Halogen DerivativesOrganic Chem Class XII

7/21/2019 Halogen DerivativesOrganic Chem Class XII

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[ [ o r g a n i c c h e m i s t r y !XII (ALL)

HALOGEN DERIVATIVES

CONTENTS

EXERCISE-I (A)

EXERCISE1(B)EXERCISE-II

EXRECISE-III

EXRECISE-IV(A)

EXERCISEIV(B)

ANSWERKEY


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EXERCISE-I (A)(Choosethecorrect option. Onlyone iscorrect)Qlf Whichone is liquidat room temperature:

(A)CH3C1 (B)C2H5C1 (C)CH3Br (D)C2H5Br

^ L The correctorder ofmelting andboilingpointsof the primary (1 ),secondary (2)andtertiary (3) alkyl

halidesis:(A)P >S>T (B)T> S>P (C) S> T> P (D)T>P>S

Q?f Pick upthe correct statement about alkyl halides:(A) They show H-bonding (B) They are solublein water

(C) Theyaresoluble in organic solvent (D)They do not containany polar bond

Q.4 What would betheproduct whenneopentylchloride reactswithsodium ethoxide:

(A)2-Methyl-2-butanol (B)Neopentylalcohol

(C) Both 1st&2

nd (D)2-Methyl-2-butene

5 Reductionofalkyl halidebyLiAlH4is the typeof reaction:

(A)Nueleophilicsubstitution reaction (B) Electrophilicsubstitution reaction(C)Electrophilic Addition reaction (D) Noneof these

Q. 6 2-methyl butanoic acid is formed by the reaction CHC13, NaOH and(A) Propene (B)Ethene (C)l-Butene (D)2-Butene

Q.7 CC14+ KOH(excess) end productofthe reaction is:

(A) K2C03 (B)C02 (C)C(OH)4 (D)HCOOK

Q. 8 Theyield of alkyl bromide obtainedasa resultof heating thedrysilver salt of carboxyicacidwith

bromineifCC14is:

(A) 1> 3 >2 bromides (B) 1>2>3 bromides

(C) 3 > 2 >1bromides (D) 3 > 1> 2 bromides

Which of thefollowingstatements is invalid:(A)Themore stable the carbocation thefasterit is formed

(B) Propylcationchanges to morestable isopropyl carbocation by1,2 shiftof a hydrogen(C)Isopropylchloride reacts with sodium ethoxide to form1-ethoxypropane

(D)Propylhalides reactswithsodium ethoxidetoform1-ethoxypropane

Q.10 Nitrochloroform ispreparedbythe actionof chloroform and:

(A)Hotaqueous solutionof KN03 (B)Hotaqueous solutionof NaN02(C) Hot concentrated nitric acid (D)Hotdilute HC1+aq.NaN02solution

, Odl Whichofthe following compounds ismostrapidly hydrolysed byS l mechanism.

(A)C6H5CI (B) C\-CU2-CU=CU2(C)(C6H5)3CC1 (D)C6n5CU2C\

o

Q.12 CH3MgBr +CH2=CH-C-H H

2 > product (major), productis

OH

(A) CH2=C H- C- H (B) CH2-CH = CH-CH3i i

CH3 OH

(C) CH3-CH2-CH2-CHO (D)Noneiscorrect

faBansal Classes Halogen Derivatives [2]


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Q.31 n-CjgH^Br + HC =CNa >A n-BuLi > B

5-methyl-1 -hexene + HBr (peroxides) ->C- ^ D H^/Imc"ar'scat- >E p6roxybenzoicacid >F

Q.32 Completethefollowingbyproviding(A),(B),(C) and (D):

(i) CHjCH^CHjOH PBr3 > (A) Alc-K0H >(B) HBf > (C) NH? >(D)

(ii) CH3CH2CH2I A16^011 > (A) h + / h2 >(B) socl2 > (C) (D)LiAlH4

(iii) CH3CH2CH = CH2 - J i ^ U (A) Alc K0 H > (B) HBr >(C)

Light

(iv) CHgCH^MgBr CH3CHQ/H2 > (A)- ^ - > ( B ) AlcKOn > (C)

Q. 3 3 Carry outfollowingconversions.

CII

(a) CH3- CH - CH3 > C^ -CHj -C Hj -C l withoutusingperoxide

(b) CHg-CHj-CHj-Cl > CH 3 -CH-CH3 in singlestep

CI

CH Br

( c ) ( ^ J > j ^ j in three steps only

C1 /"\^C H2C 1

(d) ^ J j > [ ^ J in three steps only

O

I!(e) Ph - CH2- C - CI Ph - CH - CI

O

(Q Ph -C Hj -C l > Ph - CH2- C- CI

(!Bansal Classes Halogen Derivatives [19]


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EXERCISE-III

Q.l Aprimary alkyl halide(X)C4H4Br reacted with alcoholicKOHto give (Y). (Y) reacts withHBrto give

(Z)anisomerof (X). Onreacting with alkali metal such as sodium/dry ether gives(S)CgHj8whichwas

differentfromthe compound produced when n-butylbromide was treated withNa.What(X), (Y), (Z)

and (S).

Q.2 On electrolysis an aqueous ethanoilc solutionof sodium chloride gives sweet smelling liquid(X).(X)

gives isocyanide test and condenses with acetone tofromhypnotic (Y). What are(X)and(Y)?

Q.3 Thealkyl halide C4H9Br(A)reacts with alcoholic KOH and gives an alkene(B),which reacts with

bromide to give dibromide(C).(C)is transformed withKOH& sodamide togas (D)which formsa

precipitate when passed through an ammonical silver nitrate solution. Givethestructure formulaeof the

compounds(A),(B),(C)and(D)and explain reactions involved.

Q.4 An unsaturated hydrocarbon(A)C6H10readily gives(B)on treatment with NaNH2inliquidNH3.

When(B)is allowed to react with1-chloropropane,acompound (C) is obtained.Onpartial hydrogenation

inthe presenceofLindlar catalyst, (C) gives(D),C9H18.Onozonolysis(D)gives 2,2-dimethylpropanal

and 1-butanal. Give structuresof (A), (B),(C)and (D) with proper reasoning.

Q. 5 One moleofeach bromoderivative(A)andNH3react to give one moleofan organic compound(B).(B) reacts with CH3I to give(C).Both(B)and (C) react with HN02togive compounds(D)and(E),

respectively.(D)on oxidation and subsequent decarboxylation gives2-methoxy-2-methylpropane.

Give structuresof(A)to (E) with proper reasoning.

Q.6 Achloro derivative(A)on treatment with zinc-copper couple gives a hydrcarbon withfivecarbon

atoms. When 'A' is dissolved in either and treated with sodium, 2,2,5,5-tetramethylhexane is obtained.

What is the original compoundA?

Q.7 Aprimary alkyl halide (A) C4HjBr reacted with alcoholicKOHtogive (B).(B)reacts with HBr to give

(C)an isomersof (A). (A) onreacting with sodium gives(D)CgHlgwhichwasdifferentfromthe

compound produced when n-butylbromide was treated withNa.What are(A),(B), (C)and(D).

Q. 8 Onemoleofa hydro carbon (A) reacts with 1 moleofbromine giving a dibromo compound C5HJ0Br2.

(A)ontreatment with cold dilute alkaline KMn04solution forms a compound C5H1202. on ozonolysis

(A)gives edquimolar quantitiesofpropanone and ethanal. Deduce structureof (A).

Q.9 A hydrocarbon(A) wasfound to contain85.7%carbon and14.3%H. This compound consumes1

molar equivalentofhydrogen to giveasaturated hydrocarbon. 1gof (A)just decolourised3 8.05 of5 %

solutionbyweightof Br2in CC14. Compound(A)on oxidation with conc. KMn04gave a compound

(C),C4HgO and(B)acetic acid. Compound (C) can easilybeprepared by the actionofacidic aqueous

mercuric sulphate on 2-butyne. Deduce(A), (B)and(C).

Q. 10 When a hydrocarbon(A) istreated with excessofhydrogen chloride, a dihalogen derivative(B) isobtained.Thecompound (B)istreated separately with aqueous and alcoholicKOHtogive compounds

(C) and (A)respectively both having three carbon atoms. Compound(C)doesnotreduce Tollen'sreagent and compound(A)give white precipitate with ammonical silver nitrate. Assign structurestocompounds (A) to(C).

^Bansal Classes Halogen Derivatives [20]


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Q.ll An organic compound (A) C7H)5C1ontreatment with alcoholic caustic potash givesahydrocarbon(B)C7H14.(B)ontreatment with ozone and subsequent hydrolysis gives acetoneandbutyraldehyde. Whatare (A) and (B). Explain reactions.

Q.12 A dihalogen derivative (A)of ahydrocarbon having two carbon atoms react with alcoholic potashand

forms another hydrocarbon which givesared precipitate with ammonical cuprous chloride. Compound

(A) gives an aldehyde when treated with KOH (aq). What is(A)?

Q.13 Awhite precipitate was formed slowly when AgN03was addedtoa compound (A) with molecularformula C6H13C1. Compound (A)ontreatment with hot alcoholic KOH gaveamixtureoftwo isomeric

alkenes(B)and (C) having formula C6H,2. The mixtureof (B)and(C)on ozonolysis furnished fourcompounds(i)CH3CHO,(ii)C2H5CH0,(iii)CH3COCH3,(iv)(CH3)2CH.CHO

What are(A),(B)and(C).

Q.14 0.369 gof abromo derivativeof ahydrocarbon(A)when vaporized occupied 67.2mL atNTP. (A)on

reaction with aqueous NaOH gives (B).(B)when passed over aluminaat250Cgivesaneutral compound

(C)while at350C it givesahydrocarbon(D). (D)when heated withHBrgivesanisomerof(A). When

(D) is treated with dil. F SO j, (E) is obtained. Identify (A)to (E)and explain the reactions.

Q.15 An organic compound(X)on analysis gives 24.24% C, 4.04%H. Further sodium extractof1.0g of(X)gives2.90gofAgCl with acidified AgN03solution. The compound (X) may be representby two

isomeric structures (Y)and(Z).(Y) ontreatment with aqueousKOHsolution givesadihydroxy compound,

while (Z) on similar treatment gives ethanal. Find out (X), (Y) and (Z).

Q.16 A chloro compound(A)showedthefollowing properties:

0) Decolourized bromine in CC14(ii) Absorbed hydrogen catalytically.(Hi) Gaveaprecipitate with ammonical cuprous chloride

(iv) When vaporised1.49gof(A)gave 448 mL ofvapoursat STP.

Identify (A) and write down the equationsofreactions.

(I%Bansal Classes Halogen Derivatives [21]


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EXERCISE-IV (A)

Q.l Chlorinationoftoluene in the presence oflight andheat followed by treatment with aqueous NaOH gives(A)o-cresol (B)p-cresol

(C)2,4-dihydroxytoluene (D) Benzoic acid [IIT 1990]

Aryl halides are less reactive towardsnucleophilicsubstitution reaction as comparedtoalkyl halides due to

(A)The formationoflessstablecarbonium ion (B)Resonancestabilization(C)The inductiveeffect (D)sp2hybridised carbon attached to the halogen[IIT 1990]

, Qrf 1-Chlorobutaneon reaction with alcoholicpotash gives:

(A) 1-butene (B) 1-butanol (C)2-butene (D)2-butanol [ITT 1991]

Theproductsofreactionof alcoholic AgN02with ethylbromide are [ITT1991]

(A) Ethane (B) Ethyl nitrite (C) Nitroethane (D)Ethyl alcohol

Q.5 When nitrobenzeneistreated withBr2inpresence ofFeBr3the major productformed is:

m-bromonitrobenzene. Statementswhicharerelatedobtain them-isomer are

(A) Theelectron density onmetacarbonis more than on ortho and paraposition

(B)Theintermediate carbonium ionformed afterinitial attack of Br+at the meta positionisleastdestabilized.(C) Lossof aromaticitywhen Br+attacks at the ortho and para position and not at meta position

(D)EasierlossofH+to regain aromaticityfromthe metaposition thanfromotho andpara positions.[ITT 1992]

Arrange the following compoundsinorderofincreasing dipole moment

Toluene m-dichlorobenzene o-dichlorobenzene p-dichlorobenzeneI II III IV

(A)I< IV RBr > R-Cl > R-F



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A Identify the set of reagents / reaction conditions'X'and 'Y in thefollowingset of transformation:

CH3- CH2 - CH2Br x >Product Y > CH3- CH - CH3

1Br

(A) X = dilute aqueous NaOH,20C;Y=HBr / acetic acid, 20C(B) X = concentrated alcoholic NaOH, 80C; Y=HBr/ acetic acid 20C(C) X = dilute aqueous NaOH, 20C; Y= Br2/ CHC13,0C

(D) X = concentrated alcoholic NaOH, 80C; Y=Br2/CHC13,0C

Q.13 CH3MgBr + Ethyl ester - which canbe formed asproduct,(excess)

(A)HO-

CH2CH3

-CH2CH3

CH2CH3

CHjCH^

(C) HO-

CH,

(B)HO-

(D) HO-

CH,

" CH2CH2CH3

CH2CH3

CH3

CH3 '

CH,

[IIT 2002]

[IIT 2003]

Q.l

(a)

jvf

Q.2

(ii)

Q.3

Match the following:Column I

(A) CH3-CHBr-CD3on treatment withale.KOH givesCH2

:=CH-CD3as a major product.(B) Ph - CHBr - CH3reactsfasterthan Ph-CHBr-CD3.

(C) Ph-CHj-CHjBr on treatment with C2H50D/C2H50~gives Ph-CD=CH2as themajorproduct.

(D) PhC H^ f^ Br and PhCD2CH2Br react with same rate.

EXERCISE-IV (B)Fill in the blanks:Butannitrilecan be preparedbyheating _

Column II

(P)El reaction

(Q)E2 reaction(R) Elcbreaction

(S) First order reaction

with alcohalic KCN.

Amongst three isomers of nitrophenol, the one thatisleastsolublein wateris_

Identify the major product in thefollowingreactions:

CI

[IIT1992]

[IIT 1992]

[IIT 1993]

CgHjCH2CH - CH3

C6H5COOH + CH 3MgI-KOH A

> 9 + ?

An alkylhalide X offormulaCfiH]3Cl on treatment with potassium tertiary butoxide gives two isomericalkenes Y and Z (C6H12). Bothalkeneson hydrogenationgive2,3-dimethylbutane. Predict the structuresofX,YandZ. [IIT 1996]

faBansal Classes HalogenDerivatives [23]


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Q. 4 Predict thestructure oftheintermediates/products inthe followingreaction sequence - [ET 1996]

Br

H -

M e O -

Ph

Q.5

I- - _AicohaiicKOH BWrite structures of (A)and(B).Heat

(b) (CH3)2CHOCH3 H1(excess) > A+B Write structures ofAandB. [IIT 1998]

Heat

Q. 6 Completethefollowingreactionwith appropriate structuresof products/reagents. [DT1998]

C H = C H 2

Br2 ^ (i)NaNH2(3equi .) ^ ^

(II)CH3I

Q.7 Whatwould be major product? [IIT 2000]

CH,I

CH 3-C-CHBr c

2H5

OH >9

I " ACH3

Q. 8 Howwouldyousynthesis 4 methoxyphenol from bromobenzene inNOTmore thanfivesteps? State

clearly the reagents used in each stepand showthestructures oftheintermediate compounds in your

syntheticscheme. [IIT 2001]

Q.9 Analkene A (C16H16)onozonolysis giveonlyoneproduct B(C8HgO).Compound Bonreactionwith

NaOH/I2yields sodium benzoate. CompoundBreacts with KOH/NT NF^yielding a hydrocarbonC

(CgHjQ). Write thestructure ofcompound B and C.Based onthisinformation two isomeric structurescan be prepared for alkene A. Write their structures and identify the isomer which on catalytic

hydrogenation (t^/Pd-C) gives aracemic mixture. [IIT 2001]

Q.10 Givemaj or products A, B,C and D in following reactionsequence. [IIT 2004]

C H 2 -C1

K C N > / a \ (i)NaOEt/EtOH . r m H 3 Oe .

DMF ( A ) (ii)PhCHO/A > ( B ) ' ^

c(i)SOCl2 IV v (ii)CH3NH2



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ANSWER KEYEXERCISE-I (A)

Q. l D Q.2 A Q.3 C Q.4 D Q.5 A Q 6 D Q 7 AQ.8 B Q 9 C Q.10 C Q.ll C Q.12 C Q.13 A Q.14 DQ.15 C Q.16 B Q.17 A Q.18 D Q.19 C Q.20 D Q.21 BQ.22 C Q.23 D Q.24 C Q.25 D Q.26 B Q.27 B Q.28 AQ.29 B Q.30 C Q.31 B Q.32 B Q.33 C Q.34 C Q.35 AQ. 36 A Q.37 C Q.38 C Q.39 A Q.40 B Q.41 A Q.42 A

Q.43 A Q.44 B Q.45 A Q.46 D Q.47 B Q.48 A Q 49 CQ.50 B

Q 49

EXERCISE-I (B)

Q.l D Q.2 A,C Q.3 B,C Q.4 A,B

Q 5 A,C,D Q.6 A,B,C, P Q.7 B Q.8 A,B,D

Q 9 B,C,D Q.10 B,D Q.ll A,D Q.12 A,C,D

Q.13 A,C,D Q.14 A,C,D Q.15 B,D Q.16 A,B,C,D

Q.17 A,B Q.18 A,B,C Q.19 A,B Q.20 A,B,C

Q.21 A,C Q.22 B,C Q.23 A,B,C,D Q.24 B,C,D

Q.25 A 3, B 2 ,C 1,D>2 Q.26 A -> 4, B 3,4, C -> 3, D -> 1,2

Q.27 A>2, B>!, C>4, D - 3 Q.28 ( A ) - S ; ( B ) - -Q; (C) -R; (D )- P

Q . 2 9 ( A ) - Q ; ( B ) - S;(C) - R; (D) - P Q.30 ( A ) - Q ; ( B ) - - R ; ( C ) - P ; ( D ) - Q

EXERCISE-II

Q. l (i) CH3 - CH - CH,, attack take place on less stericaUy carbon

IOH

Q.4 (ii)

Q-5 (A)\TSJ

H

Me Me MeI I I

(c) (A) Me -C = CH- Me, (B) Me -C-C H 2-Me, (C) Me-C-CH2Me

OEt I

(d)(A) n , (B) | 0 | ,(c) | O j1 1 - Me H Me BrMe OTs

faBansal Classes HalogenDerivatives [25]


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x OH OH\ Et | ^ C H 2 - C H 2 - O H

Q.6 (b)Ph-C- (c) Et-CH-Et

o

NQ.7 (d) Q.8 N

H

Q.9 A= OL-CH-CH= CH9 B s C - C - C = C-C1

I ICH3 C

Conversion (l)NaNH2 (2)H /PdBaS04

Q.10 (a) & (c)

CH3

IQ.l l (a)AsEt-I (b) B = CH3-CH-OH (c)Me2C=CH2

OH

I(d)Me2C=CH2 (e)Me-CH-CH2&Me-OH- CH2

OH

Q.12 The mechanismof

C1CH2CH2CH2CN (ii) PhCHF2(iii) FCH2CH=CHC02Me (iv) Efl

(v) no reactionQ.13 (i) Chloroform responds carbylamine test while ethyl alcohol does not. Carbylamine test- The compound

is heated with aniline and alcoholic caustic potash-an obnoxious smell ofphenyl isocyanide (C6H5NC)

is produced.(ii) Chlorine atomsofchloroformcanbe easily replacedby -OH group sontreatment with NaOH. Hence

chlorine atoms comeinthe formofsodium chloride.Thesolution thus when treated with silver nitratesolution gives white precipitateofsilver chloride. Chlorine atominvinyl chloride isnotreadily replaced

byNaOH, hence it does not give precipiatet with AgN03solution.

(iii) The two compoundsarehydrolysed with aqueous NaOH when1,1-dibromoethane form acetaldehydewhile 1,2-dibromoethane gives glycol.

(iv) Chlorine atominchlorobenzeneisvery less reactive, while chlorineincyclohexyl chlorideisvery reactive.Hence thetwocan be differentiated as above in(ii)

(v) Apply test(ii) asabove; when benzyl chloride gives white precipitate with AgN03solution, while Ochlorotoluene doesnotgive precipitate. Alternately, the compounds are oxidised whenochlorotoluene

give o-chlorobenzoic acid when benzyl chloride gives benzoic acid (having non chlorine.)

(vi) n - Hexane does not respond CI"iontest even after fusion withNaand treatment with acidic AgN03.

the remaining three compounds are distinguishedbytheir reactivity with alcoholic AgN03solution.



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(a) CH3-CH=CHC1 (a(b) CH, = CHCHjCl (an(c) c H r a v c i v c i

Q.14 TheeliminationofHI(or DI)involves breaking up ofC - H (or C-D)eliminationisfaster in case of CH3- CH,I.

Q.15 H 3 C - C H - C H - C H3 KQHW > CH 3 -C = CH -C H 3 + C H 3 -C H- CH = CH2

CH3 CI CH3 c h 3

shydrogenated carbon.

swith I2togivePI3a>+ 3I2->2PI3t OH + PI3 3RI + H3P03

Q.21 KCN is anioniccompound [K+(:C =N:)-]inwhich bothCand N carry a1togive alkylcyanide AgCN

N atom and R-N = Cis

faBansalC


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Q.22 Thestrong-1. E offluorineatomin F3C - C ROH(more fast)

Q.25 Themore pronouncedthenucleophilic activity ofthe attacking reagent, thenthemoretheSN2mechasnism

will be favoured. SinceinSN1 mechanismtheraegent doesnot enter intotherate determining stepofionisationHowever itcanalso be expected thatas thenucleophilic activtiy is so slow thatthemechanismwill changefromSN2to SN1

Q.26 Thedielectric constantofwater is greater than thatofaqueous acetone,and soionisationofbenzylchlorideisfacilitated.

Q.27 Onmovingfrom3 to1 alcohol rateof 2 reaction decreases and reaches to minimum and mechanesmchangesfromSN2to SN1,Then rateofSN1 rateofreaction increases.

Q.28 Anhydrous A1C13isused asacatalyst infriedelcrafts alkylation.

Q.29 tert-Butyl chloride, sec butyl chlorideandCC14withale.silver nitrate

Me3C- CI > ">CHC1>CC14

c 2 H ^

CuLi2

Q.30 (a)As Q C ^ j] D . Q f

- 1 0

Br

H s

1=Q

ofaBansal Classes NOMENCLATURE OFORGANIC COMPOUND [28]


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Me Me

(b) (A) EtO Pr, (B) Pr EtO

H H

e

Q.31 A = CjqHjj -C^CH B e C 1 0 H 2 1 - C^ C Li C - C - C - C - C - C - B r

C

D = C1QH21- C = C - (CH2)4 - CH - CH3 E e C1qH21 - C = C- ( CH 2 ) 4 - C H - C H .

CH H H CH

CH

F - C 1 0 H 2 1 - C - C - ( C H 2 ) 4 - C H - C H 3

H 0 H

Q.32 (i)A,CH3CH2CH2Br;B, CH3CH = CH 2 ; C, CH3CHBrCH3; D, CHgCHNE^CHg

(ii) A, CH 3CH = CH ^ B, CH3CHOHCH3; C, CH3CHC1CH3; D, CH3CH 2CH 2(iii) A, CH3CHBrCH = CIi2; B, CH2=CH-CH=CH2; C, CH3CHBrCH=CH2& CH 3CH = CH -C ^B r

(iv) A, CH3Clr^CHOHCH 3; B, CH3CH2CHBrCH3; C, CH3CH = CH - CH3

EXER CISE-III

Br

Q.L C H 3 - C H - C H 2 -CI CH3 - C = CH 2 C H 3 - C - C H

CH. CH 32 - Bromo - 2 - methyl propane

(Z) (isomer of X)

(X)

(CH3)2CHC H2-CH2-CH (CH3).(2,5 - dimethyl Hexane)

(S)

Q.2 (Y)

Chloretone (Hypnotic)

Q.3 CH3CH2CH2CH 2Br CH3CH 2CH = CH, CH, CH, CH CH,

Br Br

(A) (B) (C)

CH3- CH2- C = CH


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Q.4 (CH3)3C - C 3 CH

(A)

(CH3)3C - C =C"Na+ ( C H 3 ) 3 C - C = C H ^ ^ C T ^

(b) (C)

(CH 3)3C - C H = CHCH2CH2CH3

(D)

OC H3

I

Q.5 C H 3 - C ( C H 3 ) - C H 2 - C H 2 - B r

(A)

OCH3

CH 3 - C(CH3) - CH 2CH2 - NHCH3

(C)

OCH,

C H 3 - C H - C H 2 - C H 2 - N - N = O

CH,

(E)

Q.6 (CH3)3C - C^ CL

OC H3

CH 3 - C(CH3) - CH2 - CH 2NH2

(B)

OC H3

CH 3 - C(CH3) - CH 2CH2 - OH

(D)

CH 3

I

Q.7 CH 3 - C H - C H 2 B r

(A)CH,

CH,

C H 3 - C = CH

(B)CH,

Q.8

CH 3 - CH - CH 2CH2 - CH - CH 3

(D)

^CH,CH,

CH,

C=C

(A)

CH3 CH 2

Q.9

"H

C = CH - CH,

CH,

H3C C CH3

Br

( Q

CH 3X

(A)

CH3-COOH

CH^ CH2

CH,

;c=o

(B) ( Q


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CI

Q.10 CH3-C = CH

CI

(A) (B) (C)

Q.ll CH 3-(CH2)3C-C1 CH3(CH2)2CH = C(CH3)3I

CH3

(A) (B)

Q.12 H3C-CHX2(X=Halogen)

CH3. .C2H5

Q.13 (CH3)2CH-CHCH2CH3 (CH3)2CH CH = CH CH3 ^ C = C

(A) (B) (C)

Q 14 (A) CHGCE CTYBR, (B) C H ^ H ^ O H , (C) CHG CH^ C^ OC ^C^ C^ , (D) CHJ-CH-CH^(E)CH3CH(OH)CH3

Q. 15 (X) C2H4C12, (Y)CI- CHjCHJ - CI,(Z) CH3CH

Q.16 HC^C-CH^Cl

EXERCISE-IV (A)

Q.l D Q.2 D Q.3 A Q.4 C Q.5 A,B Q.6 B Q.7 BQ.8 A Q.9 A,C Q.10 A,C Q.ll D Q.12 B Q.13 DQ.14 A-Q;B- Q; C- R,S;D-P,S

EXERCISE-IV (B)

Q.l (a) propyl chloride, (b)ortho

BrQ.2 (i) C6H5-CH = CH-CH3 ; C6H5-CH-CH2-CH3

(ii)C6H5COOMgI +CH4



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c h 3 c h 3 c h 3 c h 3

Q.3 (X):CH3-C CH- CH3 ;(Y): CH2=C CH-C H3 ;(Z): CH 3 -C CH-CH

CI c h 3 c h 3

H-Q.4 MeO-

-Ph

- H (NGP dueto MeO, soretention of configuration)

Ph

Q.5 (a) Cisand transformsof stibene C6H5CH=CHC6H5; (b) ^>CH1 + CH31Cri-j

CH3

h

Q.6 ( A ) f Q

Br

,CH-CH2BrNaNH,(liq.)

C=CNa

CH-J *(B)

G=CCH3

C H ,

Q.7 CH3-C-CH2CH3

o c 2 h 5

Br ONa

NaOH

^ I C 3 J A high pressure

ONa OMe

^ [ o ) MejSO^ [ o ] '

OMe

conc.H,SOd NaOH

SO,H

OMe

-Co)-ONa

Alternative routBr Br Br Br OMe

OMe

- > ( 0 )

OH

OMe

o j - ^ ^ i o j n a o h > [ q j ^ l o j - . . n a o h _ > [ o j - ^ l q .

SOiH ONa OMe ONaOH

0

Q.9 (A)PhC(Me)=C(Me)Ph rz"-H3 >(B) 2PhC - Me KU" >(C)PhCH2MeKOH

NH 3 -NH 3

Twoisomers of Aare cisand trans

Q.10 (A)

CN COOH

CONHCH,!

CH = C

( D ) [ O J L O j

mBansal Classes Halogen Derivatives [32]


17/32

Q.13 Whichisincorrect about Hunsdicker reaction?(A) Only Cl2cangivealkyl halide(B) I2will giveester when treated with RCOO Ag(C) The reaction proceeds throughfreeradical(D)F2cannot givealkylhalide

Br

Br

Q.14 Majorproductforthe reaction

(A)

(C)

Me Me

f5 HO|H H|CI

11 Et

1

o c h ->is:

(D)

Br

Br

Me

-> H- -OH

Et Et Et

B ASteps I and II are

(A)bothSN1 (B) bothSN2 (C) ISN1, II SN2 (D) I SN2, IISN1

Q.16 What are A& Bin thefollowingreaction?

CI

Mg/THF . (i)CH3CHO ^J\. f Jj

(A)

MgCl

. ^ - B r

CHOHCH3

*{SBr V ^ - B r

MgCl

(C)f| &

(ii)aq.NH4Cl

CI

(B) &

CI

MgBr CHOHCHi

MgCl

Br ^ - C HOHC H 3

H,0+

(D)None of these

Q.17 Ester A (C4H802) + CH3MgBr > C4H10O

(2 pair) (alcohol)

(B)AlcoholBreactsfastestwith Lucasreagent.Hence Aand Bare

O O

(A) CH3- C-O- C 2H5, (CH3)3COH (B) H - C-O- C3H7, (CH, )2CHOH

O o

II II(C) CH 3 -C-0 -C 2 H 5 , (CH 3 ) 2 CH 0H (D) H- C- O- C 3 H 7 , (CH 3 ) 3 COH

faBansal Classes NOMENCLATURE OFORGANIC COMPOUND [3]


18/32

Q.18 The hydrolysisofalkyl isocyanides(R-CH2-N C)gives

(A)RNHCOOH (B)R-CH-COOH (C) RNH2+ HCOOH (D) RCH2NH2+ HCOOH

NH2

What is productofthe followingreaction?

CI Mg

QcCI ET,0 ?

(A)MgCi

(B)

\JX*Followingreaction is:

H

CH3(CH2)5^ 1

CI

MgBr

H

(Q (D) Noneof these

i .(CH2)5CH3

X-Br HO-C

H,C'

V ^1

J & 3

Q.24

Q.25

OH-

(A) SE2 (B)SN

1

B rV ~ V

C H 3

H A _ A H

Ais:

HOV / Y ,C H3

(A)

CH3

(C) SN (D)SN2

h/LAH(C)Both

CHCI3+ OH- HCOO"Intermediates ofthis reaction are

(B)H\ / \ / 3

(A) :cci: (B) :CCL

o h /V _ A H(D)None

(C)both (D)None

Racemicmixtureis obtained due to halogenationof:

(A)n-pentane (B)Isopentane (C)neopentane (D)BothA&B

For CH3Br +OH" >CH3OH + Br

therateof reactionisgivenby theexpression:

(A)rate = k [CH3Br] (B)rate = k[OH"]

(C)rate = k[CH3Br][OH_] (D)rate =k[CH3Br] [OH"]

Whichwill give white ppt.with AgN03?

(A) \ )CI (B) ( O V - C I (C) ( O / ~c h

2c i

(D) Both A& C

The reactionof SOCl2on alkanols to form alkyl chlorides gives good yieldsbecause(A)Alkyl chlorides are immscible withSOCl2(B)The other productsofthe reaction are gaseous andescape out(C) Alcohol and SOCI2are solublein water

(D)The reaction doesnotoccursviaintermediate formationofan alkyl chlorosulphite


19/32

Q.27 True about alkyl halides is/are:

(A) Tertiary alkyl halides undergo ^2 substitutions

(B)Alkyl iodides on exposuretosunlight gradually darken

(C)Alkyl chlorides do not give beilstein test

(D)A nucleophilic substitution is most difficult in alkyl iodides

Q.28 Theproduct formed when glycerol reacts with PC15is-

(A)1,2,3-trichloropropane (B) Glycero monochlorohydrin

(C) Glycero dichlorohydrin (D)Allofthese

Q.29 On heating glycerol with excess amount to HI, the product formedis-

(A)Allyl iodide (B) Isopropyl iodide (C) Propylene (D)1,2,3-tri-iodopropane

To prepare 3-ethyl-3-pentanol the reagents needed are:

(A) CHgCHjMgBr + CH,-C- CH2CH3Ii0

(B) CH3MgBr + CH3CH2- C -CH2CH3IIO

(C) CH3CH2MgBr+CH3CH2- C -CH2- CH3II0

(D) CHgCHjCT MgBr+CH3- C-CH2CH3IIO

Non-occurenceofthe following reaction

Br +CH3OH > BrCH3+ OH,isdueto

(A)Attacking nucleophile is stronger one (B) Leaving group is a strong base

(C)Alcohols are not good substrate (D) Hydroxide ions are weak bases

\_J^32 When ethyl bromide is treated with moist AgjO, main product is:

(A)Ethyl ether (B) Ethanol (C) Ethoxy ethane (D)Allofthe above

yJJ^f When ethyl bromide is treated withdry Ag^,main productis:(A) Ethyl ether (B) Ethanol (C) Ethoxy ethane (D)Allofthe above

CH,

H-Q.34 H_

CH

D c H O -Br > ? Major product is:

C2H5OH

h 3 C x / H H3Cv /CH3

(A) (B) > ProductA, B&Ci

il -(A)](C)]

Q.40

rTrrtiztir3(C)Alkanols ofthe structure CH3CH(OH) -R(where R =H,alkyl or aryl) givei

(D)'

Q.41 A

042

( A ) Q C B ) | ) ( C ) ^ .(D) I


21/32

Q. 43 The appropriate naming for the second stepin the haloformreaction is:

(A) Halogenation (B)Dehydrohalogenation

(C) Reduction (D)Dehydrogenation

Q. 44 Which productisobtained whenbleachingpowderisdistilledwith acetone:

(A)CC14 (B)CHClg (C)CH2C12 (D)CH3C1

Q.45 Whatwill be thereduction product offollowing reactions:

+2H

CHCI3-

Zn/HCl (ale)

+4HZn/HCJ (aq.)

+6HZn/H20

(A) C H ^ , CH3CI, CH4(C)CH3CI,CH ^ , CH4

Q.46 Fe/HCl reductionof'pyrene'(CCl4) gives:

(A)CH4 (B)CH2C12

(B) CH4,CH3CI, C H ^

(D)CH3CI,CH4, CF^Cl

(C) CHoCl (D)CHC13

Q. 47 Additionofbromineonpropeneinthe presenceofbrine yieldsamixture of:

(A) CH3CHClCH2BrandCH CHBrCI Cl (B)CH CHClCF BrandCH3CHBrCH2Br

(C)CH3CHC1CH2C1 andCT^CHBrCHjBr(D) C^CHCIC^CIandCH3CHBrCH2Cl

Q.48

0 / ^ Y 3

is convertedinto I by:

(A) (i)CH3~ Mgl,H30+(ii) H2S04, A,(lii) HBr,R202

(B) (i) CH3-Mgl,H30+(ii) H2S04, A,(iii) HBr

(C)(i) CH3-MgI, H30+(ii) HBr

(D)(i) HBr,R ^ (ii) CH3-MgI, H30+

Q. 49 To form Malonic acid, by shortest possible route,wehave to start areaction from:

(A) Ethyledine chloride (B) Methyl chloride (C) Methylene chloride (D) Chloroethan

Q. 5 0 Frankland reagent is:

(A)Dialkyl lithium (B)Dialkyl Zinc (C)Dialkyl magnesium (D) Dialkyl aluminium


22/32

EXERCISE-I (B)

(Choose the correct option. One or more than one are correct)

Q.l Inthegiven reaction:

H

[X]is:

HBr H

( A ) k X J ( B ) r N 1 (C) (D)Br

Br

Q.2 Considerthe followingstatements?(A) CHJ-CHJ-CHJ-I will react more readily than (CH3)2CHI for SN2 reactions.

(B) CH3-CH2-CH2-C1 will react more readily than CT^-Cf^-CHj-Br for SN2 reaction.

(C) CH3-CH2- CH2-CH2-Br will react more readily than (C H^C-CI^-Br forSN2reactions

(D) CH3-0-C6H5-B r will react more readily than N02-C6H5-CH 2Br forSN2reaction

Q.3 A solution of (R)-2-iodobutane, [a]= -15.9in acetoneistreated with radioactiveiodied,until 1.0% ofiodobutane contain radioactive iodine, the specific rotation of recovered iodobutane is found to be15.58, which statement is correct about above information.(A) It has optical purity 96% (B) % of Rinsolutionis99%

(C) Racemic mixture is 2% (D) Final solution is dextrorotatory

Q. 4 Which are possible products in following

CH 3 . A moistAg,U

CH2CI

2

>

CH2 OH CH2OH CH

CH, ^ ^ X

Xchoh (D)OH

Q.5 Inwhich product formation takes place according toHoffinann'srule

e 0

(A) CH3CH2 - CH - CH3 t " B ^ 0 K > (B) CH3CH2 - CH - CH3

CH3C^OK >

Br BrCH 3

&/ e(C) CH 3CH2-CH-N CH3

o h > (D) CH CH C H - C H 0 11 >

CH, CH, SS(CH3V

fa Bansa l Classes NOMENCLATURE OFORGANIC COMPOUND [8]


23/32

Q.6 A +B ( i )Et2 >Alcohol H2Cr4 > Ketone

CH

(C)Bis CH3-CHCOCI (D)Ais isopropyl magnesium iodide

H

Q.7

CH

IH

CH3

(A) CH 3 - CH - CH 2 Br

CH3

(B) CH3- CBr - CH.

Br

(D) CH 3 - C H - C H 3(C) CH3CH2CH2Br 3

Q. 8 Select the correct statementsfromfollowing

(A) CH3CH2CH2I will react more readily than (CH3)2CHI for

(B)CH3CH2CH2C1 willreact more readily than C^C Hj CH jB rfor

(C) CH3CH2CH2CH2Br will react more readily than (CH ^C H- CI ^B r for

(D) CH3-0-C6H4-CH2Br will react more readily than N02-C 6H4-CH2BrforS.

Q. 9 Which of thefollowing willreact with AcO Ag(A)R-NH2 (B)R-OTs (C)R-N3 (D)R-Br

^Bansal Classes HalogenDerivatives [9]


24/32

Q.10 Considerthegiven reaction

H-C-OTS NaCNCH3CH2CH-CN

whichoffollowing statements are correct for above reaction.(A) Product formation takes place due to the breakingof O-Ts

(B) The reactionis Sn2

(C) The reactionis Sn1

(D) Configurationofproduct is (R)

Q.ll Benzoyl chlorideisless reactive than acetyl chloride for nucleophilic acyl substitution reaction because

0

(A) -C- group ofbenzoyl chloride is in conjugation with benzene ring. This makes benzoyl chloride

more stable than acylchloride.

(B) CH3-groupofacetyl chloride make C-Cl bond stronger due to the +1 effect.(C) C6H5- group ofbenzoyl chloride make C-Cl bond weakerdue to+R effect.

(D) Carbonyl carbon in benzoyl chloride is less electron deficient than acetyl chloride

Q.12 Brominationcantake place at

(A)L (B)5 (C)3 (D)4

Q.13 Whichoffollowing will give syn-elimination

(A)CH3CH2CH2-OCOCH3 (B)CH3CH2CH-CH3

CI

IIs CH3


25/32

Q.14 Whichoffollowing are correctforgiven reaction

N- OH

(A) Major productofreactionis

A

(B) Major productis

(C) The reactionisthermal elimination reaction(D) The reaction is cyclic E2reaction

Q .15 Haloform reaction is givenby

(A)All 2 alcohol

(C)All the compounds havingCH , -C- group

(B) Allmethyl ketones

(D)Chloral

Q .16 Identify the compounds that will undergo NGP reaction

(A)CHjCHj-S-CHjCHjBr

(C)CH 3 -CH-C= O

I leBr O

0

(B)CH3-NtICH2CH2CH2Br

(D)CHg-O-CH^CI^CI^Br

Q .17 Which alkyl halide undergoE2elimination

Br

(A)

(C)CMe,

Br

(B)

" 0


26/32

Q.21 SN1&SN2 isnotfavourablein(A) HJC = CH-C1 (B) Ph-CHJ-Cl (C) Ph-Cl

Q.22 SN1&SN2product are same in (excluding stereoisomer)

(A)a (B) ( Q

(D) H^C H- CI VC L

(D ) Ph - CH - CH - CH 3

CH3 CI

Q.23 Rate ofSN2 depends on(A) Cone of Nucleophile(C)Nature of leaving group

(B) Cone of substrate(D)Nature of solvent

Q.24 CT NaOI ) yellnw solid

G can be

(A )CH 3 -C-O CH 3

II

O

(C) CD3COH

(B) C H 3 - C - C H 2 - C " C H 3

O O

(D) CCH3

o

Q.25 Match the List I (reaction) withList II (reaction intermediate) and select the correct answer using the

codes given below the Lists.

List I

(A) CF3-CHC12 alc.KOH/A >CF2= CC12

CH3

(B) CH3- C - OH > CH, - C =CH,

CH,

~ ~CH,

L i s t n

(1) Transition state

(2) Carbocation

(C) CH3-CH2-Br a l cKOH >CH2-CH2

Br

(D) CH 3 - C - CH 3 aq.KOH/A >^ ^ ^

(3) Carbanion

(4) Free radical

CH,CH,

^Ban sal Classes Halogen Derivatives P2J


27/32

Q.26 Match the List I with List II and select the correct answer using the codes given below the Lists.List I

(A)E1CB

(B) Saytzeff alkene as major product

(C)E2

(D)EC

Listn

(1) Quaternery Amine oxide

(2) Xanthate

CI

(3) C H 3 - C H 2 - C H - C H 3

(4) C 6 H 5 - C H 2 - C H - C H 3

Q.27 Match ListIwith List II and select the correct answer from the codes given below:

ListI List II

(A)

(B)

CH 3-O-SO2CH 3 + C2H5O

CH3-CH2-I + PH3

(1)

(2)

CH3CI^P H2

CH3-O-C2H5

(C)

Q 0

HC = CNa + CH3-CH2-Br (3) CH3-O-CH3

(D) CH3-CI + CH3 -O (4) CH=C-CH2-C H3

Q.28 Match List-I with List-IIforgiven Sn 2 reaction & select the correct answer from the codes given below

List-I

(A)H-

(B) CH3-

(C)C2HS-

CH 3

(D) \ CHCH /

Z-CHJBR + CH3 0

List-n iftcdl'i

(P)0.1

( 0 ) 3

(R)l

(S)100

Z-CH2-OCH3 + Br

Q.29 Match List-I & List-II and select correct answer

List-I

(A) R-MgX + HCHO >Adductn-carbon

H,O

(B)R -MgX + (CH2)20 Adduct >

n-carbon

(C) R-MgX+C02n-carbon

(D) R-MgX + Ph-C=N-

faBansal Classes

Adduct H 3 >

Adduct h3 >

List-n

(P) Ketone

(Q)1Alcohol (n+ 1) carbon

(R) Acid (n + 1) carbon

(S)10Alcohol (n + 2) carbon

HalogenDerivatives [13]


28/32

Q. 30 Mat ch the fo l l owing

List-I

/ O C H 3W-

-C>

(A)C H , 0 CH,CH2Q >

C H , 0CH3O

0II

cCH 3CH 2O

CB) CH3 CH2CH2BrW 3 2 CH,CH,OD

(C)

o o

Br

CD)

Brale. KOH

List-n

( P ) E 1

( Q ) E 2

( R ) E l c b

(S)Ec

feBansal Classes Halogen Derivatives[14]


29/32

EXERCISE-IIQ.l Explainthefollowing giving proper resoning:

(i) Treatmentof 1,1-dimethyl oxirane with sodium methoxideinmethanol gives primarilyoneproduct. Also

identify the product giving its IUPAC name

(ii) Trimethyl amine reacts with alkyl iodide (RI). As the reaction proceeds the reaction rate abnormally

increases, inspiteofdepleting concentrationofreactants.

(iii) Optically active 2-iodo butaneontreatment with NaI*/Acetone gives a product which donotshow

optical activity.

(iv) Inthesolvent DMSO the orderofreactivityofhalide ions with methyl bromideis F~> Cl> Br" > I~oppositetothat observedinmethanol solution.

(a) (n -C3H7)3N+CH3I-(n -C3H7)3NCH3+

Relative rate: in hexane, 1; in chloroform, 13000

(b) Br - +CH3OTs-CH3Br+ TsO-

Relative rates: in methanol, 1;inHMPT,105.

(v) Although ethersareweakly polar, are used as solventofchoice for Grignard reagents.

(vii) Treatmentofeither CH3-CH- CH-CHjBr or CH3-CH-CH - CH2with aqueousHO~givesthe

O O

same product. Also write down mechanism involved, & IUPAC name ofproduct.

Q.2 On reaction betweenanalkyl halideand KOHin a mixtureofwaterandethanol, comparethetwo

mechanismsSNj andSN2:

(a) relative ratesofCH3X,C2H5X,iso-C3H7X&tert-C4H9X

(b) relative ratesforRC1,RBr andRI

(c) effectonrateof ariseintemperature

(d) effect on rateofincreasing water contentofthesolvent.

(e) effectonrate increasing alcohol contentofthe solvent.

Q.3 In thefollowing reaction is carried out intheweakly ionizing solvent, acetone (CH3)2C=0. (Bsisbrosyl,

p-bromo benzene sulfonyl)

n-C4H9OBs+ X - >n-C4H9X+ BsO-Theorderofreactivityofhalide ions depends or the salt usedontheir source :

ifLi+X~ isused,I^r-^C l-

if(n-C4H))4N+X - isused Cl -> Br -> I~

Howdoyouaccount for this contrastinbehavior ?

Q.4 Whichofthe following is the correct method for synthesizing 4,4-dimethyl-pent-2-yne, using sodamide

inliquid NH3? Given reasons.

CH3 CH3

(i)CH3C=CH+ CH3- C-Br > (ii) CH3-C-C=CH+CH3I >

CH3 CH3

Q.5 Give the products andfindallunknowns.

(a) I^NCH2CH;CH,C ^ Br A>

faBansal Classes Halogen Derivatives [15]


30/32

CH3

(b) CH3-C-CH2-Br

CH3

C

2

H

5

O

C 2H 5OH

Nal

(C)

H H

nCH, OH

TsCl v * NaBr

PyridineA B

Q.6 Findout the unknown alphabets.

(a) 'CH3+ CH3CH2MgBr(l eq) H3+ > A

O

(b) Ph-OCl +

MgCl

oB

(2 eq)

O

(c) H - C -O Et + CHgCHjMgBr h3o+ ? c

(2eq)

(d) QCMgI+ D(1eq.)

CH2

HCl>E

H3C Ph

C2H5

Q.7 Toprepare -C-C2H

5 by RMgX whichisthe incorrectpair

OH(a) C = 0 >H

5C

2

(c) C2HsMgBr +-COOCH3 Hz >


31/32

(d) MgBr+ C2H5COOCH3 H2 >

IH

C i

Zn .I Zndust' A n

- C H - C H , - C I - c on ve r t?Q 9 C H 3 - C H - C H - C H 2 - C 1 -

CH3B

Q.10 What is/are the limitationin theformation of Grignard reagent by RX+Mg dryether >

(a) R should not contain anyacidicgroup(b) R should not containanyelectronegative group(c) Alkylhalide should notbe vicinaldihalide(d) Alkyl halide can'tbeTertiary.

Q. ll Identify the unknowns(a) CH jCHjCl + 1 ~ - A

(b) (CH3)2CH-Br + KOH (aq.)B(c) (CH3)3C-Br + KCN (ale.) -> C(d) (CH3)3C-Br + KOH (aq.) -> D

CI

CH3-CH-CH2-OH Conc NaUH) E,

Q.12 Writemajor product of the thefollowingreactions:

0) Cl C^ O ^ CH ^r + KCN >A

(ii) PhCHO SF* >B

Oii) BrCH2CH = CHC02Me ^ >C

(iv) EtOH + HI >D(v) EtOH + HCN >E

Q.13 Stateatleastonecharacteristic test which can distinguish: C 2 HJ OH from CHC13

(ii) Halogen atoms present inCHC13and CH2= CHC1(iii) 1,1- dibromoethanefrom1,2-Dibromethane(iv) Chlorobenzenefromchlorocyclohexane(v) o-Chlorotoluenefrombenzyl chloride(vi) n-Hexane, CH3CH = CHC1, CH2=CHCH2C1and O ^O ^C I^ Cl

Q 14 CH3-CH2I reacts more rapidly with strong baseincomparison to CD-^CI^I


32/32

Q. 15 2-chloro-3-methylbutaneontreatment with alcohoilc potash gives 2-methylbutene-2 as major product.

Q.16 Iodoform gives precipitate with AgN03onheating while CHC13doesnot.

Q.17 Hydrogen atomofchloroformisdefinately acidic,butthatofmethane isnot.

Q.18 Asmall amount ofalcoholisaddedtochloroform bottles.

Q. 19 TreatmentofMe3CCH= CH2and Me3CCHOHMe with concentrated hydrochloric acid givesthe

sametwoisomeric alkyl chlorides whatarethesetwoproducts.

Q.20 Iodine reacts with alcohols to give alkyl iodine onlyinpresenceofphosphorous.

Q.21 KCN reacts withR - 1to give alkyl cyanide, while AgCN resultsinisocyanide as major product.

Q.22 Thecarbocation F 3C-C< is unstable whereas carbocation F3C+ismore stable.

Q. 23 Dry gaseous hydro halogen acid and not their aqueous solutionsareused to prepare alkyl halides from

alkenes.

Q. 24 RC1 is hydrolysed toROHslowly but reaction fastensonadditionof KI.

Q.25 The mechanismofdecompositionof Me3S+OH" isSN2 whereasofMe3S

+1

-is SN1.

Q. 26 Alkaline hydrolysis ofbenzyl chloridein50% aqueous acetone proceedsbyboth^ 2 andS lmechanism,

when waterisused as solvent, mechanism wasnowmainlySN1.

Q. 27 Ethanol is less reactive than methanolaswell as isopropyl alcohols when treated withdryHClgas.

Q.28 Anhydrous A1C13isused as a catalyst infriedelcrafts alkylation.

Q.29 Arrange following compounds according to their reactivity withalesilver nitrate.

t-Butyl chloride,secbutyl chloride andCCL.

Q.30

CH?- OH - ^ A - ^ BJ . I M I D 4

C^ q)Li a ^

+ B r NB S1 C ale.KOH.(ii) CuF

CH,

(b) CH3CH2CH2 OH

H

(i)TsCl Hi) Kkii)C2HsO"K

+ kii)C2H5OTs

(A) (B)

What are (A) and (B)explain giving their stereochemistry.

Documents

Halogen DerivativesOrganic Chem Class XII