Alkyl Halide
Alkyl Halide 1)
Which of the following is an example of aralkyl halide?
(a) p-Chlorotoluene (b) Chlorobenzene (c) Allyl chloride (d) Benzyl chloride 2)
In which of the following alkyl halides all the hydrogen atoms are equivalent?
(a) iso-Butyl chloride (b) neo-Pentyl chloride (c) n-Butyl chloride (d) tert-Butyl chloride 3)
Which of the following an aralkyl halide?
(a) 4-Chlorotoluene (2) Bromobenzene (c) 1, 4-Dichlorobenzene (d) 1-Chloro-1phenyl ethane 4)
Whcih of the following compounds can exhibit optical isomerism?
(a) Chlorocyclopropane (b) cis-1, 2-Dichlorocyclopropane (c) trans-1, 2Dichlorocyclopropane (d) trans-1, 3-Dichlorocyclobutan 3-Dichlorocyclobutane e 10)
Which of the following is not a primary halide?
(a) Isobutyl bromide (b) Neo-Pentyl chloride (c) Isopentyl bromide (d) Isopropyl chloride 6)
IUPAC name of crotyl chloride is
(a) 1-Chloro-2-butene (b) 2-Chloro-2-butene 2-Chloro-2-butene (c) 3-Chloro-1-butene(d)-Chloro-1butene 7)
C-CI bond length is smallest in
(a) Allyl chloride (b) Vinyl chloride (c) Ethyl chloride (d) Benzyl chloride 8)
When silver propionate is treated with Br2 in CCI4 as solvent, the product is
(a) Propionyl bromide (b) n-Propyl bromide (c) iso-Propyl bromide (d) Ethyl bromide
9) Iso-Butylene can be converted into tert-butyl bromide by its reaction with (a) HBr (b) Br2 (c) HBr in the presence of peroxides (d) HOBr 10) Methane reacts with limited amount of chlorine in the presence of diffused sunlight to form chloromethane. The reaction takes place through....as intermediates (a) Carbocations (b) Free radicals (c) Carbanions (d) Carbenes
11) The best reagent for converting an alcohol into the corresponding chloride is (a) PCI5 (b) PCI3 (c) HCI/ZnCI2 (d) SOCI2 Hint: ROH + SOCI2 to RCI + SO2 + HCI Side products in this reaction are volatile and can be easily expelled during distillation
12) Which reagent cannot be used to prepare an alkyl chloride from an alcohol? (a) HCI + anhyd. ZnCI2 (b) NaCI (c) PCI5 (d) SOCI2 13) Benzyl chloride can be prepared by reacting (a) Toluene with CI2 in the presence of FeCI3 (b) Benzene with w ith CH3CI in the presence of AICI3 (c) Toluene with CI2 in the presence of sunlight (d) Benzene with CI2 in the presence of FeCI3 h ighest boiling point? 14) Which of the following has the highest (a) 1-Chloropentane (b) 2-Chloropentane (c) 3-Chloropentane (d) All have equal boiling point
15) Which of the following alkyl halides has the maximum density? (a) C2H5CI (b) C2H2Br (c) C2H5I (d) C2H5F Hint: Density of alkyle halide is in the order of RI>RBr>RCl>RF 16)
Dipole moment is shown by
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Alkyl Halide (a) 1, 4-Dichlorobenzene (b) cis-1, 2-Dichloroethylene (c) trans-1, 2Dichloroethylene (d) Tetrachloromethane 17)
Out of the following compounds which one will have zero dipole moment?
(a) Chloromethane (b) Dichloromethane (c) Trichloromethane (d) None of these compounds 18)
Which of the following is lighter than water?
(a) 1-Chlorobutane (b) 1-Bromopropane (c) 2-Bromopropane (d) 1-Bromobutane 19)
Which of the following compounds will reacts with ethanolic KCN?
(a) Chlorobenzene (b) Vinyl chloride (c) Allyl chloride (d) 4 -Chlorotoluene 20)
Treatment of ammonia with excess ethyl chloride will yield
(a) Triethyl amine (b) Diethyl amine (c) Ethyl amine (d) Tetraethylammonium chloride 21)
Ethyl bromide reacts with Zn-Cu couple in the presence of ethyl alcohol to form
(a) Butane (b) Diethyl ether (c) Methane (d) Ethane
22) Which of the following compounds on oxidation gives benzoic acid (1) Chlorophenol (b) Chlorotoluence Chlorotoluence (c) Chlorobenzene Chlorobenzene (d) Benzyl chloride chloride 23)
When tert-butyl chloride is made to react with sodium methoxide, the major product
is (a) Dimethyl ether (b) Di-tert butyl ether (c) Tert-Butyl methyl ether (d) Isobutylene
24) Among the following, the molecule with the highest dipole moment is : (a) CH3Cl (b) CH2Cl2 (c) CHCl3 (d) CCl4 25) NBS is a specific reagent for (a) Nucleophilic substitution (b) Electrophilic substitution (c) Allyic substitution (d) Electrophilic addition 26)
2-Chloro-2-methyl butane, on reaction with alc. KOH gives X as the major product X
is (a) 2-Butene (b) 2-Methyl propene (c) 1-Butene (d) 2-Methyl-2-propanol
2-Chloro-2-methyl propane, on reaction with aq. KOH gives X as the major product X is 27)
(a) 2-Butene (b) 2-Methyl propene (c) 1-Butene (d) 2-Methyl-2-propanol 28)
An alkyl halide may be converted into an alken by
(a) Addition (b) Substitution (c) Elimination (d) Hydrogenation
29) Which of the following compounds would be hydrolysed most easily? (a) C2H5CI (b) C2H5Br (c) C2H5F (d) C2H5I 30) Which of the following compounds would be hydrolysed most easily? (a) C2H5Br (b) CH3Br (c) CH2 = CH - Br (d) CH2 = CH- CH2Br 31) Ethylene chloride and ethylidene chloride are isomeric compounds. Identify the statement that is not applicable to both of them (a) Both of them are dihalogen derivatives (b) Both of them give Beilstein test (c) Both of them react with alc. KOH and give same product (d) Both of them react with aqueous KOH and gives same product
A mixture of ethyl iodine nad n-propyl iodide is subjected to Wurtz reaction. Which of the following compounds is not formed during the reaction?
32)
(a) Butane (b) Propane (c) Pentane (d) Hexane 33)
When aqueous KOH reacts with n-propyl chloride, the product is
(a) Propylene (2) 2-Propanol (c) 1-Propanol (d) 1-Propenol
An alkyl halide on reaction with sodium in the presence of ether gives 2, 2, 5, 5tetramethyl hexane. The alkyl halide possibly is
34)
(a) 1-Chloropentane (b) 1-Chloro-2, 2-dimethyl propane (c) 3-Chloro-2, 2-dimethyl butane (d) 2-Chloro-2-methyl butane
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Alkyl Halide Which of the following does not form Grignard reagent on reaction with Mg in the presence of ether? 35)
(a) Chloroethane (b) 1-Chloropropane 1 -Chloropropane (c) Bromobenzene (d) Chlorobenzene
36) Chlorobenzene on reaction with CH3CI in the presence of AICI3 will give (a) Toluene (b) m-Chloro toluene (c) p-Chloro toluene (d) A mixture of o-and pchlorotoluence 37) Most reactive halide towards SN1 reaction is (a) n-Butyl chloride (b) sec-Butyl chloride (c) tert-Butyl chloride (d) Allyl chloride 38) Mg reacts with RBr best in (a) C2H5OC2H5 (b) C6H5OCH3 (c) C6H5 N(CH N(CH3)2 (d) Equally in all the three. 39) Photochemical chlorination of an alkane is initited by a process of (a) Pyrolysis (b) Peroxidation (c) Homolysis (d) Rearrangement 40)
Allylic bromination of olenfins is generally carried out with
(a) Phenyl magnesium bromide (b) Dibromo succinic acid (c) N-Bromo succinimide (d) Pyridiine perbromide 41)
2, 2-Dichloropropane on alkaline hydrolysis h ydrolysis gives
(a) 2, 2-Propanediol (b) Propanol (c) Propanone (d)Ethanal 42)
Grigand reagent is prepared by the reaction between alkyl halide and
(a) zinc in the presence of alcohol (b) magnesium in the presence of dry ether (c) magnesium in the presence of a lcohol (d) magnesium in the presence of moist ether
43) Which one of the following is likely to give a precipitate with AgNO3 solution? (a) CCI4 (b) CH3-CH2-CI (c) (CH3)3CCI (d) CHC Hint: 30 halides undergo Nucleophilic substitution most readily. (CH 3)3CCI is a 30 halide.
44) An alkyl chloride produces a single alkene on reaction with sodium ethoxide and ethanol. The alkene further undergoes hydrogenation to yield-2-methylbutane. Identify the alkyl chloride from amongst the following. (a) CICH2 C(CH3)2CH3 (b) CICH2CH2CH2CH2CH3 (c) CICH2CH(CH3)CH2CH3 (d) CH3C(CI)(CH3)CH2CH3 45) Geminal dihalides on hydrolysis give (a) Ketones (b) Aldehydes (c) Ketones and a ldehydes (d) Alcohols
46) When ethyl iodide is treated with moist silver oxide, the product formed is (a) C2H5OH (b) C2H5OC2H5 (c) CH3CHO (d) none of above 47) The reaction of an alkyl halide with RCOOAg produces (a) ester (b) ether (c) aldehyde (d) ketone 48)
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
Grignard reagent is not prepared in aqueous medium but prepared in ether medium, because 49)
(a) the reagent is highly reactive in ether (b) the reagent is insoluble in water (c) the reagent becomes inactive in water (d) the reagent reacts with water 50)
Ethylbromide reacts with sodium-lead alloy to form
(a) Tetraethyl lead (b) Ethyl sodium (c) Ethane (d) Ethene
51) The order of reactivities of the following alkyl halides of a SN2 reaction is (a) RF > RCl > RBr > RI (b) RF > RBr > RCl > RI (c) RCl > RBr > RF > RI (d) RI > RBr > RCl > RF Hint: The alkyl halide having weaker C-X bond has greater reactivity. 52)
An alkyl halide may be converted into an alcohol by
(a) Addition (b) Elimination (c) Substitution (d) Hydrogenation
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Alkyl Halide 53) For the reaction C2H5OH + HX to C2H5X + H2O the order of reactivity is (a) HCI > HBr > HI (b) HI >HBr >HCI (c) HBr >HCI >HI (d) HI >HCI >HBr. 54) 1-Phenyl-2-chloropropane when treated with alcoholic KOH gives.....as the major product (a) 1-Phenylopropene (b) 3-Phenylpropene (c) 1-Phenyl-2-propanol (d) 3-Phenyl-1propanol Hint: 1-Phenylopropene is more stable because double bond is in conjugation with benzene ring and is more substituted
55) Which of the following is most reactive towards Nucleophilic substitution reaction? (a) KCN (b) AgCN (c) CH3CN (d) CH3 NC NC 56) Which one of the following is most reactive towards Nucleophilic substitution reaction? (a) CH2 = CH - CI (b) C 6H5CI (c) CH3CH = CH - CI (d) CICH 2-CH=CH2 57) Which of the following is not true for SN1 reaction? (a) They occur through a single step concerted reaction (b) They are favoured by polar solvents (c) 30 alkyl halides generally react through this mechanism (d) Concentration of nucleophile does not affect the rate of such reactions Hint: SN1 reactions occur through a two step mechanism involving intermediate carbocation and not through single step reaction.
58) Chlorination of toluene in the presence in the presence of light and heat followed by treatment with aqueous NaOH gives (a) o-Cresol (b) p-Cresol (c) 2, 4-Dihydroxytoluene (d) Benzoic acid 59)
Only two isomeric monochloro derivatives are possible for
(a) n-Butane (b) 2, 4-Dimethulpentane (c) Benzene (d) 2, 2-Dimethylopropane 60)
The major product of reaction of alcoholic silver nitriate with ethyl bromide is
(a) Ethane (b) Nitroethane (c) Ethyl nitrite (d) Ethyl alcohol 61)
Isopropyliden on reaction with aqueous KOH yields
(a) 1, 2-Propanediol (b) Propanone (c) Propanal (d) iso-Propyl alcohol 62)
IUPAC name of Gannexane is
(a) Hexachlorobenzene (b) Benzene hexachloride (c) 1, 2, 3, 4, 5, 6Hexachlorocyclohexane (d) None of these 63)
Chloral on treatment with aqueous NaOH produces?
(a) Ethanal (b) Propanol (c) Chloroform (d) Chloroethanal
64) n-Propyl bromide on treatment with ethanolic potassium hydroxide produces (a) Propane (b) Propene (c) Propyne (d) Propanol 65)
'Westron' is
(a) 1, 1, 2, 2-Tetrachloroethane (b) 1, 1-Dichloropropanone (c) 1, 3Dichloropropanone (d) 1, 2-Dichloroethene 66)
'Mustard gas' is
(a) 2, 2-Dichlorodiethyl sulphide (b) Dichlorodimethyl sulphide (c) Dichlorodiethyl ether (d) None of these 67)
'Westrosol' is
(a) Trichloroethene (b) 1, 1, 1-Trichloroethane (c) 1, 1, 2-Trichloroethane (d) Trichloromethanoel
68) Which of the following would not n ot yield iodoform on reaction with NaOH and I2? (a) Ethanol (b) Propanal (c) Propanone (d) 2-Propanol 69) On Warming with silver powder, chloroform is converted into (a) acetylene (b) hexachloroethane (c) 1, 1, 2, 2-tetrachloroethane (d) ethylene
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Alkyl Halide Hint: 2CHCI3 + 6Ag to HC equal CH + 6AgCI.
70) The starting substance for the preparation o f CHI3 is any of the following except (a) C2H5OH (b) CH3OH (c) CH3CHO (d) CH3-CO-CH3 71) In the preparation of CHCI3 from ethanol and bleaching powder, the latter provides (a) CI2 (b) Ca(OH)2 (c) Both (d) None 72) Which of the following with aqueous KOH will give acetaldhyde (a) 1, 2-Dichloroethane (b) 1, 1-Dichloroethane (c) Chloroacetic acid (d) Ethyl chloride
73) Benzene on reaction with CCI4 in the presence of AICI3 gives (a) Benzotrichloride (b) DDT (c) Triphenyl chlorobenzene (d) Triphenyl chloromethane 74) Carbylamine test is performed in alcoholic KOH by heating a mixture of (a) Chloroform and silver powder (b) Chloroform and a primary amine (c) An alkyl halide and a primary amine (d) An alkyl cyanide and a primary amine
75) Which of the following compounds is used as a refrigerant? (a) CCI4 (b) CH2CI2 (c) CF4 (d) CF2CI2 76) When ethanol and I2 are heated in the presence of Na2CO3, the yellow crystals obtained are of (a) C2H5I (b) CH3I (c) CHI3 (d) CH2I2 77) Idoform in medicines is used as (a) Antibiotic (b) Antiseptic (c) Analgesic (d) Antipyretic 78)
DDT is formed form
(a) Benzene and chlorobenzene (b) Chloral and chlorobenzene (c) Chloral and benzene (d) Chlorobenzene and chlorine
79) 1-Chlorobutane on reaction with alcoholic potash gives (a) 1-Butene (b) 1-Butanol (c) 2-Butene (d) 2-Butanol
80) Reaction of ethylamine with chloroform in alcoholic KOH produces (a) CH3OH (b) CH3 NC NC (c) C2H5 NC NC (d) C2H5CN 81) Chloroform on reaction with conc. HNO3 yields (a) Nitromethane (b) Chloropicrin (c) Chloroprene (d) CO2 NO NO2 and H2O 82) Industrial preparation of chloroform employs acetone and (a) CI2 (b) COCI2 (c) NaCI (d) Calcium hypochlorite 83) Chlorination of CS2 gives (a) CHCI3 (b) CCI4 (c) CS2CI2 (d) COCI2 84) What happens when CCI4 is treated with AgNO3 solution? (a) NO2 will be evolved (b) A white ppt. of AgCI will from (c) CCI4 will dissolve in AgNO3 solution (d) Nothing will happen 85) Which of the following rectants will not liberate ethyne? (a) Ethylene bromide and alc. KOH (b) Ethylidene bromide and alc. KOH (c) Chloroform and silver (d) Aluminium carbide and water
86) Which one of the following has nil dipole moment ? a) Toluene b) m-dichlorobenzene c) o-dichlorobenzene d) p-dichlorobenzene Hint:p-Dichlorobenzene has zero dipole moment because the two C-Cl bonds are oppositely directed.
Acetylene is treated with excess HBr and the resultant compound is then heated with zinc dust. The final product will be
87)
(a) Ethylene (b) Acetylene (c) 1-Butene (d) 2-Butene 88)
Iodoform is a.......at room temperature
(a) Gas (b) Thick viscous liquid (c) Volatile liquid (d) Crystalline solid 89)
If chloroform is left open in the air in the presence of sunlight
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Alkyl Halide (a) Explosion takes place (b) Polymerization takes place (c) Poisonous gas phosgene is formed (d) No reaction takes place 90)
When chloroform is exposed to air and sunlight, it gives
(a) Mustard gas (b) Lewisite (c) Carbonyl chloride (d) Carbon tetrachloride 91)
When chloroform reacts with acetone, the product is
(a) Chloral (b) Dichloroacetone (c) Chloropicrin (d) Chloretone
92) Which of the following is an anaesthetic? (a) CCI4 (b) CH3CI (c) C2H5OH (d) CHCI3 93) Which of the following represents a gem-dihalide? (a) Ethylene chloride (b) 2, 2-dichloropropane (c) 1, 3-dichloropropane (d) 1, 2 dichloropropane
94) Which of the following will react with water? (a) CHCl3 (b) CCl3.CHO (c) CCl4 (d) ClCH2.CH2Cl 95) Chlorobenzene can be prepared by reacting benzenediazonium chloride with (a) Hydrochloric acid (b) Cuprous chloride (c) Chloride in presence of anhydrous aluminium chloride (d) Nitrous acid
Chlorination of toluene in the presence of light and heat followed by treatment with aqueous NaOH gives 96)
(a) o-Cresol (b) p-Cresol (c) 2, 4-Dihydroxytoluene (d) Benzyl alcohol 97)
Chlorobenzene can be prepared by reacting aniline with
(a) Hydrochloric acid (b) Cuprous chloride (c) Chlorine in the presence of aluminium chloride (d) Nitrous acid followed by heating with cuprous
98) Toluene when refluxed with Br2 in the presence light mainly gives (a) o-Bromotoluene (b) p-Bromotoluene (c) Mixture of o-and p-bromotoluene (d) Benzyl bromide 99) Benzene diazonium chloride can be converted into flurorobenzene by (a) Sandmeyer's reaction (b) Gattermann's reaction (c) Balz shiemann reaction (d) Fitting reaction 100)
Bromination of toluene gives
(a) Only m-substituted product (b) Only p-substituted product (c) Mixture of orthoand para-substituted products (d) Mixture of ortho and m-substituted products
101) Benzene reacts with CI2 in the presence of FeCI3 (or halogen carrier) and in absence of sunlight to form(1) Benzyl chloride (b) Benzal chloride (c) Chlorobenzene (d) Benzenehexachloride 102) Friedel-Crafts reaction of bromobenzene with methyl iodide gives (a) o-Bromotoluene (b) p-Bromotoluene (c) o-and-p-Bromotoluenes (d) mBromotoluene
103) The decreasing order of o f reactivity of m-nitro-bromobenzene (I); 2,4,6trinitrobromobenzene (II); p-nitrobromobenzene (III) ; 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 104) When chloroform reacts with benzene in the presence of aluminium chloride, the product formed is (a) 1, 1, 1-Trichloroethane (b) Trichlorophenyl methane (c) Triphenyl methane (d) Triphenyl chloromethane
105) Which of the following groups is an a n ortho-para directing as well as deactivating a group? (a) OH (b) NH2 (c) CH3 (d) CI 106) The order of reactivity of various alkyl halides towards SN1 reaction is
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Alkyl Halide (a) 30 > 20 >1 (b) 10 >20 >3 (c) 30 = 20 = 10 (d) 10 >30 >20 107) Alkyl halides can be converted to ethers through (a) Frankland reaction (b) Williamson synthesis (c) Fittig rea ction (d) Grignard reaction
108) Which of the following groups is ortho-para o rtho-para directing as well as deactivating, when attached to benzene ring? (a) NO2 (b) OH (c) OCH3 (d) Cl 109) The order of reactivity of various alkyl halides towards nucleophilic substitution follows the order: (a) RI > RBr >RCl >RF (b) RF >RCl >RBr >RI (c) RCl >RBr >RI >RF (d) RBr >RI >RCl >RF 110) The products of reaction of alcoholic silver nitrite with ethyl bromide are (a) Ethane (b) Ethene (c) Nitroethane (d) Ethyne
111) A compound that will form an offensive smell when heated with chloroform and alcoholic potash is (a) C2H5 NH NH2 (b) (C2H5)2 NH (c) (CH3)3 N (d) CH3CN 112) The correct order of boiling b oiling points is (a) CH3I > CH3Br >CH3Cl >CH3F (b) CH3F >CH3Cl >CH3Br >CH3I (c) CH3I >CH3I >CH3F >CH3Cl >CH3Br (d) CH3Br >CH3Cl >CH3F >CH3I 113) Dehalogenation of meso-2, 3-dibromobutane results in (a) cis-2-Butene (b) trans-2-Butene (c) n-Butane (d) A mixture of cis-and trans-2Butene 114)
Which of the following statements is/are not correct?
(a) Alkyl iodides are heavier than water (b) Alkyl bromides are lighter than water (c) Ethyne reacts with excess HCl to form ethylidene dichloride (d) Vinyl chloride does not undergo nucleophilic substitution easily 115)
Which of the following reactions do not result in the formation of a new C-C bond?
(a) Ullmann reaction (b) Fitting reaction (c) Williamson synthesis (d) Wurtz reaction 116)
Which of the following represents a geminal dihalide?
(a) Ethylene dichloride (b) 2, 2-Dichloropropane, (c) 1, 3-Dichloropropane (d) 1, 2Dichloropropane
117) The order of reactivity of alkyle halides through S N1 is a) 30>20>10 b) 20>10 >30 c) 10>20 >30 d) 20>30 >10 118) Carbon tetrachloride does not have net dipole moment because of (1) Its planar structure (b) Its regular tetrahedral structure (c) Similar sizes of carbon and chlorine atoms (d) Similar electron affinities of carbon and chlorine 119)
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 alkyl halide and a primary amine (d) An alkyl cyanide and a primary amine 120)
Chlorobenzene can be prepared by reacting aniline with
(1) Hydrochloric acid (b) Cuprous chloride (c) Chlorine in hte presence of anhydrous aluminium chloride (d) Nitrous acid followed by heating with cuprous chloride Hint:Sandmeyer's reaction 121)
Out of the following compounds, which one will have zero dipole moment?
(a) 1, 1-Dichloroethylene (b) cis-1, 2-Dichloroethylene (c) trans-1, 2Dichloroethylene (d) None of these compounds Hint:trans-1, 2-Dichloroethylene has zero dipolemoment because dipoles of the two C-Cl bonds are oppositely directed and hence cancel each other
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