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Pharmaceutical Organic Chemistry - II Quiz

Total questions: 70

Worksheet time: 37mins

Name
Class
Date
1.

Which of the following statement is incorrect about electrophiles?

a)

Electrophiles are positively charged or neutral species having vacant orbitals

b)

The electrophiles are attacked by the most electron-populated part of one nucleophile

c)

Chemical species that do not satisfy the octet rule such as carbenes and radicals are electrophiles

d)

Electrophiles are Lewis base

2.

Identify the correct sequence according to electronegativity.

a)

F > NH2 > CH3 >OH

b)

NH2 > F >CH3 > OH

c)

NH2 > OH > CH3 > F

d)

F > OH > NH2 > CH3

3.

Toluene and phenol have similar boiling points.

a)

True

b)

False

4.

Which reducing agent is used for the reduction of nitro compound to phenyl amine?

a)

LiAlH4

b)

Sn/HCl

c)

Na/alcohol

d)

H2/Ni

5.

In which of the following reactions does amide get converted to amine?

a)

Claisen

b)

Hoffmann

c)

Kekule

d)

Perkin

6.

Phenol is obtained by heating aqueous solution of which of the following?

a)

Aniline

b)

Benzene diazonium chloride

c)

Benzoic acid

d)

Benzyl alcohol

7.

Which of the following aromatic compounds undergo Friedel-Crafts alkylation with methyl chloride and aluminum chloride?

a)

Benzoic acid

b)

Nitrobenzene

c)

Toluene

d)

Aniline

8.

Which of the following groups stabilize carbocation in the electrophilic aromatic substitution reaction: -, - - -

a)

NO2

b)

CN, SO3H

c)

COOH, -CHO

d)

-NH2, -OH

9.

What will be the product formed when phenol reacts with Br2 in CCl4 medium?

a)

3-Bromophenol

b)

4- Bromophenol

c)

3,5-Dibromophenol

d)

2,4,6-Tribromophenol

10.

What is the electrophile in the electrophilic substitution reaction of benzene using oleum and conc. H2SO4?

a)

SO3

b)

NO3

c)

NO2+

d)

NO+

11.

Which of the following compound is yielded from the reduction of nitroalkanes?

a)

Amine

b)

Acid

c)

Diazo compounds

d)

Alcohol

12.

Which of the following is not an electrophile?

a)

(CH3)4N+

b)

Cl2

c)

HBr

d)

Br2

13.

What is the electrophile in the acylation of benzene?

a)

AlCl3

b)

CO+

c)

Cl+

d)

R-CO+

14.

What will be the attacking electrophile in this reaction?

a)

Carbanion

b)

Halonium

c)

Radical

d)

Transition state

15.

Which of the following will be the product 'a' in the given reaction?

a)

Chlorobenzene

b)

Benzene

c)

Benzene diazonium chloride

d)

Enolate form

16.

What will be the product in the given reaction?

a)

m-chlorophenol

b)

o-chlorophenol and p-chlorophenol

c)

o-hydroxytoluene and p-hydroxytoluene

d)

m-hydroxytoluene

17.

How would you synthesis the following reaction?

a)

conc. HNO3 + conc. H2SO4

b)

conc. HNO3

c)

anhydrous AlCl3 + Ph-NO2

d)

conc. H2SO4 + Oleum

18.

Which of the following is most readily undergo electrophilic attack?

a)

I

b)

II

c)

III

d)

IV

19.

Which of the following reactants can be used to carry out following reaction?

a)

conc. HNO3 + conc. H2SO4

b)

HCl + CO + AlCl3

c)

anhydrous AlCl3 + Ph-NO2

d)

conc. H2SO4 + Oleum

20.

Which of the following organic compound is formed when aniline reacts with acetaldehyde?

a)

Diazonium salt

b)

Immine

c)

Schiff's base

d)

Carbylamine

21.

Which of the following is the most activating in electrophilic aromatic substitution?

a)

-NO2

b)

-NHCOCH3

c)

-CN

d)

-NH2

22.

What are A and B in the given sequence, respectively?

a)

Aldehyde, nitro compound

b)

Nitro compound, phenyl amine

c)

Phenyl amine, nitro compound

d)

Phenthalene, phenyl amine

23.

What is the reagent which will react with cumene to give phenol?

a)

Oxygen

b)

Hydrogen

c)

Nitrogen

d)

Ozone

24.

How is carbolic acid prepared from benzene diazonium chloride?

a)

Treating it with nitrous acid at 275K

b)

Preparing an aqueous solution and warming it

c)

Treating it with sodium hydroxide

d)

Freezing it

25.

Resonance forms are in equilibrium with each other.

a)

True

b)

False

26.

Aromatic rings do not have resonance structures.

a)

False

b)

True

27.

Identify the incorrect statement regarding aromaticity.

a)

It is the extra stability possessed by a molecule

b)

p-orbitals must be planar and overlap

c)

Cyclic delocalization takes place

d)

It does not follow Huckel's rule

28.

On heating aqueous solution of benzene diazonium chloride, which of the following is formed?

a)

benzene

b)

chlorobenzene

c)

phenol

d)

aniline

29.

Stability sequence: primary carbocation > secondary carbocation > tertiary carbocation. Is this sequence correct?

a)

Yes

b)

No

30.

Can a linear molecule have aromaticity?

a)

Yes

b)

No

31.

Select the incorrect statement.

a)

A resonance may sometimes cause sp3 atoms to become sp2 hybridized

b)

Delocalizing one lone pair causes aromaticity

c)

One lone pair will be counted as two pi electrons according to Huckel's equation

d)

Two sigma bonds make up a double bond

32.

Phenol can be obtained by ________ of sodium phenoxide.

a)

acidification

b)

oxidation

c)

sulphonation

d)

hydrolysis

33.

Cumene hydroperoxide on hydrolysis with dilute H2SO4 gives

a)

alcohol and phenol

b)

only phenol

c)

phenol and acetone

d)

alcohol and acetone

34.

What is the commercial method of preparation of phenol?

a)

Dows process

b)

From diazonium salt

c)

By decarboxylation of salicylic acid

d)

Hock method

35.

Select the correct statement regarding the aromatic nitrogen molecule.

a)

It is not hybridized

b)

It is sp hybridized

c)

It is sp2 hybridized

d)

It is sp3 hybridized

36.

Which of the following is necessary for the bromination of phenol?

a)

CS2

b)

FeBr3

c)

AlCl3

d)

BF3

37.

Phenols are not soluble in which of the following?

a)

Water

b)

Alcohol

c)

Ether

d)

Sodium hydroxide

38.

Which of the following phenols is the most acidic?

a)

o-Cresol

b)

m-Cresol

c)

o-Nitrophenol

d)

m-Nitrophenol

39.

Reaction of aqueous sodium hydroxide on chlorobenzene gives which of the following products?

a)

o-chlorophenol

b)

o-chlorophenol

c)

phenol

d)

no reaction

40.

Which ring will readily undergo electrophilic attack?

a)

I

b)

II

c)

III

d)

Both I and III

41.

Sodium benzene sulphonate reacts with NaOH and then on acidic hydrolysis, it gives which of the following compound?

a)

Phenol

b)

Benzoic acid

c)

Benzene

d)

Disodium benzaldehyde

42.

Salicylaldehyde can be prepared from which of the following reactants?

a)

Phenol and chloroform

b)

Phenol, chloroform and sodium hydroxide

c)

Phenol, carbon tetrachloride and NaOH

d)

Phenol, carbon tetrachloride

43.

What is the reactant 'x' and 'y' that will react with benzene to give phenol?

a)

X is Oleum and y is molten sodium hydroxide followed by H+

b)

X is Oleum and y is HCl

c)

X is Oleum and y is NH3

d)

X is Oleum and y is water

44.

Which of the following is not a method for preparation of phenol?

a)

Dows process

b)

From diazonium salt

c)

By decarboxylation of salicylic acid

d)

By the decarboxylation of sodium benzoate

45.

Which of the following compounds is formed on the electrolytic reduction of nitrobenzene in presence of strong acid?

a)

Azoxybenzene

b)

Aniline

c)

Azobenzene

d)

p-aminophenol

46.

When phenol is treated with excess of bromine water, it gives which of the following product?

a)

m-bromophenol

b)

o-and p-bromophenol

c)

2,4-dibromophenol

d)

2,4,6-tribromophenol

47.

Phenol reacts with bromine in carbon disulphate at low temperature to give which of the following product?

a)

m-bromophenol

b)

o-and p-bromophenol

c)

p-bromophenol

d)

2,4,6-tribromophenol

48.

Which of the following regents may be used to distinguish between phenol and benzoic acid?

a)

Aqueous NaOH

b)

Tollen's reagent

c)

Molisch reagent

d)

Neutral FeCl3

49.

What is the major product obtained on interaction of phenol with sodium hydroxide and carbon dioxide?

a)

Benzoic acid

b)

Salicylaldehyde

c)

Salicylic acid

d)

Phthalic acid

50.

Picric acid is formed when phenol react with which of the following reactant?

a)

Formaldehyde

b)

Hydrogen

c)

Nitric acid

d)

Hydrochloric acid

51.

Aniline is less basic than

a)

Benzylamine

b)

Triphenylamine

c)

p-Nitroaniline

d)

Diphenylamine

52.

Which of the following method cannot be used for preparation of aromatic amine?

a)

Gabriel phthalimide synthesis

b)

Reduction of nitro compound

c)

Reduction of nitrile with LiAl4

d)

Decarboxylation of amino acids

53.

What is the known name of the reaction given below?

a)

Gabriel phthalimide synthesis

b)

Buchwald-Hartwig Reaction

c)

Chan-Lam coupling

d)

Ullmann reaction

54.

What will be the product for the following reaction?

a)

secondary aliphatic amine

b)

primary aromatic amine

c)

tertiary aromatic amine

d)

secondary aromatic amine

55.

What will be the product in the given reaction?

a)

m-chlorotoluene

b)

o-chlorotoluene and p-chlorotoluene

c)

1-chloro-3-methylbenzene

d)

no reaction

56.

Which of the following is the general formula of Diazonium salt?

a)

RN2+HSO-2

b)

RN2+X-

c)

RN+

d)

RXI

57.

What is the industrial method of preparation of phenol?

a)

Cumene process

b)

From benzene diazonium chloride

c)

By decarboxylation of salicylic acid

d)

Williamson synthesis

58.

Arrange the following in decreasing order of acidity.

a)

a) Phenol > Methanol > Water

b)

b) Methanol > Phenol > Water

c)

c) Water > Phenol > Methanol

d)

d) Methanol > Water > Phenol

59.

Which reagent is used in the nitration of benzene?

a)

a) H2SO4

b)

b) HNO3

c)

c) HCl

d)

d) H3PO4

60.

Which of the following is a tautomer of phenol?

a)

a

b)

b

c)

c

d)

d

61.

Which of the following statements is incorrect about aromatic compounds?

a)

They exhibit extra stability

b)

p-orbitals must be planar and overlap

c)

Cyclic delocalization occurs

d)

They do not follow Huckel's rule

62.

How can phenol be obtained from benzene diazonium chloride?

a)

By treating it with nitrous acid at 275K

b)

By preparing an aqueous solution and warming it

c)

By treating it with sodium hydroxide

d)

By freezing it

63.

Which of the following is the correct product formed when benzoic acid reacts with bromine in the presence of FeBr3?

a)

m-bromobenzoic acid

b)

o-bromobenzoic acid

c)

p-bromobenzoic acid

d)

2,4,6-tribromobenzoic acid

64.

What is the major product formed when salicylic acid undergoes electrophilic substitution with acetyl chloride in the presence of AlCl3?

a)

o-acetylsalicylic acid

b)

m-acetylsalicylic acid

c)

p-acetylsalicylic acid

d)

2,4,6-triacetylsalicylic acid

65.

Which of the following substituents is most likely to decrease the acidity of benzoic acid?

a)

-OH

b)

-NH2

c)

-NO2

d)

-CH3

66.

What is the major product formed when benzoic acid reacts with concentrated sulfuric acid at high temperature?

a)

Phenol

b)

Benzene

c)

Salicylic acid

d)

Toluene

67.

Which of the following reactions is a characteristic test for benzoic acid?

a)

Formation of a white precipitate with ferric chloride

b)

Decolorization with bromine water

c)

Liberation of carbon dioxide with sodium bicarbonate

d)

Formation of a yellow precipitate with silver nitrate

68.

What is the major product obtained when benzoic acid reacts with aqueous sodium bicarbonate?

a)

Salicylic acid

b)

Phenol

c)

Benzoic acid

d)

Benzoate ion

69.

Which of the following substituents would increase the acidity of benzoic acid the most?

a)

-CH3

b)

-NO2

c)

-OH

d)

-NH2

70.

What is the product formed when benzoic acid reacts with thionyl chloride?

a)

Benzoic anhydride

b)

Benzoic acid chloride

c)

Salicylic acid

d)

Phenol

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