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Aromatic Chemistry and Amines

Bonding and Stability of Benzene

  • 3 things to know
  • Papers 2 and 3

Overview

The delocalised ring, the evidence from bond lengths and hydrogenation enthalpies, and why benzene resists addition.

What you need to know

Answer each one before you reveal it.

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Key term

What is the evidence for the delocalised model of benzene, and why does benzene undergo substitution rather than addition?

Key term

How does the carbon-carbon bond length in benzene compare to typical single and double carbon-carbon bonds?

Key term

What type of electrons are delocalised in the benzene ring?

Questions from this subtopic

Each one with the model answer underneath.

  1. 1

    What is the shape of the benzene ring?

    Model answer

    Planar

  2. 2

    How does the carbon-carbon bond length in benzene compare to typical single and double carbon-carbon bonds?

    Model answer

    The bond length is intermediate between a single and double carbon-carbon bond

  3. 3

    What type of electrons are delocalised in the benzene ring?

    Model answer

    Pi (p) electrons

  4. 4

    What effect does the delocalisation of electrons have on the stability of benzene?

    Model answer

    It makes benzene more stable

  5. 5

    Compared to what theoretical molecule is benzene more stable?

    Model answer

    Cyclohexa-1,3,5-triene

  6. 6

    What type of thermochemical evidence can be used to demonstrate the extra stability of benzene?

    Model answer

    Enthalpies of hydrogenation

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Atomic Structure
Amount of Substance
Bonding
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AOxidation is the loss of electrons.
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