Edexcel International A Level Chemistry

Topic Questions

5.4 Organic Chemistry: Arenes

11 mark

The delocalised electrons in benzene result from the overlap of

  • s orbitals to form σ bonds

  • s orbitals to form pi bonds

  • p orbitals to form σ bonds

  • p orbitals to form pi bonds

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11 mark

The reaction of ethene with bromine occurs under normal laboratory conditions but the reaction of benzene with bromine to form bromobenzene requires heat and the presence of a catalyst.

The best explanation for the difference in reactivity is that the delocalised electrons in benzene

  • repel electrophiles

  • result in a kinetic barrier to intermediate formation

  • result in benzene having an endothermic enthalpy of formation

  • make benzene thermodynamically stable with respect to the formation of bromobenzene

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1a
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1 mark

Methylbenzene reacts with a mixture of concentrated nitric acid and concentrated sulfuric acid to form 2,4,6‐ trinitromethylbenzene.

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a)
What is the number of peaks in the 13C NMR spectrum of methylbenzene?
  • seven

  • six

  • five

  • four

1b
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1 mark
b)
What type of reaction takes place?
  • nucleophilic addition

  • nucleophilic substitution

  • electrophilic addition

  • electrophilic substitution

1c
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1 mark

Which expression shows the mass in grams of 2,4,6‐trinitromethylbenzene formed from 10 g of methylbenzene if the yield of the reaction is 85%?

[Mr values: methylbenzene = 92       2,4,6‐trinitromethylbenzene = 227]

  • (10 × 85 × 227) ÷ (92 × 100)

  • (10 × 100 × 227) ÷ (92 × 85)

  • (10 × 100 × 227) ÷ (92 × 115)

  • (10 × 115 × 227) ÷ (92 × 100)

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21 mark

Benzene is sometimes represented by a Kekulé structure.

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If this were the only structure of benzene, what would be the total number of isomers of dichlorobenzene?

  • two

  • three

  • four

  • five

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31 mark

What is the product when benzene reacts with fuming sulfuric acid?

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41 mark

Which of these could not be formed when excess benzene is heated with trichloromethane, CHCl3, in the presence of an aluminium chloride catalyst?

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51 mark

Hydrogen bonds are formed when methylamine dissolves in water.

Which structure best represents a hydrogen bond between methylamine and water?

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6
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1 mark

What is the molar mass, in g mol–1, of the organic product when phenol reacts with excess bromine water?

  • 156.9

  • 172.9

  • 330.7

  • 488.5

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