenzyl chloride with NaCN in ethanol leads to
a) 4-Bromobenzyl cyanide
b) 4-Cyanobenzyl chloride
c) 4- Cyanobenzyl cyanide
d) 4-Bromo-2-cyanobenzyl chloride.

60) Which intermediate is involved in mechanism
a) Carbonium ion
b) Free radical
c) Carbanion.
d) None of these

61) Arrange the following compounds in order of increasing dipole moment : Toluene (I), m-dichlorobenzene (II), o-dichlorobenzene (III), p-dichlorobenzene (IV)
a) I < IV < II < III
b) IV < I < II < III
c) IV < I < III < II
d) IV < II < I < III.

62) Which one gives the carbylamine reaction ?
a)
b)
c)
d)

63) Bromination of toluene gives
a) Only the m-substituted product
b) Only the p-substituted product
c) A mixture of ortho- and para-substituted products
d) A mixture of ortho and m-substituted products

64) The compound obtained by heating a mixture of a primary amine and chloroform with ethanolic potassium hydroxide (KOH) is
a) an alkyl isocyanide
b) an alkyl halide
c) an amide
d) an amide and nitro compound.

65) The alkyl halide is converted into an alcohol by
a) Addition
b) Substitution
c) Dehydrohalogenation
d) Elimination.

66) Replacement of Cl of chlorobenzene to give phenol requires drastic conditions but chlorine
of 2, 4-dinitrochlorobenzene is readily replaced.This is because

a)
b)
c)
d)

67) is an example of
a) Substitution
b) Elimination
c) Addition
d) Rearrangement reaction.

68) R-OH + HX ® R-X + H2O
In the above reaction, the reactivity of the different alcohols is

a) Tertiary > Secondary > Primary
b) Tertiary > Secondary < Primary
c) Tertiary < Secondary > Primary
d) Secondary < Primary < Tertiary.

69) Which of the following reacts with chloroform and base to form phenyl isocyanide ?
a) Aniline
b) Phenol
c) Benzene
d) Nitrobenzene.

70) Under which of the following conditions would toluene , C6H5-CH3 be converted into bromomethylbenzene, C6H5-CH2Br ?
a)
b)
c)
d) reaction with HBr.

71) The iodoform test is not given by
a) 2-Pentanone
b) Ethanol
c) Ethanal
d) 3-Pentanone.

72) Freon-12 is commonly used as a/an
a) Insecticide
b) Refrigerant
c) solvent
d) fire extinguisher

73) In the reaction, the reagent X is
a)
b) KOH in chloroform
c) KCN in alkali
d) KCN in chloroform.

74) Ethyl bromide reacts with lead-sodium alloy to form
a) Tetraethyl lead
b) Tetramethyl bromide
c) Both (a) and(b)
d) None of these.

75) If chloroform is left open in air in the presence of sunlight, it gives
a) Carbon tetrachloride
b) Carbonyl chloride
c) Mustard gas
d) Lewsite.

76) Which of the following compounds gives a positive iodoform test ?
a) Pentanal
b) 1-Phenylethanol
c) 2-Phenyethanol
d) 3-Pentanol

77)
The above structural formula refers to

a) BHC
b) DNA
c) DDT
d) RNA.

78) Which of the following possesses the highest melting point?
a) Chlorobenzene
b) o-Dichlorobenzene
c) m-Dichlorobenzene
d) p- Dichlorobenzene.

79) Gammexane is
a) Chlorobenzene
b) Benzyl chloride
c) Bromobenzene
d) Benzene hexachloride

80) The order of reactivities of the following alkyl halides for a reaction is
a) RF > RCI > RBr > Rl
b) RF > RBr > RCI > Rl
c) RCI > RBr > RF > Rl
d) Rl > RBr > RCI > RF.

81) Cyanoform is a ….. acid in nature than chloroform
a) Weaker
b) Stronger
c) Both acidic and basic
d) Neutral

82) Phosgene is the common name for
a) Carbonyl chloride
b)
c) Phosphoryl chloride
d) Carbon tetrachloride

83) On sulphonation of C6H5CI
a) m-Chlorobenzenesulphonic acid alone is formed
b) Benzenesulphonic acid is formed
c) o-Chlorobenzenesulphonic acid is formed mainly
d) o- and p-Chlorobenzenesulphonic acid are formed

84) Which of the following cannot be acylated by the Friedel Crafts reaction ?
a) Cyclohexane
b) Bromobenzene
c) Benzene
d) Chlorobenzene

85) Which of the following alkyI halides is used as a methylating agent ?
a)
b)
c)
d)

86) Which among MeX, RCH2X, R2CHX, R3CX is most reactive towards SN2 reaction ?
a) MeX
b)
c)
d)

87) SN1 reaction of alky I halides leads to
a) retention of configuration.
b) racemisation.
c) inversion of configuration.
d) none of these.

88) The decreasing order of reactivity of m-nitro-bromobenzene (I); 2,4,6-trinitrobromobenzene (II) ;
p- nitrobromobenzene (III) ; and 2, 4-dinitrobromobenzene (IV) towards OH ions is

a) I > II > III > IV
b) II > IV > III > I
c) IV > II > III > I
d) II > IV > I > III

89) Arrange the following halides in the decreasing order of SN1 reactivity :
CH3CH2CH2CI,  CH2 = CHCH(CI)CH3,  CH3CH2CH(CI)CH3

a) I > II > III
b) II>I> III
c) II>III>I
d) III > II> I

90) Aryl halides are less reactive towards nucleophilic substitution reactions as compared to alkyl halides due to
a) The formation of less stable carbonium ion
b) Need to maintain aromaticity
c)
d) (b) and (c)

91) reactions are
a) Stereospecific but not stereoselective
b) Stereoselective but not Stereospecific
c) Stereoselective as well as Stereospecific
d) Neither stereoselective nor Stereospecific.

92) Which of the following statements is incorrect ?
a) The C—Cl bond in chlorobenzene is shorter than in chloromethane
b) The C—Cl bond in chlorobenzene has some double bond character
c) Difficult to replace chlorine from chlorobenzene
d) Chlorobenzene on further chlorination gives m-dichlorobenzene

93) During debromination of meso-dibromobutane, the major compound formed is
a) n-butane
b) 1-butene
c) cis-2-butene
d) trans-2-butene.

94) An SN2 reaction at an asymmetric carbon of a compound always gives
a) an enantiomer of the substrate
b) a product with opposite optical rotation
c) A mixture of diastereomers
d) a single stereo isomer

95) The compounds used as refrigerant is/are
a) alone
b) alone
c) alone
d) (a) and (b).

96) Reagents which cannot be used to distinguish allyl bromide from n-propyl bromide are
a)
b)
c)
d) (b) and (c).

97) On warming with I2 and aqueous NaOH, iodoform and sodium succinate are formed. The formula of the compound could be
a) alone
b) alone
c) alone
d) (b) or (c).

98) In the reaction of C2H5OH with bleaching powder the function of bleaching powder is
a) as a chlorinating agent only
b) as an oxidising agent only
c) as a hydrolysing agent only
d) All of the above

99) Pick out the wrong equations:
a)
b)
c)
d) All of the above.

100) When isopropyl bromide is boiled with aqueous KOH solution, the product formed is
a) Propene alone
b) 2-Propanol + propene
c) 1-Propanol + propene
d) Prop-2-en-1-ol.


Answer

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