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Explain the terms: arene and aromatic.

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Presentation on theme: "Explain the terms: arene and aromatic."— Presentation transcript:

1 Explain the terms: arene and aromatic.
Week 1 Explain the terms: arene and aromatic. Describe and explain the models used to describe the structure of benzene. © Pearson Education Ltd 2009 This document may have been altered from the original

2 Week 1 Benzene ring © Pearson Education Ltd 2009
This document may have been altered from the original

3 Week 1 Structure of aspirin 3 © Pearson Education Ltd 2009
This document may have been altered from the original 3

4 Structures of some common benzene derivatives
Week 1 Structures of some common benzene derivatives © Pearson Education Ltd 2009 This document may have been altered from the original 4

5 Week 1 Three isomers of C7H7Br 5 © Pearson Education Ltd 2009
This document may have been altered from the original 5

6 Benzene is classified as a carcinogen
Week 1 Benzene is classified as a carcinogen © Pearson Education Ltd 2009 This document may have been altered from the original 6

7 Suggested linear structure for benzene, with several double bonds
Week 1 Suggested linear structure for benzene, with several double bonds © Pearson Education Ltd 2009 This document may have been altered from the original 7

8 Kekulé structure of benzene
Week 1 Kekulé structure of benzene © Pearson Education Ltd 2009 This document may have been altered from the original 8

9 Review the evidence for a delocalised model of benzene.
Week 1 Review the evidence for a delocalised model of benzene. © Pearson Education Ltd 2009 This document may have been altered from the original

10 Kekulé’s equilibrium model
Week 1 Kekulé’s equilibrium model © Pearson Education Ltd 2009 This document may have been altered from the original

11 Hydrogenation enthalpies for cyclohexene and Kekulé’s benzene
Week 1 Hydrogenation enthalpies for cyclohexene and Kekulé’s benzene © Pearson Education Ltd 2009 This document may have been altered from the original 11

12 Enthalpy changes for the hydrogenation of cyclohexene and benzene
Week 1 Enthalpy changes for the hydrogenation of cyclohexene and benzene © Pearson Education Ltd 2009 This document may have been altered from the original 12

13 Week 1 Compare the Kekulé and delocalised models of benzene in terms of p-orbital overlap forming π-bonds. © Pearson Education Ltd 2009 This document may have been altered from the original

14 Bonding around a carbon atom in a section of a benzene ring
Week 1 Bonding around a carbon atom in a section of a benzene ring © Pearson Education Ltd 2009 This document may have been altered from the original

15 Week 1 The delocalised structure of benzene forms when the p-orbitals overlap sideways © Pearson Education Ltd 2009 This document may have been altered from the original 15

16 Benzene is often represented in this way in equations and mechanisms
Week 1 Benzene is often represented in this way in equations and mechanisms © Pearson Education Ltd 2009 This document may have been altered from the original 16

17 Week 1 Resonance hybrids of benzene (left) and the common representation of benzene (right) © Pearson Education Ltd 2009 This document may have been altered from the original 17

18 Week 1 A localised π-bond 18 © Pearson Education Ltd 2009
This document may have been altered from the original 18

19 Week 1 Describe the electrophilic substitution of arenes with concentrated nitric acid in the presence of concentrated sulfuric acid. Describe the electrophilic substitution of arenes with halogens in the presence of a suitable halogen carrier. © Pearson Education Ltd 2009 This document may have been altered from the original

20 Equation for the preparation of nitrobenzene
Week 1 Equation for the preparation of nitrobenzene © Pearson Education Ltd 2009 This document may have been altered from the original

21 Preparing nitrobenzene by heating benzene
Week 1 Preparing nitrobenzene by heating benzene © Pearson Education Ltd 2009 This document may have been altered from the original 21

22 Benzene reacts with chlorine to produce chlorobenzene
Week 1 Benzene reacts with chlorine to produce chlorobenzene © Pearson Education Ltd 2009 This document may have been altered from the original 22

23 Equation for the preparation of bromobenzene
Week 1 Equation for the preparation of bromobenzene © Pearson Education Ltd 2009 This document may have been altered from the original 23

24 Outline the mechanism of electrophilic substitution in arenes.
Week 1 Outline the mechanism of electrophilic substitution in arenes. Outline the mechanism for the mononitration and monohalogenation of benzene. © Pearson Education Ltd 2009 This document may have been altered from the original

25 Electrophilic substitution in benzene
Week 1 Electrophilic substitution in benzene © Pearson Education Ltd 2009 This document may have been altered from the original

26 Curly arrows are used to represent the movement of electron pairs
Week 1 Curly arrows are used to represent the movement of electron pairs © Pearson Education Ltd 2009 This document may have been altered from the original 26

27 Mechanism for the nitration of benzene
Week 1 Mechanism for the nitration of benzene © Pearson Education Ltd 2009 This document may have been altered from the original 27

28 Mechanism for the bromination of benzene
Week 1 Mechanism for the bromination of benzene © Pearson Education Ltd 2009 This document may have been altered from the original 28


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