ABC 3 (Theory Exercise)

 

 ABC-1, 2, 3 & 4 

(A) ALKYL HALIDE Preparation of alkyl halides (5-Methods) 1. 

From alcohol (i) from (SOCl2) in presence of pyridine R –OH  –OH

SOCl2       heat,pyridine

 R –Cl  –Cl + SO2 + HCl

It is known as Darzon method. (ii) from PCl5 R –OH + PCl5 

R –Cl + HCl + POCl3 

SOCl2 

CH3 –CH2 –OH

CH3 –CH2 –Cl + SO2 + HCl 



Pyridine

Ethanol

Chloroethane

CH3 –CH –OH+ PCl5 

CH3 –CH –Cl + HCl + POCl 3

CH3 

CH3 

Propan-2-ol

(iii) from PX3 (PX3 PCl PCl3 ,PBr ,PBr3 ,P ,PII3 )

    3R  –X+  –X+H H3PO3 3R –OH+PX  –OH+PX3   (iv) (iv) Lucas test : from HX(X= Cl, Br,I)

R –OH + HX

2. 

ZnCl2 

Chloroethane

OH + HCl Cyclohexanol

Halogenation of alkane

CH4 + Cl2

of diffuse sunlight or ultraviolet light.  light.  Rate of reaction of alkanes with halogens : F2 > Cl2 > Br 2 > I2 

3CH3 –CH2 –Cl + H3PO3

Ethanol

(rate : 3º ROH > 2º ROH > 1º ROH) Halogenation take place either at high temperature (573-773 K) or in the presence

3. 

2-Chloropropane

3CH3 –CH2 –OH +PCl3 

R –X + H2O

Cl + H2O

ZnCl2 

1-Chlorocyclohexane h 

CH3Cl + HCl 

Methane 

Chloromethane 

Cl   + Cl2 h  

Cyclohexane 

Addition of hydrogen halides

CH2

Hydrogen halides add up to alkenes to form alkyl halides. The order of reactivity of hydrogen halides is HI > HBr > HCl.

Ethene 

+ HCl  1-Chlorocyclohexane 

CH2 + HBr

CH3CH2Br Bromoethane  

Cl CH3 –C=CH2 + HCl 

CH3 –C –CH3

CH3 

CH3 

2-Methylprop-1-ene 

4. 

2-Chloro-2-methylpropane 

H 

Finkelstein reaction   Alkyl iodides often prepared by the reaction of alkyl chloride / bromide with Nal in dry acetone. This reaction is known as Finkelstein reaction.

H 

CH3 C  CH3 + NaI 

Dry aceteone 

CH3 C  CH3 + NaCl 

Cl 

I 

2-Chloropropane 

2-Iodopropane 

Br   + NaI  dry acetone 

Swart reaction The synthesis of alkyl fluoride is best accomplised by heating an alkyl chloride/ bromide in the presence of a metallic fluoride such as AgF, Hg2F2, CoF2 or SbF3. The reaction is termed as Swart Swart reaction.  reaction.

CH3 Cl + AgF 

I 

+ NaCI 

1-Iodocyclohexane  

1-Bromocyclohexane  

5. 

By products are gases

 

CH3 F + AgCl  Fluoromethane  

Chloromethane 

Cl  CH3 CH2

CH 

CH3 + AgF 

2-Chlorobutane 

CH3 CH2

CH  F 

CH3 + AgCl  2-Fluorobutane  

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ABC1TO4 - 29

 

 ABC-1, 2, 3 & 4 

Chemical reactions of alkyl halide (4-Reactions)  1. 

H 

Reaction of alkyl halide with (a) KCN KCN is predominantly ionic and provides cyanide ions in solution.  Although both carbon and nitrogen atoms are in a position to donate electron pairs, the attack takes place mainly through carbon atom and not through nitrogen atom since C –C  –C bond is more stable than C –N  –N bond.  bond. 

(b) AgCN  AgCN is mainly m ainly covalent in nature and nitrogen is free to donate electron pair forming isocyanide as the main product.   product.

CH3 + KCN

CH3 CH 

CH3 C  CH3 + KCl

Cl 

CN 

2-Chloropropane 

2-Methylpropanenitrile 

Br   + KCN  1-Bromocyclohexane 

CN  + KBr   Cyclohexanecarbonitrile 

[Only for 1º and 2º alkyl halides.] [Phenylic, vinylic and bridge head halides fail to react by this reaction.] CH3 Cl + AgCN  CH3NC + AgCl  Methylchloride 

Methylisocyanide 

H  CH3

CH  CH3 + AgCN

CH3 C  CH3 + AgCl

Cl 

NC 

2-Chloropropane 

H 

(c) KNO2   Alkyl halides (R –X)  –X) react with KNO 2  to give R –O  –O –N=O  –N=O (Alkylnitrite).  (Alkylnitrite). 

CH3 C  CH3 + KCl

CH3 + KNO2

CH3 CH 

O –N=O 

Cl  Iso-propylchloride  

Iso-Propylnitrite 

Br  

O  N   O 

+ KNO2

+ KBr   Cyclohexylnitrite 

Cyclohexylbromide 

(d) AgNO2 

CH3

Cl + AgNO2

 Alkyl halides (R –X)  –X) react with AgNO 2  Chloromethane  to give R –NO  –NO2 (Nitroalkane) CH3 CH2 CH2

CH3NO2 + AgCl  Nitromethane 

CH2 Cl+AgNO2

1-Clorobutane  

CH3 CH2

CH2

CH2 NO2 + AgCl

1-Nitrobutane 

(e) Aqueous KOH  Alkyl halides (R –X)  –X) when reacts with aq. aq. KOH gives alcohol  alcohol 

CH3 CH2 Cl + aq. KOH   Chloro ethane 

Wurtz reaction

Ethanol

H 

H  CH3 + KOH(aq.) 

CH3 C 

2. 

CH3 C  CH3 + KCl

Cl 

OH 

2-Chloropropane 

Propan-2-ol 

CH3 Br + 2Na + Br  

 Alkyl halide on treatment with sodium metal in dry ether solution give higher alkanes. The reaction is known as Wurtz Wurtz reaction.  reaction. It is used for the preparation of higher alkanes containing even number of carbon atoms.  atoms. 

CH2 OH + KCl 

CH3

CH3

dry ether  

CH3 CH3 + 2NaBr

Bromomethane  

Ethane 

CH3

CH3

CH3 C  Br + 2Na + Br H 

C  CH3  H 

2-Bromopropane

CH3 CH3 dry ether

CH3 C  H 

C  CH3 + 2NaBr H 

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ABC1TO4 - 30

 

 ABC-1, 2, 3 & 4 

3. 

Br   + 2Na + Br  

Wurtz-Fittig reaction  A mixture of an alkyl halide halide and aryl halide give an alkyl arene when treated with sodium in dry ether.

CH3

Bromobenzene 

Methylbenzene 

Br  

Br  

dry ether  

+ 2Na +  Bromobenzene 

4. 

CH3 + 2NaBr  

dry ether  

Bromocyclohexane   – +

3Cl + CH3O K   CH Methyl Potassium

Williamson ether synthesis

chloride

+ 2NaBr   Cyclohexylbenzene 

 –

 –

CH3Dimethyl    O  CH3 + KCl

methoxide 

ether  

(B) ALCOHOL AND ETHERS Preparation of alcohols (4-Methods)  1. 

From Grignard reagents [R –Mg –X] Grignard Reagent is an organometallic compound. Grignard Reagent acts as base and nucleophile.

+

H3O  

Ether

(a) CH3MgBr + HCHO

(b) PhMgBr + CH3 –CHO

Ether

CH3 –CH2 –OH +

H3O  

CH3 –CH –OH

(i) HCHO (ii) H3O 

Ph

R –CH2 –OH (1° alcohol)

CH3 

R –MgX

(i) R –CHO 

(ii)

H3O

 

O (i) R –C –R (ii) H3O 

2. 

R –CH –R (2° alcohol)

(c) CH3 –CH2MgBr + CH3 –C –CH3 

CH3 –C –OH

O

OH R

CH2CH3 

R –C –R (3° alcohol)

OH Syn hydroxylation of alkenes

(i) OsO

Reagents : a. Baeyer's a. Baeyer's reagent: [cold dilute 1% alkaline KMnO 4] or    b. b.   (i) OsO4  (ii) NaHSO3  

4 (a) H2C = CH2    H CH2    2C  CH

(ii) NaHSO3

OH OH 1% alk. KMnO4 

(b) CH3 –CH=CH2 

CH3 –CH –CH2  OH OH

 

OH

Baeyer's reagent

(i) OsO 4

(c)

or (i)OsO4 (ii) NaHSO3 

       

(ii) NaHSO3

OH OH

3. 

+

H3O  

Ether

Remark It is syn addition. Both OH groups add on the same side of pi-bond. Anti hydroxylation of alkene  Reagent:: Reagent (i) Peroxyacid (RCOOOH) (ii) H2O/H+ 

OH

OH

(a)

+

H3O  

OH OH

 Peroxyacid 

(b) CH3 –CH=CH –CH3    

 H 3O

OH

PAA +

H3O  

 

 

OH

  C –C OH

CH3 – CH CH – CH CH – CH CH3 

OH   OH

(i) Peroxy acid

(c)

              

(ii) H3O

OH   OH

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ABC1TO4 - 31

 

 ABC-1, 2, 3 & 4 

Remark It is anti addition. Both OH groups add on the opposite side of pi-bond. Peroxyacid may be any one of these: a.  a.  m-CPBA (Metachloro perbenzoic acid) b. b.   PAA (Peracetic acid) c.  c.  PBA (Per benzoic acid) d. d.   TFPAA (Trifluoro peracetic acid). acid).  

4.

H 

Acid catalyzed hydration of alkene Reagents: dil. H2SO4 or H2O/H+ or H3O+ | |  H2O/H  

 – C – C –  

  | |   H OH Remarks: Markovnikov's addition  addition 

(a) CH3 –CH=CH2 + H2O

CH3 –CH –CH3  OH



H2O/H  

(b) (b)  CH3 –CH=CH –CH3 

CH3 –CH –CH –CH3  H

OH

Preparation of ethers (2-Methods)  1. 

Williamson synthesis  It is an important laboratory method for the preparation of symmetrical and unsymmetrical ethers. In this method, an alkyl halide is allowed to react with sodium alkoxide.  – 

RX + R O –Na

From alcohol

R –OH  –OH

Ph –CH2 –X +Ph –CH2 –O –Na

PhCH2 –O –CH2 –Ph

R –O  –O –R  –R    

(a) CH3 –CH2 –OH

H2SO4  413 K

(b) CH3 –OH + CH3OH

C2H5 –O –C2H5  H2SO4  413 K

(c) CH3 –OH + CH3 –CH2 –OH

CH3 –O –CH3 

H2SO4 

CH3 –O  –O –CH  –CH3

413 K

  + CH3 –CH  –CH2 –O  –O –CH  –CH2 –CH  –CH3 + CH3 –O  –O –CH  –CH2 –CH  –CH3

 

Chemical reactions of alcohols (5-Reactions)  Reaction with HX:  R –OH + HX

R –X + H2O

The reactions of primary and secondary alcohols with HCl require a catalyst (ZnCl2). With tertiary alcohols, the reaction conduct by simply shaking with concentrated HCl at room temperature.

2. 

(c)



Remark :  Alcohols undergo dehydration by heating with conc. H2SO4  at 443K and give alkene.

1. 

Ph –O –CH2 –CH3 

R  –O –R + NaX

 Alcohols undergo dehydration in the presence of protic acids (H 2SO4, H3PO4) at 413 K temperature (140ºC). H2SO4      413 413 K

CH3 –O –CH2CH2CH3 

CH3 –X + CH3 –CH2 –CH2O –Na

(b) CH3CH2 –X + PhO –Na

+



2. 

(a)

Reaction with phosphorus trihalides: 3R –OH  –OH + PX3  3R –X  –X + H3PO3 PX3 = PCl3, PBr 3, PI3

(a) CH3 –CH2 –OH

(b) CH3 –CH –OH

HBr

HCl ZnCl2 

CH3 –CH2 –Br

CH3 –CH –Cl

CH3 

(a)

CH3 –CH2 –CH2 –OH

CH3 

PBr 3 

CH3 | (b) CH3  – CH2  – CH – CH2  – OH

CH3 –CH2 –CH2 –Br

PCl   3        

 

CH3 | CH3  – CH2  – CH – CH2  – Cl Reg. & Corp. Office : CG :  CG Tower, A- 46 & 52, IPIA, Near City Mall, Jhalawar Road, Kota (Raj.)-324005  Website :  : www.resonance.a www.resonance.ac.in c.in |  | E-mail  E-mail : contact@reso [email protected] nance.ac.in   Toll Free : 1800 : 1800 258 5555 |  | CIN: CIN:  U80302RJ2007PL U80302RJ2007PLC024029 C024029  

ABC1TO4 - 32

 

 

 ABC-1, 2, 3 & 4 

3. 

Reaction with PCl5  R –OH + PCl5 

SN2 

R –Cl + HCl + POCl3 

(a) PhCH2

(b) CH3

PCl5

OH

OH

CH

+ POCl3

PhCH2Cl

PBr 5

CH3

CH3

4. 

Reaction with thionyl chloride in presence of pyridine: R –OH  –OH + SOCl2 

5. 

pyridine

Br 

CH

CH3

(a) CH3 –CH2 –OH

SOCl2  pyridine

CH3 –CH2 –Cl

(b) Ph –CH2 –OH

SOBr 2  pyridine

Ph –CH2 –Br

R –Cl  –Cl + SO2 + HCl

Reaction with conc. H2SO4 /

(a) CH3

CH 

CH3

Conc. H2SO4

 

CH3

CH 

CH2

OH 

Conc. H2SO4  

CH3

CH3 –CH=CH  –CH=CH –CH  –CH3 Remarks : i. Ease i. Ease of dehydration of alcohol  3o > 2o > 1o ii. More ii. More stable alkene (Saytzeff Alkene)

(b) CH

C 

3

CH3

 

CH3

C 

CH2

OH 

CH3

(c) CH

CH

3

is formed as major product

CH3 Conc. H2SO4

2

C

CH3

CH

 

Conc. H2SO4

3

CH

 

3

CH  

C

 

CH3

OH 

80ºC 

CH3 –CH2 –OH

Conc. H2SO4

140ºC 

(1º alcohol)  170ºC 

CH3 –CH2 –OSO3H [Alkyl hydrogen sulphate]  CH3 –CH2 –O –CH2 –CH3  [ether]  CH2=CH2  [alkene] 

* 2º and 3º alcohols generally giv give e alkene at little less temperature than required for 1º alcohols. 

Test of alcohols (3-Test) S.No 1 

Test / Reagent Cerric ammonium nitrate test

Observation Red colour compound is formed

Reagent : [(NH4)2Ce(NO3)6] 

2 

Lucas reagent Reagent : [Conc. HCl + anhyd. ZnCl2] Remarks : It gives white turbidity or cloudiness with alcohols (OH groups attached with sp3 hybridised carbon).

3 

Victor Mayer test Reagent : (i) P + I2  (ii) AgNO2  (iii) HNO2  (iv) Base

(a) (a) 1°  1° alcohol does alcohol does not give appreciable reaction. White turbidity is obtained on heating in 30 minutes. (b) (b) 2°  2° alcohol gives white turbidity in 5 minutes. (c) 3° (c) 3° alcohol gives white turbidity immediately. (a) (a)   1° alcohol  – Blood red colour. (b) (b)   2° alcohol  – Blue colour. (c)  (c)  3° alcohol  – No colour.

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ABC1TO4 - 33

 

 ABC-1, 2, 3 & 4 

ONLY ONE OPTION CORRECT TYPE PART-A (Alkyl halides) CH2 –OH + PCl3 

1.

[X] + H3PO3 

Product [X] is : CH3 

CH2 –Cl

CH3 –OH

CH3  Cl

(A)

(C)

(B)

(D)

Cl

 

  Cl

CH3  2.

CH3 –C –OH + HBr  

[Y] + H2O

CH3  Product [Y] is : CH3 

(A) CH3 –C –Br    3.

 

CH3 

CH3 

(B) CH3 –C –H

CH3 

 

 

(C) CH3 –CH  –CH2 –CH  –CH2 –Br  –Br

(D) CH3 –C –CH2 –Br CH3 

CH2 –Br

[X] + PCl5    CH3 –CH  –CH2 –CH  –CH2 –Cl  –Cl + HCl + POCl 3 Reactant [X] is CH3 

CH3 

(A) CH  –CH –OH 3

(B) CH3 –CH  –CH2 –CH  –CH2 –OH  –OH (C) CH3 –CH  –CH2 –CH  –CH3 

(D) CH  –CH –CH3 3

CH2 –OH + PCl5 

4.

[X] + HCl + POCl 3 

Product [X] is :

CH2 –Br

CH2 –Cl

CH2 –OH

CH3  Cl

(A)

(B)

(C)  

(D)  

 

Cl

CH3  5.

CH3 –C –CH3 + Cl2  h 

[X] + HCl

CH3  Product [X] is CH3 

(A) CH3 –C –CH3  

Cl

CH3 

CH3 

(B) CH3 –C –CH2 –Cl CH3 

(C) CH3 –CH –CH2 –Cl  

C2H5 

(D) CH3 –C –Cl C2H5 

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ABC1TO4 - 34

 

 ABC-1, 2, 3 & 4 

6.

7.

8.

9.

Cl / h  

2   Iso-butane   No. of monochloro structural isomeric product (A) 1 (B) 2

(C) 3

(4) 4

(C) 3

(D) 4

(C) 3

(D) 4

Cl2 /h  

Iso octane        No. of monochloro structural isomeric product (A) 7 (B) 2 Cl2 / h  

Cyclopentane        No. of monochloro structural isomeric product (A) 1 (B) 2 CH3 –CH=CH  –CH=CH2 + HBr

 [Y]

; Major product [Y] is :

CH3

(A)

CH3

CH 

CH2

Br  

(B) CH3 CH2

CH2

(D) CH3 CH2

CH3

Br  

Br   H 

(C)

CH3

C 

CH3

Br   Cl

10.

[Z] + HCl Reactant [Z] is : CH3

(A)

11.

(B)

CH3 –CH  –CH2 –Cl  –Cl + NaI Product [X] is (A) CH3 –CH  –CH3

Dry acetone

(C)

(D)

(C) CH3 –I  –I

(D) CH3 –CH  –CH2 –CH  –CH2 –CH  –CH3

[X] + NaCl

(B) CH3 –CH  –CH2 –I  –I CH2 –I 

12.   12.

[Z] + NaI Dry acetone

Reactant Z is : CH2 –Cl

CH3 

CH3 

(A)

(B)

Cl

(C)

CH3 

(D) Br Cl

13.   13.

CH3 –CH  –CH2 –Cl  –Cl + AgF   X] + AgCl Product [X] is (A) CH3 –CH  –CH3

14.

CH2 –Cl

(B) CH3 –CH  –CH2 –F  –F + [Y] 

Reagent [Y] can be : (A) AgF

(B) Hg2F2

(C) CH3 –CHF  –CHF2

(D) CH3 –F  –F

(C) SbF3 

(D) All

CH2 –F

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ABC1TO4 - 35

 

 ABC-1, 2, 3 & 4 

15.   15.

F

[Z] + CoF2  Reactant [Z] is : (A)

16.   16.

(B)  

(C)

(D)

 

[X] + KCl

CH3 –CH2 –CH2 –Cl + KNO2  Product [X] is : (A) CH3 –CH  –CH2 –CH  –CH2 –O  –O –N=O  –N=O (C) CH3 –CH  –CH2 –CH  –CH3

17.   17.

Cl

 

(B) CH3 –CH  –CH2 –CH  –CH2 –NO  –NO2  (D) CH3 –CH=CH  –CH=CH2

CH3 –CH2 –CH2 –Cl + AgNO2 

[X] + AgCl

Product [X] is : (A) CH3 –CH  –CH2 –CH  –CH2 –O  –O –N=O  –N=O (C) CH3 –CH  –CH2 –CH  –CH3

(B) CH3 –CH  –CH2 –CH  –CH2 –NO  –NO2  (D) CH3 –CH=CH  –CH=CH2

CH3

18.

+

CH3 –C –O –K  + CH3 –Br  

[Y] + KBr  

CH3 Product [Y] is : CH3

CH3

CH2

(B) CH3 –C –CH2 –CH3

(A) CH3 –C –CH3

(C) CH3 –C –O –CH3  

 

(D) CH3 –CH  –CH3

CH3

CH2 –Br + KOH (aq.)

19.

[X] + KBr

Product [X] is : CH3  CH2 –OH

(A)

(B)  

CH2 –Cl

CH3 

(D)

(C)  

 

  OH

OH

CH3 CH3

20.

In wurtz reaction, CH3 –CH –CH –CH3 can be prepared from which of the following compound? CH3

(B) CH3 –CH  –CH2 –CH  –CH2 –Br  –Br

(A) CH3 –C –Br   H 

CH3

(D) CH3 –C –CH2Br  

(C) CH3 –CH  –CH2 –Br  –Br

CH3

21.

[X] + Na Dry ether Reactant [X] is Br

(A)

(B)  

Br

(C)

(D)  

 

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ABC1TO4 - 36

 

 ABC-1, 2, 3 & 4  Br

+ C2H5Br + 2Na Dry ether [X] + 2NaBr

22.   22.

Major product [X] is C2H5  CH3 

(A)

(B)

(C) CH3 –CH  –CH2 –CH  –CH2 –CH  –CH3 (D) None of these

PART-B (Alcohols & Ethers) 23.   23.

Which carbonyl compound is used for following interconversion: CH3

  

H3O

  Carbonyl compound + CH3 –CH  –CH2 –MgBr  –MgBr + X    CH3 –CH2 –C –CH3

OH 

(A) CH3 –CHO  –CHO

(B) HCHO

(C) CH3 –C –CH3

(D) CH3 –CH  –CH2 –CHO  –CHO

O 

24.

Which is correct product for given reaction? 

H O

  3 CH3 –CH  –CH2 –CHO  –CHO + PhMgBr       P

CH3

(B) CH3 –C –OH

(A) CH3 –CH2 –CH –OH

Ph 

Ph  CH3

(C)

Ph 

  25.

(D) Ph –CH  –CH2 –CH  –CH2 –CH  –CH2 –OH  –OH

CH3 –CH –CH2 –OH

Which of the following carbonyl compound will give 1° alcohol after reaction with Grignard reagent followed by acidification: (A) HCHO (B) CH3 –CHO  –CHO (C) CH3 –CH  –CH2 –CHO  –CHO (D) CH3 –C –CH2 –CH3 O 

26.

For the following reaction:

Os OsO O /NaHSO 4  3     

Product is:  (A)

P.

OH

OH

(B)

OH

(C)

(D)

OH

27.

OH OH

For  the following  following reaction: reaction:   CH3 –CH=CH  –CH=CH –CH  –CH3     CH  CH3 –  –CH CH –  –CH CH –  –CH CH3  OH OH

Reagent is : (A) HCl

(B) Dil. H2SO4 

(C) Bayer's reagent

(D) H2/Ni

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ABC1TO4 - 37

 

 ABC-1, 2, 3 & 4 

28.

Reagent x will be : (A) 1% alkaline KMnO 4 (Baeyer’s reagent)  reagent)  (C) Peracid/H3O+  29.

(B) OsO4 /NaHSO3  (D) A and B both

(i)peroxyacid

CH3 –CH=CH  –CH=CH –CH  –CH3    P  

(ii)H3O

Product is: OH

(A)

(B)

CH3 –CH2 –CH –CH2 

CH3 –CH –CH –CH3

OH OH

OH

OH

(C) CH3 –CH2 –CH2 –CH

(D) OH

CH3COOO COOOH/ H/ H3O

30.

OH

OH 

(B)

OH H 

H

 

OH  (1) Peroxyacid

31.   31.

Product will be:

CH3

CH3 OH 

              

OH



Product  ;     Product

(A)

CH2 –CH2 –CH2 –CH2 

OH  CH3

(C)

 

(D) None of these

OH  H 

P ; Product is :

( 2) H3O 

(A)

32.

(B)

(C)

What is the final product of the following reaction?   NaOH

CH –Cl

3  Ph –OH  –OH        (A) Ph –O  –O –CH  –CH3 (B) Ph –CH  –CH3

33.

(C) Ph –O  –O –CH  –CH2 –CH  –CH3 

(D) Ph –Cl  –Cl

(C) CH3 –O  –O –CH  –CH3 

(D) C2H5 –C  –C2H5

In the following reaction: C2H5ONa + C2H5Cl Product is: (A) C2H5 –O  –O –CH  –CH3 

34.

(D) None of these

  

product

(B) C2H5 –O  –O –C  –C2H5

Predict the suitable reagent for the following conversion: CH3 –CH  –CH2 –OH  –OH    CH3  –CH  –CH2 –O  –O –CH  –CH2 –CH  –CH3  (A) dil. H2SO4  (B) conc. H2SO4 / 200°C (C) conc. H2SO4 / 140°C (D) Al2O3

35.

In the following reaction: Conc.H SO4   2

   product: CH3 –OH  –OH + CH3 –CH  –CH2 –OH  –OH   100–140C

Which is not a possible product? (A) CH3 –O  –O –CH  –CH2 –CH  –CH3 (C) CH3 –O  –O –CH  –CH2 –CH  –CH2 –CH  –CH3

(B) CH3 –O  –O –CH  –CH3  (D) CH3 –CH  –CH2 –O  –O –CH  –CH2 –CH  –CH3

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ABC1TO4 - 38

 

 ABC-1, 2, 3 & 4 

36.

Predict the reagent for the following reaction: (A) dil. H2SO4

37.

Ph –CH  –CH2 –OH  –OH    –CH  –CH2 –O  –O –CH  –CH2 –Ph  –Ph  Ph (B) KMnO4  (C) LiAlH4

(D) conc. H2SO4 / 140°C

Which alcohol gives instant turbidity with Lucas reagent? CH3

(A) CH3 –CH  –CH2 –OH  –OH

(B) CH3 –CH –CH3

(C)

OH 

38.

(D) CH3 –CH  –CH2 –CH  –CH2 –OH  –OH

CH3 –C –CH3 OH 

Which alcohol give white turbidity in 5 minutes with Lucas reagent?  reagent?   Ph 

(A) CH3 –CH  –CH2 –OH  –OH

(B) Ph –C –CH3 OH  CH3

(C)

(D)

CH3 –CH –CH2 –CH3

CH3 –C –CH3

OH 

OH 

39.

Which test is used to distinguish 1°, 2°, and 3° alcohols? (A) Victor Mayer test (B) Iodoform test (C) NaHCO3 test (D) Bayer's test

40.

Which test is not given by alcohols? (A) Lucas Test (C) Victor major test

(B) Neutral FeCl3 Test (D) Cerric ammonium nitrate test

1.

(A)

2.

(A)

3.

(B)

4.

(A)

5.

(B)

6.

(B)

7.

(D)

8.

(A)

9.

(C)

10.

(C)

11.

(B)

12.   12.

(A)

13.   13.

(B)

14.

(D)

15.   15.

(C)  

16.   16.

(A)

17.   17.

(B)

18.

(C)

19.

(A)

20.

(A)

21.

(C)

22.   22.

(B)

23.   23.

(C)

24.

(A)

25.

(A)

26.

(B)

27.

(C)

28.

(D)

29.

(B)

30.

(B)

31.   31.

(B)

32.

(A)

33.

(B)

34.

(C)

35.

(C)

36.

(D)   (D)

37.

(C)

38.

(C)

39.

(A)

40.

(B)

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ABC1TO4 - 39