target iit-entrance 2013 xii

19
GRIGNARD REAGENT ORGANIC CHEMISTRY TARGET IIT-ENTRANCE 2013 XII A-10, "GAURAV TOWER", Road No.-1, I.P.I.A., Kota-324005 (Raj.) INDIA Tel.: 0744-2423738, 2423739, 2421097, 2424097 Fax: 0744-2436779 E-mail: [email protected] Website : www.bansal.ac.in In time of trouble, don't say "God I have a big problem." say "Hey Problem. I have a big God. HOH or ROH or PhOH NH o r RNH or R NH 3 2 2 H C H O, H O 2 H C OOE t,H O (e q.) 2 HCOOEt R CO OE t RCO R,H O 2 CO ,H 2 CS ,H 2 S O , H 2 R CHO, H O 2 O , H O 2 2 I 2 B r 2 C l 2 ZnC l 2 li mit e d PbCl 2 l i mi t ed Si Cl 4 limited H gB r 2 li m ite d Cd C l 2 li m it e d ClCH C H =CH 2 2 ClCH O R 2 P hC H C l 2 C l CN S, H O , 2 R C N, H O 3 R CO OE t ,H O (e q .) 2 C H -CH , H O 2 2 2 MeCH-CH , HO 2 2 O O RX ? RMgX RMgX Hydrocarbon part of Grignard reagent (RMg + X ) has some carbanionic characters. So, it could act as a base as well as nucleophile both. As a nucleophile, it could show Nucleophilic substitution, Nucleophilic addition and Nucleophilic Addition-Elimination reactions.

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GRIGNARD REAGENT

ORGANIC CHEMISTRY

TARGET IIT-ENTRANCE 2013XII

A-10, "GAURAV TOWER", Road No.-1, I.P.I.A., Kota-324005 (Raj.) INDIA

Tel.: 0744-2423738, 2423739, 2421097, 2424097 Fax: 0744-2436779

E-mail: [email protected] Website : www.bansal.ac.in

In time of trouble, don't say "God I have a big problem." say "Hey Problem. I have a big God.

HO

H o

r R

OH

or

Ph�

OH

NH

or R

NH

or

RN

H

3

22

HCHO,HO2

HCO

OEt,H

O

(½ eq.) 2

HCOOEt

RC

OO

Et

RCOR,H O2

CO ,H2

CS,H2

SO

,H2

RCHO,H O2

O,H

O2

2I 2

Br 2

Cl 2

ZnCl 2

limited

PbCl2limited

SiCl4limited

HgBr2limited

CdC

l2

limited

ClCH �CH=CH2

2

ClCH OR2

PhCHCl2C

l�CN

S,H

O,

2

RCN

,HO

3

RC

OO

Et,H

O

(½ e

q.)

2CH-CH

,HO

22

2

Me�CH-CH ,

H O2

2

O

O

R�X

?

R�Mg�XR�Mg�X

Hydrocarbon part of Grignard reagent (R�Mg+X�) has some carbanionic characters. So, it couldact as a base as well as nucleophile both. As a nucleophile, it could show Nucleophilic substitution,Nucleophilic addition and Nucleophilic Addition-Elimination reactions.

Grignard Reagent [2]

EXERCISE - I

Q.1 Consider the given organometallic compound.(I) (CH3)2Hg (II) (CH3)2Zn (III) (CH3)2Mg (IV) CH3LiThe correct decreasing order of ionic character is(A) I > II > III > IV (B) II > I > III > IV (C) I > III > II > IV (D) IV > III > II > I

Q.2 The order of reactivity of alkyl halide in the reaction R�X + Mg RMgX is(A) RI > RBr > RCl (B) RCl > RBr > RI(C) RBr > RCl > RI (D) RBr > RI> RCl

Q.3

MgBr OH

+ AA

(A) (B) (C) (D)

O � Ph

Q.4 14CH2=CH�CH3 Peroxide/CCl

NBS

4

ether/Mg

OD2 Product(s)

Product(s) is / are:(A) 14CH2= CH�CH2�D (B) CH2 = CH� 14CH2�D

(C) Both of these (D) None of these

Q.5 On conversion into Grignard followed by treatment with ethanol, how many alkyl halides (excludingstereoisomers) would yield 2-methyl butane.(A) 2 (B) 3 (C) 4 (D) 5

Q.6

COHO

O

SHH

H

C

C

(1)

(4)

(3)

(2)

)moles2(RMgX

Deprotonation will occur from the following positions:(A) 1,2 (B) 1,3 (C) any two positions (D) 1,4

Q.7 How many litres of methane would be produced when 0.595 g of CH3MgBr is treated with excess ofC4H9NH2(A) 0.8 litre (B) 0.08 litre (C) 0.112 litre (D) 1.12 litre

Q.8 How many litres of ethene would be produced when 2.62 g of vinyl magnesium bromide is treated with224 ml of ethyne at STP.(A) 0.224 litre (B) 0.08 litre (C) 0.448 litre (D) 1.12 litre

Grignard Reagent [3]

Q.9 ether

Mgequivalent1 X

OD2 Y; Y is is

(A) (B) (C) (D) None of these

Q.10 Br�CH2�CC�CH2�Br

OEt)excess(

Mg

2

BrMg�CH2�CC�CH2�MgBr

ProductThe major product is:(A) Br�Mg�CH2�CC�CH2�Br (B) Cyclobutyne

(C) �)CHCCCH(� n22 (D) CH2 = C=C=CH2

Q.11 O CH MgX3

NH Cl4

Product is

(A) Enantiomer (B) Diastereisomer (C) Meso (D) Achiral

Q.12 CH3�CH�CH2

O

OH

MgClCH

2

3

(A)

3

23

CH|

OHCHCHCH (B)

OH|

CHCHCHCH 323

(C)

3

33

CH|

CHCHCH (D) HO � CH2 � CH2 � CH2 � CH2 � OH

Q.13 (i) O

+ Ph Mg Br 1r Ph CH2 CH2 OH

(ii) O

+ Ph Mg Br 2r Ph CH2 CH2 CH2 OH

(A) r2 > r1 (B) r1 > r2 (C) r1 = r2 (D) r1 = 2r2

Q.14 What will be the order of reactivity of the following carbonyl compounds with Grignard's reagent?

(I) C = OH

H(II) C = O

H

CH3

(III) C = OCH3

CH3(IV) C = O

Me C3

Me C3

(A) I > II > III > IV (B) IV > III > II > I(C) II > I > IV > III (D) III > II > I > IV

Grignard Reagent [4]

Q.15 Carbonyl compound (X) + Grignard reagent (Y) Me Ph

OH

EtX , Y will be

(A) PhCEt||

O

, Me Mg Br (B) PhCMe||

O

, Et Mg Br

(C) EtCMe||

O

, Ph Mg Br (D) PhCEt||

O

, Et Mg Br

Q.16 Order of rate of reaction of following compound with phenyl magnesium bromide is:

IClCMe

||O

II

HCMe||O

III

EtOCMe||O

(A) I > II > III (B) II > III > I (C) III > I > II (D) II > I > III

Q.17 Select the correct order of decreasing reactivity of the following compounds towards the attack ofGrignard reagent(I) Methyl benzoate (II) Benzaldehyde (III) Benzoylchloride (IV) Acetophenone(A) II > III > I > IV (B) III > IV > II > I(C) III > II > IV > I (D) II > IV > I > III

Q.18 Which of the following reacts faster with RMgX.

(A) BrCR||

O

(B) HCR||

O

(C) OEtCR||

O

(D) 2NHCR||

O

Q.19 Select the correct order of reactivity towards Grignard reagent for nucleophilic attack.

(A) RCR||

O

> HCR||

O

(B)

O||

HCCHCl 2 >

O||

HCCHCH 23

(C) OCCH||

O

3 NO2 < OCCH||

O

3

(D) ORCR||

O

> 2NRCR||

O

Grignard Reagent [5]

Q.20 The reaction of 1 mole each of p-hydroxy acetophenone and methyl magnesium iodide will give

(A) CH4 + IMgO C�CH3

O

(B) CH �O3 C�CH3

O

(C) CH �C3 OH

OMgI

CH3

(D) CH O3 C�CH3

OMgI

Q.21

O||

ClCHCHCCHCH 2223

MgBrCH3 A, A is

(A)

OH|

ClCHCHCCHCH|

CH

2223

3

(B)

O||

CHCHCHCCHCH 32223

(C) (D)

Q.22

HO OEt

2 CH MgX3

NH Cl4

P1 + P2

Identify P1 & P2.

(A) CH4 (B)

O

(C)

HO Me

(D) O

Q.23 (R) - 2-Bromooctane

H)iii(

CO)ii(

Mg)i(

2

X

X is

(A) (B)

(C) A and B both (D) None of these

Q.24 In which one of the following reaction products are not correctly matched in

(A) RMgX + CO2

(i) CO2

(ii) H Carboxylic acid

(B) RMgX + C2H5OH Alkane(C) RMgX + CH3CH2Cl Alkene

(D) RMgX + Cl O Ether

Grignard Reagent [6]

Q.25Br

Mg (A)

OH/H)ii(

CO)i(

2

214

(B) 3NaHCO (C) gas

Product C is(A) CO (B) 14CO2(C) CO2 (D) A mixture of 14CO2 and CO2

Q.26 MgBr + H � COEtOEtOEt

Ethyl ortho formate

OH

followed

3

product.

(A) 3CHC||

O

(B) CH2CH=O

(C) CH = O (D)

OCH|

CHCH 3

Q.27 Which reaction gives 1° aromatic amine as major product.

(A) ether/Mg

3NH(B)

ether/Mg 3NH

(C) ether/Mg

3NH(D) Ph

43

2

NaBH/NH

)OAc(Hg

Q.28 CH3�CH=CH2 2Br

etherDry

Mg

ClNH

CHCCH||O

4

33

H

End product of above reaction is

(A) 322

2

CHCCHCHCH||CH

(B)

3

32

CH|

CHCCHCHCH

(C)

3

322

CH|

CHCCHCHCH|OH

(D)

3

222

CH|

OHCHCHCHCHCH

Q.29Br

OOH|||

OH.3CHCHCHCH.2

ether/Mg.1

323

Product (s)

Select the product from the following

I : II :

OOH|||

CHCHCHCH 23 III :

(A) III (B) I, III (C) I, II (D) II, III

Grignard Reagent [7]

Q.30 RMgX OH)ii(

CNCH)i(

3

3 (A) ClNH.aq)ii( 4

RMgX)i( (B) will be

(A) 1° ROH (B) 2° ROH (C) 3° ROH (D) Alkene

Q.31 5252 HOCCOHC||

O

MgBrCH2 3 A. Product A formed

(A) is ethyl acetate(B) further react with CH3MgBr/H2O

+ to give acetone(C) further react with CH3MgBr/H2O

+ to give t-butyl alcohol(D) Can give pinacol when treated with Mg followed by H2O

Q.32 Which of the following is incorrect.

(A) Cl OC H2 5

C

O

)eq1(

MgXCH3 523 HOCCCH||

O

(B) OC H2 5

OC H2 5

OC H2 5

CH3�C )eq1(

MgXHC 52 523 HOCCCH||

O

(C) CH3MgX + C||

S

= S OH3 SHCCH

||S

3

(D) CH3MgX + C||

O

= O OH3 OHCCH

||O

3

Q.33 MgBr + H�C�Cl

O

product.

(A) 3CHC||

O

(B) CH2CH=O

(C) CH = O (D)

OCH|

CHCH 3

Q.34 32223 CHCOCHCHCCHCH||||

OO

OH)ii(

)molone(MgBrCH)i(

3

3 A, A formed in this reaction is

(A)

3

32223

CH|

CHCOCHCHCCHCH|||

OOH

(B) 3223 CCHCHCCHCH||||

OO

(C) (D)

OHOH||CCHCHCCHCH||

CHCH

3223

33

Grignard Reagent [8]

Q.35 .)eq1(MgBrCH3 ?

The product is:

(A) (B) (C) (D)

Q.36 CH2 = C = O

)equi2(MgBrCH)ii(

Br)i(

3

2 C4H8O

(A) (B) (C) (D) All of these

Q.37 RMgX ClNH.aq)ii(

CNCH)i(

4

3 (A) ClNH.aq)ii( 4

RMgX)i( (B) will be

(A) 1° ROH (B) 2° ROH (C) 3° ROH (D) Alkene

Q.38 (i) O

+ Ph Mg Br 1r Ph CH2 CH2 OH

(ii) O

+ Ph Mg Br 2r Ph CH2 CH2 CH2 OH

(A) r2 > r1 (B) r1 > r2 (C) r1 = r2 (D) r1 = 2r2

Q.39 Compounds are shown with the no. of RMgX required for complete reaction, select the incorrect option(A) CH3COOC2H5 1(B) CH3COCl 2(C) HOCH2COOC2H5 3

(D) 4

Q.40 The number of moles of grignard reagent consumed per mole of the compound

is:

(A) 4 (B) 2 (C) 3 (D) 1

Grignard Reagent [9]

Q.41 Which of the following reacts with 4 moles of RMgX.

(A)

COCl

CHO

(B)

CH �Cl2

COOEtOH

ROC

(C) O

O

H

EtO

(D) O

O

OCH3

CO CH

Et

RN

Q.42 How many moles of Grignard reagent will be required by one mole of given compound?

C � OEt

C � Cl

O

OCH �CH2 2

Cl

SHHO

(A) 7 (B) 6 (C) 8 (D) 5

For Q. No.43 to Q. No. 45Consider the given reaction and answer the following questions

COOCH3

OCH3

SH||O

OO

)excess(

MeMgBr Products

Q.43 No. of RMgX consumed in the reaction is(A) 4 (B) 5 (C) 6 (D) 7

Q.44 How many product will be fromed in given reaction (excluding stereo)(A) 2 (B) 3 (C) 4 (D) 5

Q.45 Which of the following reaction will give the same Hydrocarbon formed as one of the product in theabove reaction.(A) EtMgBr + Me � OH (B) PhMgBr + Me � OH

(C) MeMgBr + Ph � OH (D) MeMgBr + CH3 � CHO

Grignard Reagent [10]

Q.46 CH2=CH C||

O

H

OH)ii(

CuCl/MgBrCH)i(

3

3 Product (1, 4 addition). It is

(A)

3

2

CH|

HCCHCH|OH

(B)

OH|

CHCHCHCH 32

(C) CH3CH2CH2CHO (D) none

Q.47 In the reaction sequence:

H/OH)ii(

CuCl/MgBrCH)i(

2

3 (X) Major + (Y)

(X) & (Y) respectively are

(A)

OH

CH3

,

CH3 OH

(B) ,

(C) , (D) ,

Q.48 CH3CH = 3CHCCH||

O

(i) CuI,CH MgBr3

(i) CH MgBr3

(ii) H O3

+

(ii) H O3

+

P

Q

(A) P is CH3CH =

Me|

MeCCH|

OH

Q is CH3CH =

Me|

MeCCH|

OH

(B) P is

3

323

CH|

CHCCHCHCH||

O

Q is CH3CH =

Me|

MeCCH|

OH

(C) P is

OH|

)CH(CCHCHCH 233 Q is

O||

CHCCHCH)CH( 3223

(D) P is

O||

CHCCHCH)CH( 3223 Q is

OH|

)CH(CCHCHCH 233

Grignard Reagent [11]

EXERCISE - II

Q.1 Which of the following reacts with Grignard reagent to give alkane?(A) nitro ethane (B) acetyl acetone(C) acetaldehyde (D) acetone

Q.2 Nucleophilic addition of Grignard reagent cannot occur in

(A) 33 CHCCCH

||||OO

(B) 323 CHCCHCCH

||||OO

(C) 3223 CHCCHCHCCH

||||OO

(D) O

O

Q.3

OH|CHCHCHCH 2223

42SOH.conc X + Y Y

peroxide/CCl

NBS

4

CuLi)CHCH(

|CH

23

3

Product(s)

Product(s) are:

(A) (B)

3

23

3

CH|

CHCHCHCHCH|CH

(C)

3

323

CH|

CHCHCHCHCHCH (D)

3

323

CH|

CHCHCHCHCHCH

Q.4 Select the correct statement:(A) 1,4-dibromobutane react with excess of magnesium in ether to generate di-Grignard reagent.(B) 1,2-dichlorocyclohexane treated with excess of Mg in ether produces cyclohexene.(C) Vicinal dihalides undergo dehalogenation to give alkene when heated with Zn dust or Mg.(D) 1,3-dichloropropane by treatment with Zn dust or Mg forms cyclopropane.

Q.5

O

OH/H)ii(

MgBrCH)i(

2

3

(A)

OH

CH3

(A) The product is optically active(B) The product contains plane of symmetry(C) The product shows geometrical isomerism.(D) The product shows optical isomerism.

Grignard Reagent [12]

Q.6 2CH3MgBr

H)ii(

ONHCH)i( 23

(A) CH3�O�NH�CH3 (B) CH3�NH�CH3(C) CH3�NH2 (D) CH3�OH

Q.7 Select the correct order of reactivity towards Grignard reagent for nucleophilic attack.

(A) RCR||

O

> HCR||

O

(B)

O||

HCCHCl 2 >

O||

HCCHCH 23

(C) OCCH||

O

3 NO2 < OCCH||

O

3

(D) ORCR||

O

> 2NRCR||

O

Q.8

O

Me

ClNH)ii(

PhMgBr)i(

4

Product.

Products in this reaction will be(A) Stereoisomers (B) Enantiomer (C) Diastereomers (D) Geometrical isomers

Q.9 Carbonyl compound (X) + Grignard reagent (Y) Me Ph

OH

EtX , Y will be

(A) PhCEt||

O

, Me Mg Br (B) PhCMe||

O

, Et Mg Br

(C) EtCMe||

O

, Ph Mg Br (D) PhCEt||

O

, Et Mg Br

Q.10 5252 HOCCOHC||

O

MgBrCH2 3 A. Product A formed

(A) is ethyl acetate(B) further react with CH3MgBr/H2O

+ to give acetone(C) further react with CH3MgBr/H2O

+ to give t-butyl alcohol(D) Can give pinacol when treated with Mg followed by H2O

Grignard Reagent [13]

Q.11 In which of the following reactions 3°alcohol will be obtained as a product.

(A) MgBr (excess) + ClCH||

O

H

(B) PhMgBr (excess) + ClCCH||

O

3 H

(C) CH3MgBr (excess) + 33 CHCOCCH||||

OO

H

(D) CH3MgBr (excess) + EtOCCl||

O

H

Q.12 PhCH3 hCl2 (A)

etherMg (B)

ClNH

CHOCH

4

3 (C)

(A)

CH � CH � CH2 3

|OH

(B)

CH3

CH � CH3

|OH

(C)

CH3

CHCH3HO

(D)

CH3

C � CH3

CH3

OH

Grignard Reagent [14]

EXERCISE-III

Q.1 X HOH)ii(

MgBrCH)i( 3 Z

What can be used as X if Z is(i) CH3

� CH3 (ii) CH3�CH2�OH

(iii)

OH|

CHCHCH 33 (iv) CH3�CH2�CH2�OH

(v) CH2= CH�CH2�CH3 (vi)

OH

Q.2 4.6 g of a polyhydric alcohol was treated with an excess of methy magnesium bromide to produce 3.36litre of CH4 at STP. Calculate number of �OH group present in the alcohol.

(molecular weight of alcohol = 92)

Q.3 Calculate number of molecules of Grignard regent consumed by 1 molecule of followingcompound.

OO

NO2HO

OO

H

Q.4 Number of RMgX consumed per molecule with the following reactant.(a) PhCHO

(b) OEt�C�C�Cl||||

OO

(c)

CH Cl2

COCH3

CH3O

OH

(d) SiCl4

Grignard Reagent [15]

Q.5

OH)ii(

MgBrCHx)i(

3

3 (reaction-1)

OH)ii(

MgBrCHy)i(

3

3 (reaction-2)

EtOCOEt||

O

H)ii(

PhMgBrz)i(

Ph|

PhCPh|

OH

(reaction-3)

What is the value of x + y + z = ?

Q.6 How many cycloalkyl chloride (without considering stereoisomers) would yield1,3-dimethyl-cyclohexane on conversion into the Grignard reagent followed by treatment with ethanol.

Q.7 How many grams of benzene would be produced when 135.5 gms of phenyl magnesium chloride istreated with 224 ml of ethyne at STP?

Q.8 Addition of phenyl magnesium bromide to 4-tert-butyl cyclohexanone gives two isomeric tertiary alcoholas product. Both alcohol yield same alkene when subjected to acid-catalyzed dehydration. Suggest areasonable structure for these two alcohol.

4-tert-butyl cyclohexanone

Q.9 Organic halide having carbonyl, cyanide , epoxy , OH , � NH2 , � NHR , �CO

2H , �SO

3H , �SH ,

� CCH group cannot be used to prepare grignard reagent. Explain why?

Q.10 What is the product in the following reactions.

(a)

MgBrCH3 A

(b) PhMgBr +

BrBr||

CHCCH 22 B

(c)

Br|

CHOCH)CH(CHClNH)ii(

ether/Mg)i(2322

4

C

Grignard Reagent [16]

Q.11 Neither of these methods of making pentan-1,4 diol will work. Explain why not � what will happen

instead?

(i) CHO�CH2�CH2�CH2�OH

Hbyfollowed

MeMgBr

OHOH||CHCHCHCHCH 2223

(ii) Br�CH2�CH2�CH2�OH OEt

Mg

2

MgBr�CH2�CH2�CH2�OH

Hbyfollowed

CHOCH3

OHOH||CHCHCHCHCH 2223

Q.12 Conversion : HCCH CH3�CCDPh�Br Ph�D

Q.13 (a) Unlike other esters which react with Grignard reagents to give tertiary alcohols, ethyl formate

)CHHCOCH(||

O

32 yields a different class of alcohols on treatment with Grignard reagents. What kind of

alcohol is formed in this case and why?

(b) Diethyl carbonate )CHOCOCHCHCH(||

O

3223 reacts with excess Grignard reagent to yield alcohols of a

particular type. What is the structural feature that characterizes alcohols prepared in this way?

Q.14 What are the products ?

(a) PhMgBr ClNH)ii(

COCl)i(

4

2 (excess)

(b)O

HHS + PhMgBr

Q.15 What products would be formed in these reactions ?

(a) Ph � C CH ClNH)iii(

COPh)ii(

EtMgBr)i(

42

A (b) Br + Mg ether

dry A A

OH)ii(

CO)i(

3

2 B.

(c) A. (d) OH,Hthen

.)eq1(EtMgBr

2 C11H18O2

Grignard Reagent [17]

EXERCISE�IV

Q.1 Write the structural formula of main organic product formed when ethyl acetate is treated with double themolar quantity of methyl magnesium bromide and the reaction mxiture is poured into water.

[JEE 1981]

Q.2 Identify the major product. [JEE 1993]C6H5COOH + CH3MgI ? + ?

Q.3 Predict the major product. [JEE 1994]

C6H5� CH2COCH3

H)ii(

)excess(MgBrCH)i( 3

Q.4 Which of the following is an organometallic compound? [JEE 1997](A) Lithium methoxide (B) Lithium acetate(C) Lithiumdimethylamide (D) Methyl lithium

Q.5 (CH3)3CMgCl on treatment with D2O produces [JEE 1997](A) (CH3)3CD (B) (CH3)3COD (C) (CD)3CD (D) (CD)3COD

Q.6 Ethyl ester )excess(

MgBrCH3 P, the product 'P' will be [JEE 2003]

(A) (B)

(C) (D)

Q.7 Order of rate of reaction of following compounds with phenyl magnesium bromide is: [JEE 2004]

)I(O||

PhCPh

)II(O||

HCMe

)III(O||

MeCMe

(A) I > II > III (B) II > III > I (C) III > I > II (D) II > I > III

Q.8 Ph � MgBr + CH3

3

3

CH|

OHC|

CH

AA [JEE 2005]

(A) (B)

3

3

3

CH|

OPhCCH|

CH

(C) (D)

3

3

3

CH|

PhCCH|

CH

Q.9 Identify the reaction mechanism : [(II-7-b)JEE 2011]

Grignard Reagent [18]

ANSWER KEY

EXERCISE - I

Q.1 D Q.2 A Q.3 A Q.4 C Q.5 C Q.6 A Q.7 CQ.8 C Q.9 D Q.10 D Q.11 A Q.12 B Q.13 B Q.14 AQ.15 ABC Q.16 A Q.17 C Q.18 D Q.19 BD Q.20 A Q.21 CQ.22 AB Q.23 C Q.24 C Q.25 C Q.26 C Q.27 B Q.28 BQ.29 C Q.30 C Q.31 CD Q.32 B Q.33 C Q.34 C Q.35 DQ.36 A Q.37 C Q.38 B Q.39 A Q.40 A Q.41 D Q.42 AQ.43 C Q.44 C Q.45 C Q.46 A Q.47 B Q.48 C

EXERCISE - II

Q.1 AB Q.2 BD Q.3 BC Q.4 ACD Q.5 BCQ.6 CD Q.7 BD Q.8 ACD Q.9 ABC Q.10 CDQ.11 BCD Q.12 ABC

EXERCISE-III

Q.1 (i) CH3�Cl (ii)

O||

HCH (iii)

O||

HCCH3 (iv) O

(v) CH2=CH�CH2�Cl (vi)

C=OCH3

Q.2 3 Q.3 5 Q.4 1434 Q.5 12 Q.6 5Q.7 1.56 gms Q.8 Geometrical isomer will formed Q.9 Not required

Q.10 (a) + CH4 + MgBr

(b)

BrPh||

CHCCH 22

(c) ClNH)ii(

Ether/Mg)i(

4

Q.11 Due to acidic hydrogen

Q.12 (a)HCC�H)NH.(liq

NaorLiO

3

CNaCH

ClCH3

3CHCCH

MgBrCH3

BrMg�CC�

CH3D�CC-CH3

(b) Ph�Br Mg Ph�MgBr

OD2 Ph�D

Q.13 (a) Formate gives aldehydes & other esters gives ketones.

Grignard Reagent [19]

(b) MgX3 R3C� MgXO

RO2

OH2 R3C � OH + Mg

Q.14 (a) Ph3C�OH (b) PhH

Q.15 (a) EtH + PhCCCPh|OH

2 (b)

(c) (d)

EXERCISE�IV

Q.1 MgBrCH2HOCCCH||

O

3523 OH2

Q.2 C6H5COO¯ Mg I + CH4 Q.3

3

3256

CH|

CH�C�CHHC|

OH

Q.4 D Q.5 A Q.6 A Q.7 B Q.8 AQ.9 Nucleophilic substitution & Nucleophilic addition