topper’s package chemistry-xii alcohol, phenol

13
Topper’s Package chemistry-XII 62 MULTIPLE CHOICE QUESTIONS TOPIC (1) PREPARATION OF ALCOHOL, PHENOL 1. In the reaction sequence 2 2 4 2 2 . 2 HO dil H SO H Ni Hg CaC A B C , the product C is (a) 3 CH OH (b) 3 CH CHO (c) 2 5 C H OH (d) 2 4 CH 2. Propene, 3 2 CH CH CH can be converted into 1-propanol by oxidation. Which set of reagents among the following is ideal to effect the conversion (a) alkaline 4 KMnO (b) 2 6 BH and alkaline 2 2 HO (c) 3 / O Zn dust (d) OsO 4 /CH 2 Cl 2 3. An industrial method of preparation of metha- nol is (a) catalytic reduction of carbon monoxide in presence of ZnO - Cr 2 O 3 (b) by reacting methane with steam at 900°C with a nickel catalyst (c) by reducing formaldehyde with lithium alu- minium hydride (d) by reacting formaldehyde with aqueous so- dium hydroxide solution 4. Give the best conditions for this transformation: O HC 3 HC 3 OCH 3 OCH 3 (a) CH 3 OH, H + (Cat.), heat (b) H 2 O, H + (cat.), heat (c) Mg, ether, CH 3 OH (d) SOCl 2 , CH 3 OH 5. 3 PBr Mg,ether (A) (C) Grignard reagent 2 2 7 2 4 Na Cr O H SO (B) (D) 2 HO (3, 4-dimethyl 3-hexanol) When Grignard reagent reacts with (B) product (D) will obtained. (a) OH (b) OH (c) OH (d) OH TOPIC (2) CHEMICAL REACTION OF ALCOHOL, PHENOL 6. Among the following the one that gives positive iodoform test upon reaction with I 2 and NaOH is (a) 3 3 2 || CH CH CH CH OH (b) 3 PhCHOHCH (c) 3 2 2 3 ( ) CH CH CH OH CH CH (d) 6 5 2 2 C H CH CH OH 7. Denatured alcohol is (a) pure ethanol (b) pure CH 3 OH (c) ethanol + CH 3 OH + C 3 H 6 (d) ethanol + CH 3 OH + Pyridine 8. The reagent used in the dehydration of an alcohol is (a) phosphorus pentachloride (b) calcium chloride (c) aluminium oxide (d) sodium chloride 9. Mild oxidation of glycerol with H 2 O 2 /FeSO 4 gives (a) glyceraldehyde only (b) dihydroxy acetone only (c) glycerose (d) glucose 10. The alcohol that produces turbidity immediately with ZnCl 2 /conc. HCl at room temperature is (a) 1-hydroxy butane (b) 2-hydroxy butane Unit 7 ALCOHOL, PHENOL & ETHERS

Upload: others

Post on 30-May-2022

2 views

Category:

Documents


0 download

TRANSCRIPT

Page 1: Topper’s Package chemistry-XII ALCOHOL, PHENOL

Topper’s Package chemistry-XII Permutation and CombinationsAlcohol, Phenol & Ethers

62

MULTIPLE CHOICE QUESTIONS

TOPIC (1) PREPARATION OF ALCOHOL, PHENOL1. In the reaction sequence

2 2 4 22

.2

H O dil H SO HNiHg

CaC A B C ,

the product C is

(a) 3CH OH (b) 3CH CHO

(c) 2 5C H OH (d) 2 4C H

2. Propene, 3 2CH CH CH can be convertedinto 1-propanol by oxidation. Which set ofreagents among the following is ideal to effectthe conversion

(a) alkaline 4KMnO

(b) 2 6B H and alkaline 2 2H O

(c) 3 /O Zn dust(d) OsO4/CH2Cl2

3. An industrial method of preparation of metha-nol is(a) catalytic reduction of carbon monoxide in

presence of ZnO - Cr2O3(b) by reacting methane with steam at 900°C

with a nickel catalyst(c) by reducing formaldehyde with lithium alu-

minium hydride(d) by reacting formaldehyde with aqueous so-

dium hydroxide solution4. Give the best conditions for this transformation:

OH C3 H C3

OCH3

OCH3

(a) CH3OH, H+(Cat.), heat(b) H2O, H+(cat.), heat(c) Mg, ether, CH3OH(d) SOCl2, CH3OH

5. 3PBr Mg,ether(A) (C) Grignard reagent 2 2 7

2 4

Na Cr OH SO (B)

(D) 2H O

(3, 4-dimethyl3-hexanol)

When Grignard reagent reacts with (B) product (D) will obtained.

(a)OH

(b) OH (c)OH

(d)OH

TOPIC (2) CHEMICAL REACTION OF ALCOHOL,PHENOL

6. Among the following the one that gives positiveiodoform test upon reaction with I2 and NaOH is

(a)

3

3 2||CH

— CH CH CH OH

(b) 3PhCHOHCH(c) 3 2 2 3( )CH CH CH OH CH CH(d) 6 5 2 2C H CH CH OH

7. Denatured alcohol is(a) pure ethanol(b) pure CH3OH(c) ethanol + CH3OH + C3H6(d) ethanol + CH3OH + Pyridine

8. The reagent used in the dehydration of an alcoholis(a) phosphorus pentachloride(b) calcium chloride(c) aluminium oxide(d) sodium chloride

9. Mild oxidation of glycerol with H2O2/FeSO4 gives(a) glyceraldehyde only(b) dihydroxy acetone only(c) glycerose(d) glucose

10. The alcohol that produces turbidity immediatelywith ZnCl2/conc. HCl at room temperature is(a) 1-hydroxy butane(b) 2-hydroxy butane

Unit7

ALCOHOL, PHENOL &ETHERS

Page 2: Topper’s Package chemistry-XII ALCOHOL, PHENOL

Topper’s Package chemistry-XII Permutation and CombinationsAlcohol, Phenol & Ethers

63

(c) 2-hydroxy-2-methyl propane(d) 1-hydroxy-2-methyl propane

11. In the esterification reaction of alcohols whichpair is more reactive?

(a) 3 3( )CH C OH

(b) 3 3CH OH CH COOH

(c) 2 5 3C H OH CH COOH

(d) all to equal extent

12. Ethyl alcohol on reaction with 3CH MgCl gives

(a) 2 6C H (b) 4CH

(c) 2 5C H MgCl (d) 2 6 4C H CH

13. A compound X with molecular formula 3 8C H Ocan be oxidised to a compound Y with themolecular formula 3 6 2C H O . X is most likely to be

(a) primary alcohol (b) sec. alcohol(c) aldehyde (d) ketone

14. 3-pentanol and 2-pentanol are tested by(a) lucas reagent (b) esterification(c) 2I NaOH (d) 2CaOCl

15. When primary alcohol is oxidised with chlorine,it gives(a) 2Cl CHCHO (b) 2ClCH CHO(c) 3CCl CHO (d) 3 3CH COCH

16. Primary, secondary and tertiary alcohols maybe distinguished by(a) frankland reaction(b) victor Meyer Test(c) williamson’s synthesis(d) cannizzaro’s reaction

17. In the following reaction X and Y respectively are

42 4

/2 5 3 2 5/

KMnO H YH SO

C H OH X CH COOC H

(a) 3 2 5,CH OH C H OH(b) 3 3,CH CHO CH OH(c) 2 2 3,CH CH CH COOH(d) 3 2 5,CH COOH C H OH

18. Phenol, p-Methylphenol, m-Nitrophenol and p-Nitrophenol follows order of increasing acidicstrength(a) phenol, p-Methylphenol, p-Nitrophenol, m-

Nitrophenol(b) p-Methylphenol, Phenol, m-Nitrophenol, p-

Nitrophenol

(c) p-Methylphenol, m-Nitrophenol, Phenol andp-Nitrophenol

(d) m-Nitrophenol, p-Nitrophenol, Phenol and p-Methylphenol

19.CH OH2

2

2 5 2

SOCl Mg OPyridine, (C H ) O H

CH2 CH2

Product

(X)

Product of the reaction is :

(a)2 2 2CH CH CH OH

(b)2 2 2CH CH CH OH

(c)

CH3

2 2CH CH OH

(d)2 3CH CH

2CH OH

20. Phenol when it first reacts with concentratedsulphuric acid and then with concentrated nitricacid gives(a) p-nitronphenol(b) nitrobenzene(c) 2, 4, 6-trinitrobenzene(d) o-nitrophenol

21. Phenol is treated with bromine water andshaken well to get white precipitate. The whiteprecipitate is :(a) 1-Bromophenol(b) 2, 4, 6-Tribromophenol(c) 2, 4-Dibromophenol(d) Mixture of o-, p-bromophenol

22. A compound is soluble in conc. 2 4H SO , it doesnot decolourise bromine in carbon tetrachloridebut is oxidised by chromic anhydride in aqueoussulphuric acid within two seconds, turningorange solution to blue, green and then opaque.The original compound is(a) primary alcohol (b) tertiary alcohol(c) alkene (d) ether

23. The product

OH

CH2OH

2 33

1. K CO2. CH I

X . X is

Page 3: Topper’s Package chemistry-XII ALCOHOL, PHENOL

Topper’s Package chemistry-XII Permutation and CombinationsAlcohol, Phenol & Ethers

64

(a)

OH

CH2OCH3

(b)

OCH3

CH2OH

(c)

CH3

CH2OH

(d)

OCH3

CH2OCH3

24. Salicylic acid is prepared from phenol by

(a) Reimer Tiemann reaction

(b) kolbe’s reaction

(c) kolbe-electrolysis reaction

(d) none of these

25. O C

O

32 4

HNOH SO

A

The major product (A) is

(a) O C

O NO2

(b) O C

ONO2

NO2

(c) O C

O

O2N

(d) O C

O

NO2

26. Which can be cleaved by 4HIO ?

(a)3 2 2 2

|| ||O O

CH CH CCH CCH

(b)3 2 3

| ||OH O

CH CH CCH CH

(c) 3 2 3

| |OH OH

CH CH CH CH CH

(d) 3 2 2 3

|| ||O O

CH CCH CHCH CCH

27. Number of moles of 3CH COCl required by A is :

O

HOC

O

COH

OH(a) one (b) two(c) three (d) four

28. Periodate oxidation of 1,2-cyclopentanediol is :

(a)

O

O

(b)

O

O

(c)

O

(d)O

C CH CH CH CH4 2 2 2

O

29. on reaction with CH3OH in presence of H+

gives :

(a) OCH3

CH3

(b) OCH3

(c) OCH3

(d)

OCH3

30. -3

| |

3 2 2 3 2 3 3 |

3

CH OHCH CH CH OH CH CH – CH –CH CH – C OH

CH(I) (II) (III)

The solubility of the above alcohols in water de-creases in the order

Page 4: Topper’s Package chemistry-XII ALCOHOL, PHENOL

Topper’s Package chemistry-XII Permutation and CombinationsAlcohol, Phenol & Ethers

65

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

31. Propan-1-ol can be prepared from propene bytreating it with(a) H2O in presence of H2SO4(b) Hg(OAc)2 and water, and subsequently with

NaBH4(c) H2O in presence of HgSO4(d) B2H6 in THF and subsequently with H2O2 and

NaOH32. Ethyl acetate is treated with excess of

methylmagnesium iodide in dry ether. The re-action mixture is then treated with water. Theorganic products obtained are:

(a) |

3 2 3 2 3

OHCH CH C (CH ) andCH OH

(b) |

3 2 3 32

OHCH CH C CH andCH OH

(c) 3 2 3 23CH CH COHandCH CH OH

(d) 3 3 23CH COHandCH CH OH

33. The product of acid-catalysed hydration of 2-phenylpropene is

(a) -2-phenyl-l-propanol

(b) -1-phenyl-2-propanol

(c) 2-phenyl-2-propanol(d) 3-phenyl-1-propanol

34. Which of the following underoges acid catalyseddehydration most readily?

(a)

O

OH

(b)

O

OH

(c)

OH

(d)

OHO

35. Which of the following compounds will not yieldiodoform on heating with iodine and diluteNaOH?

(a)

3|

3 |

3

CH

CHCH C OH

(b)

3|

3 3|

3

H

CH

C OCH C C CH

(c)

3| |

3 3|

3

H C OH

CHCH C C HCH

(d)

CHCH3

OH

36. Which of the following is the most stable confor-mation of ethylene glycol?

(a) (b)

(c) (d)

37. For the reaction

MeO

Ph PhOH

H+

the major product formed is

Page 5: Topper’s Package chemistry-XII ALCOHOL, PHENOL

Topper’s Package chemistry-XII Permutation and CombinationsAlcohol, Phenol & Ethers

66

(a)

MeO

PhPhOH

(b)

OMe

Ph

HO

OH

(c)

MeO

Ph Ph

HC=C

(d)

OMe

Ph

Ph

HC=C

38. Identify the major product formed in the follow-ing reaction

OH

CH OH2

2 5

2 3

C H INa CO

(a)

OH

CH OC H2 2 5

(b)

CH OH2

(c)

CH OC H2 2 5

(d)

O

39. 4NaBHB CH = CH – CHO

2H /Ni AA and B are :

(a) CH CH CHO2 2 ,

CH=CH-CH OH2

(b) CH CH CH OH, 2 2 2

CH=CH-CH OH2

(c) CH=CH-CH OH2 in both cases

(d) CH CH CH OH2 2 2 in both cases

40. Dehydration of the alcohols

(I) OH

(II)OH

(III)OH

(IV) OH

will be in order(a) IV > III > II > I (b) I > II > III > IV(c) IV > II > III > I (d) II > IV > I > III

41. Which one of the following can be the majorproduct during dehydration of following alcohol:

OHH

Page 6: Topper’s Package chemistry-XII ALCOHOL, PHENOL

Topper’s Package chemistry-XII Permutation and CombinationsAlcohol, Phenol & Ethers

67

(a) (b)

(c) (d)

42. CH3MgBr+

O

3H O HBrA B

3

Mg/ether HCHO HIH O

C D E , E is:

(a) H C3 CH I2

(b) CH CH2 3

I

(c) CH3

I (d) CH3

I

43. Ethanol on reaction with acetic anhydridegives:(a) Acetic ester(b) Formic ester(c) Ethanoic acid(d) Acetic ester and Ethanoic acid both

44. Glycol on heating with PI3 mainly gives:(a) Ethylene (b) Ethylene iodide(c) Ethyl iodide (d) Ethane

45.

CI

O

H

Alc.KOHMajor Product is:

(a) H

H

O

O

(b) H

O

(c)H

O

(d)

O

46. Lucas test is used to make distinction be-tween 1°, 2° and 3° alcohols

2anhydrous ZnCl2conc. White turbidity

ROH HCl RCl H O

This shows that:(a) ROH behaves as an acid

(b) greater the value of pKa (alcohol), greater thereactivity with conc. HCl and thus sooner theformation the formation of white turbidity.

(c) alcohol which reacts fastest with Na metal,will gives turbidity at fastest rate.

(d) alcohol which gives red colour during VictorMayor test, will always give turbidity at slowerrate then those giving blue or white colourduring Victor Mayor test.

47.

OH OH

2 4Con.H SO P, P is

(a)

O

(b)

O(c) both (a) and (b) (d) None

48. OHH

2

33 2

(a )NaNH(excess)

(b)CH Br(1.eq.)(c )CH CH Br 1eq.(d)Lindlar 'catalyst

Product , Product is:

Page 7: Topper’s Package chemistry-XII ALCOHOL, PHENOL

Topper’s Package chemistry-XII Permutation and CombinationsAlcohol, Phenol & Ethers

68

(a) O

(b) O

(c) O

(d) O

49. Alkene 2H O/H

2- Butanol Alkene may be:(a) cis-2-butene (b) trans-2-butene(c) 1- butene (d) All of these

50. HBr reacts fastest with:(a) 2-methylpropan-2-ol(b) Propan-2- ol(c) Propon-1- ol(d) 2- methylpropna-1- ol

51. Choose the correct statement(s) for the reaction

O

OCH3

AlCl /CS3 2

Heat

OH

CH3

O

(B)

+

OHCH3

O

(A)

(a)(B) is formed more rapidly at higher tempera-ture(b) (B) is more voltile than (A)(c) (a) is more voltile then (B)(d) (a) is formed in higher yields at lower tem-perature

52. The end product Y for the following reaction is(C6H5)2 CHCH2OH 3CH INa X Y

(a) 6 5 22C H C CH

(b) 6 5 22C H CHCH ONa

(c) 6 5 22

OC H CHCH C ONa

(d) 6 5 2 32C H CHCH OCH

53. 1-propanol and 2-propanol can be distinguished by(a) oxidation with alkaline KMnO, followed by

reaction with Fehling's solution(b) oxidation with acidic dichromate followed by

reaction with Fehling solution

(c) oxidation by heating copper with acidic HNO3followed by reaction with Fehling's solution

(d) oxidation with concentrated H2SO4 followed byreaction with Fahling's solution

54. Chlorination of toluene in the presence of lightand heat followed by treatment with aqueousNaOH gives(a) o-cresol(b) p-cresol(c) 2, 4-dihydroxytoluene(d) benzoic acid

55. Phenol reacts with bromine in carbon disulphideat low temperature go give(a) m-bromophenol(b) o - and p - bromophenol(c) p - brmophenol(d) 2, 4, 6- tribromophenol

56. Which of the following compounds is oxidised toprepare ethyl ketone?(a) 2-propanol (b) 1-butanol(c) 2-butanol (d) t-butyl alcohol

57. Which of the following is soluble in water?(a) CS2 (b) C2H5OH(c) CCl4 (d) CHCl3

58.

OH

CO H 2 2 2 7K Cr O

(P); Product (c) is:

(a) (b)

(c)CO H2

(d)

CO H2

59.

CO H2

CO H2

3

2 4

2CH OHH SO , (A) ; Product (A) is:

(a)

CO CH2 3

CO H2

(b)

CO CH2 3

CO CH2 3

Page 8: Topper’s Package chemistry-XII ALCOHOL, PHENOL

Topper’s Package chemistry-XII Permutation and CombinationsAlcohol, Phenol & Ethers

69

(c)

CO CH2 3

CO CH2 3

(d)

CO

CO

CH3

CH3

60.

OH

OH(Resorcinol)

2I +NaOH3

(Iodoform)(A)CHI ; Compound

(A) is:

(a)

O

CH2

CO Na2 3

ONa– +

(b) H – O – C – (CH ) – C – OH 2 2

O O

(c) CH – CH – CH – CH – C – OH 3 2 2 2

O

(d) CH – (CH ) – C – ONa3 2 3

O

61.18OH

OH

4

H–BrCCl Major product ob-

tained in the reaction is:

(a)

O

(b)O Br

(c)

BrOH

(d)OH

Br

62.

OH

CCH3

CH3 OH

N+

HCrO Cl, (PCC)·CH Cl3 2 2

Product of the reaction is:

(a)

OH

(b)

CHO

OH

(c)

CO H2

OH

(d)

O

OH

63.

HO

NH2

2AC O100ºC (A); Product (A) of re-

action is:

(a)

OO

NHO

(b)

OO

NH2

(b)

OH

NHO

(d)

OO

NHO

Page 9: Topper’s Package chemistry-XII ALCOHOL, PHENOL

Topper’s Package chemistry-XII Permutation and CombinationsAlcohol, Phenol & Ethers

70

64.

NH2

OH

CH3

Ph

H

Ph

HNO2 A

Major Product obtained in the above reaction is:

(a) Ph CO H CH3

Ph(b) Ph C

O HCH3

Ph(c) Racemic (d) Diastereomers

65.OHOH 4 4

+HIO (1)LiAlH (excess)

2(H)(A) (B)

Total number of stereoisomers of product (B) willbe?(a) 2 (b) 3(c) 4 (d) 5

66.

O CH3 OHO

(1) CH3MgBr/H+ (2) KMnO4 (cold dil.)(3) CrO3 (4) H+/For the above conversion the correct order ofreagents used is:(a) 1 2 3 4 (b) 1 4 3 2(c) 1 4 2 3 (d) 2 3 4 1

67.

OH OH

PCC (A) OH OHH+

(B)

3

(1)MeMgBr(2)H O

(C) 4NaBH ,EtOH (D)

Product (D) in above reaction is:

(a)

OH OH

(b)

OH OH

(c)

OH

OH (d)

OH OH

68. Which describes the best stereochemical aspectsof the following reaction?

CH3

CD3

OHPh H–Br Product

(a) Inversion of configuration occurs at the car-bon undergoing substitution.

(b) Retention of configuration occurs at the car-bon undergoing substitution.

(c) Racemization (loss of configuration) occurs atthe carbon undergoing substitution.

(d) The carbon undergoing substitution is notstereogenic

69. Which of following is an example of Pinacol-Dia-zotization?

(a)+AgMe C – CMe2 2 Me – C – CMe2 3

O

OH Br

(b)2NaNO

HClMeC – CMe2 2 Me – C – CMe 3

O

OH NH2

(c)H

Me C – CMe2 2 Me – C – CMe3

O

OH OH

(d)H

RR

O

RR

OH

70. In the given pair of alcohol, in which pair sec-ond alcohol is more reactive than first towardshydrogen bromide?

(a)

CH3 OH

and

H OH

(b)

OH

and CH CH3

OH

(c)CH – CH – CH – CH3 2 3

OH and

CH – CH – CH – CH – OH3 2 2

CH3

(d)CH – CH – CH – CH3 2 3

OH and

(CH ) C – CH – CH3 2 2 3

OH

Page 10: Topper’s Package chemistry-XII ALCOHOL, PHENOL

Topper’s Package chemistry-XII Permutation and CombinationsAlcohol, Phenol & Ethers

71

71. OHOH

CH22MnO (A) , Product (A)

is:

(a)

CH2

OHC

H

O

(b) CHOOH

CH2

(c)OH C

OCH 2

H

(d)OH C

O

O H

CH2

72.4LiAlH

(Chiral alcohol only)(A) 2(B) ; structure of (A) is:

(a)

O

OCH3 CH C CH CH3

Et Et

(b)

O

OCH3 CH C CH CH3

Et Et

CH2

(c)

O

O

(d)O

TOPIC (3) PREPARATION OF ETHER &CHEMICAL REACTION OF ETHER

73. Diethyl ether acts as a(a) lewis acid (b) lewis base(c) reducing agent (d) oxidising agent

74. Ethyl acetate reacts with 3CH MgBr to form(a) secondary alcohol(b) tertiary alcohol(c) primary alcohol and acid(d) carboxylic acid

75. Heating of methyl phenyl ether with HI gives(a) methanol + iodobenzene(b) methyl iodide + iodobenzene(c) methyl alcohol + benzyl alcohol(d) methyl iodide + phenol

76. Reaction of CH – 2 CH2

O with RMgX followed by

hydrolysis will lead to produce

(a) RCHOHR (b) 3RCHOHCH

(c) 2 2R CHCH OH (d) 2 2RCH CH OH

77. Which of the following is best method to preparephenyl t-butyl ether :

(a) 3 3 6 5(CH ) C O Na C H Br

(b) 6 5 3 3C H ONa (CH ) CC l

(c) 3 2 46 5

Hg (OCOCH ) NaBH3 2 2 C H OH

(CH ) C CH

(d) None of these

78. The major product formed in the followingreaction is :

CH3

CH2BrCCH3

H

33

CH OCH OH/

major Product.

(a) CH2OCH3

CH3

CCH3

H

(b)CH2CH3CHCH3

OCH3

(c)CH3

CH2CCH3

(d) CH3

CH3

CCH3

OCH3

79. Acetyl bromide reacts with excess of 3CH MgIfollowed by treatment with a saturated solution

of 4NH Cl gives

(a) acetone(b) acetamide(c) 2-methyl-2-propanol(d) acetyl iodide

Page 11: Topper’s Package chemistry-XII ALCOHOL, PHENOL

Topper’s Package chemistry-XII Permutation and CombinationsAlcohol, Phenol & Ethers

72

80. Consider the following synthesis

(I) 2 43

( ) Hg OAc NaBHCH OH

(II) 3 3H O CH BrNa

(III) 3 3

2 2

./

BH THF CH BrNaH O OH

This change

3

3 2

|CH

CH CH CH CH

3

3 3

3

|

|

CH

CH CH CHCH

OCH

can be made by using

(a) I, II and III (b) I and II(c) I and III (d) I only

81. This polyether is known as :

O

O

O

O

(a) 12-crown-4 (b) 18-crown-6(c) 8-crown-4 (d) 4-crown-8

82. Cl Cl 3 ,CH ONa A A can be :

(a) CH3O OCH3

(b) CH3O Cl

(c) OCH3Cl

(d) no reaction

83. CH – O – C – CH33

H

CH3

CH3

Me C – I + Me – OH3 true

about this is:(a) Me3C – OMe with anhydrous HI gives this

reaction(b) Me3C – OMe with concentrated HI gives this

reaction(c) Both of the above(d) None of these

84.

O

R'

R"

?RMgXH O2

Product obtained

is:

(a) R' – C – CH OH2

R

R"

(b) RCH – C – OH2

R'

R"

(c) R'CH – C – OH2

R

R"

(d) R"CH – C – OH2

R

R"

85. B CH OH3 H O218

CH ONa3 H+CH – C – CH3 2

O

CH3

A , A and B are

(a) CH – C – CH , CH – C – CH3 2 3 2

CH3 CH3

18OH OH OH OCH3

(b) CH – C – CH , CH – C – CH3 2 3 2

CH3 CH3

HO 18OH OH OCH3

(c) CH – C – CH , CH – C – CH3 2 3 2

CH3 CH3

18OH OH 18OH 18OH

(d) CH – C – CH , CH – C – CH3 2 3 2

CH3 CH3

18OH OCH3 OH18OH86. In the following reaction, final product is

ClCH CH – CH2 2

14 NaOC H (1 eq.)2 5

O

Page 12: Topper’s Package chemistry-XII ALCOHOL, PHENOL

Topper’s Package chemistry-XII Permutation and CombinationsAlcohol, Phenol & Ethers

73

(a) ClCH CHCH OC H2 2 2 5

OH

14(b) ClCH CHCH ONa2 2

OC H2 5

14

(c) CH CHCH OC H2 2 2 5

14

O

(d) CH – CHCH OC H2 2 2 5

14

O

87. (1)CF COOH3(2)H O2

3 2 18CH CH CH Product.

Product is:

(a) CH -CH-CH3 2

O18

(b) CH -CH-CH3 2

O

(c) CH -CH-CH3 2

OH

OH18

(d) CH -CH-CH3 2

OH

OH18

88. Which one of the following compounds preparemethyl-ethyl ketone on oxidation?(a) 2- Propanol (b) 1-Butanol(c) 2-Butanol (d) ter-Butyl alcohol

89. The compound that will react most readily withNaOH to form methanol is(a) (CH3)4 N

+ I– (b) CH3OCH3(c) (CH3)3S

+I– (d) (CH3)3CCl90. The reaction products of C6H5OCH3 + HI

is(a) C6H5OH + CH3I (b) C6H5I + CH3OH(c) C6H5CH3 + HOI (d) C6H6OH + CH3OH

91. Diethyl ether on heating with concentrated HIgives two moles of(a) ethanol (b) iodoform(c) ethyl iodide (d) methyl iodide

92. Predict the product when given compound reactswith LiAlH4:

OCH3

C

O

HC

O

O (A)

(a)

CH3C

O

O

O

OH

(b)

CH3C

O

O

OH

OH

(c)

OH

OH

OH

(d)

OH

C

O

H OH

93.

O

O

O

LiAlH (A)4

(B)

xAc O

x = moles of anhydride consumed(a) 1 (b) 2(c) 3 (d) 4

94.

3

5 10

H

C H O(A) B+CO

; (B) and (C) both give +ve io-

doform test. Compound (A) is:(a) CH3– CH = CH – O – CH2–CH3

(b)C

CH3

O CH2CH3 CH3

H

(c)C

CH2

O CH2CH3 CH3

(d) both (b) and (c)

Page 13: Topper’s Package chemistry-XII ALCOHOL, PHENOL

Topper’s Package chemistry-XII Permutation and CombinationsAlcohol, Phenol & Ethers

74

95.

OH

4LiAlHTsClPyridine (A) (B)

Product (B) of the above reaction is:

(a) (b)

(c) (d)

Cl

INTEGER QUESTIONS1. How many isomeric alcohols (including ste-

reo isomers if any) are possible for the com-pound with molecular formula C5H12O

2. How many cyclic (including stereo isomers)alcohols are possible for the compound withmolecular formula C4H7OH

3. In Zeisel’s method for the determination ofmethoxyl groups, a sample of 2.68 gm of acompound (A) gave 14.08 gm of AgI. If themolecular weight of compound (A) is 134, thenumber of (–OCH3) group(s) in the compound

(A) is :4. If (dl) or ( ) 2-methyl butanoic acid were es-

terified by reaction with (dl) or ( ) 2-butanol,how many optically active compounds wouldbe present in the final equilibrium reactionmixture?

5.

O CH3

O

Conc.HI (a) mole HI

is consumed

O CH3

Conc.HI (b) mole of HI

is consumedSum of a + b =

6. CH O 3 O O

OCH 3

How many moles of HI consumed in abovereaction?

UNIT : 7. ALCHOLOL, PHENOL & ETHER1. c 2. b 3. a 4. a 5. a6. b 7. c 8. c 9. c 10. c11. b 12. b 13. a 14. c 15. c16. b 17. d 18. b 19. b 20. c21. b 22. a 23. b 24. a 25. c26. b 27. a 28. d 29. c 30. d31. d 32. d 33. c 34. d 35. a36. b 37. d 38. b 39. b 40. a41. c 42. d 43. d 44. a 45. d46. b 47. b 48. b 49. d 50. a51. b 52. d 53. c 54. d 55. b56. c 57. b 58. b 59. b 60. a61. a 62. b 63. c 64. a 65. c66. c 67. b 68. c 69. b 70. d71. c 72. b 73. b 74. b 75. d76. d 77. c 78. c 79. c 80. d81. a 82. b 83. b 84. b 85. a86. d 87. c 88. c 89. a 90. a91 c 92. c 93. c 94. d 95. c

INTEGER QUESTIONS1. 8 2. 7 3. 3 4. 4 5. 36. 2