Question 1

Bromine reacts more readily with phenol than with benzene. This is because the

  A  

benzene ring in phenol is more susceptible to nucleophilic attack

  B  

benzene ring in phenol is deactivated because the oxygen of the OH group is very electronegative

  C  

lone pair of electrons on the oxygen atom in phenol overlap with the  delocalised electrons in the benzene ring

  D  

lone pair of electrons on the oxygen atom enable phenol to act as an

electrophile

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Question 2

The structure of compound G is

What is the systematic name of compound G?

  A  

4-methylbenzene-1,3-diamine

  B  

4-methylbenzene-1,5-diamine

  C  

2-methylphenyldiamine

  D  

4-methylphenyldiamine

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Question 3

How many isomers containing a benzene ring are there with the molecular formula C6H3(NO2)2OH?

  A  

4

  B  

5

  C  

6

  D  

7

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Question 4

Aluminium chloride catalyses the reaction of benzene and ethanoyl chloride. This is because aluminium chloride

  A  

has significant covalent character

  B  

exists as a dimer in non-polar solvents

  C  

is an electron pair acceptor

  D  

is rapidly hydrolysed

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Question 5

Bromine reacts much faster with phenylamine than with benzene. This is because

  A  

N-H bonds are weaker than C-H bonds

  B  

nitrogen is very electronegative

  C  

the benzene ring has greater electron density in phenylamine than in benzene

  D  

phenylamine reacts by addition whereas benzene reacts by substitution

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Question 6

X-ray diffraction provides evidence that benzene molecules have

  A  

delocalised π-electrons

  B  

carbon-carbon bonds that are all the same length

  C  

lower thermodynamic stability than molecules of 1,3,5-cyclohexatriene

  D  

greater thermodynamic stability than molecules of 1,3,5-cyclohexatriene

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Question 7

Benzene is nitrated using a mixture of concentrated nitric and sulfuric acids. The sulfuric acid

  A  

acts as a solvent for the benzene and the nitric acid

  B  

protonates the benzene to speed up the reaction

  C  

protonates the nitric acid which acts as a base

  D  

reacts with the benzene to form a benzenesulfonic acid intermediate

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Question 8

Phenylamine (aniline), C6H5NH2, may be prepared from nitrobenzene, C6H5NO2.

The reagent normally used for this reaction is

  A  

lithium aluminium hydride in ether

  B  

concentrated ammonia in ethanol

  C  

potassium dichromate(VI) in sulfuric acid

  D  

tin in concentrated hydrochloric acid

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Question 9

Benzocaine is used as a local anaesthetic.

Separate samples of a solution of benzocaine are added to 2,4-dinitrophenylhydrazine, hot aqueous sodium hydroxide, and dilute hydrochloric acid.

Which chemicals react with benzocaine?

  A  

all three

  B  

only sodium hydroxide and hydrochloric acid

  C  

only hydrochloric acid

  D  

only sodium hydroxide

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Question 10

Benzene (Tb = 80.1°C) has a higher boiling temperature than ethanol (Tb = 78.5°C).

This is because the

  A  

benzene ring is stabilised

  B  

induced dipole-dipole forces between benzene molecules are stronger than the hydrogen bonds between ethanol molecules

  C  

hydrogen bonds between benzene molecules are stronger than the hydrogen  bonds between ethanol molecules

  D  

C-H bonds in benzene are stronger than the C-H bonds in ethanol

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Question 11

In the reaction of benzene with chloromethane, aluminium chloride is added because it reacts with

  A  

benzene to produce an electrophile

  B  

benzene to produce a nucleophile

  C  

chloromethane to produce a nucleophile

  D  

chloromethane to produce an electrophile

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Question 12

Which reaction does not occur?

  A  

C6H5COOH + NaOH ➔ C6H5COONa + H2O

  B  

C6H5OH + NaOH ➔ C6H5ONa + H2O

  C  

2C6H5COOH + CaCO3 ➔ (C6H5COO)2Ca + CO2 + H2O

  D  

2C6H5OH + Na2CO3 ➔ 2C6H5ONa + CO2 + H2O

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Question 13

Benzene reacts with an organic reagent in the presence of a halogen carrier to form phenylethanone.

Which organic reagent is required?

  A  

CH3CH2OH

  B  

CH3CHO

  C  

CH3COCl

  D  

CH3COOH


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Question 14

Which compound is produced when 1-phenylethanol reacts with acidified potassium dichromate(VI)?

  A  

C6H5CH2CH2OH

  B  

C6H5CH2CHO


  C  

C6H5COCH3

  D  

C6H5CH(OH)CH3

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Question 15

Methylbenzene reacts with a mixture of concentrated nitric acid and concentrated sulfuric acid.

What is the name of the mechanism for this reaction?

  A  

electrophilic addition

  B  

electrophilic substitution

  C  

nucleophilic addition

  D  

nucleophilic substitution

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