Chapter 17 Notes - CHAPTER 17 Benzene and Aromatic...

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CHAPTER 17 Benzene and Aromatic Compounds 17.1 Introduction Aromatic compounds are called arenes , with benzene being the parent arene. The structure of benzene was first proposed by Kekulé. The resonance description of benzene consists of 2 equivalent Lewis structures with alternating single and double bonds. The true structure of benzene is a resonance hybrid of the 2 Lewis structures, with a circle representing 6π electrons delocalized over the 6 atoms of the ring. What is the hybridization and bond angle of each carbon atom in the benzene ring? Is benzene a nucleophile or an electrophile? Because of the extra stability of benzene, it only undergoes substitution reactions unlike alkenes and alkynes which undergo addition reaction. 17.2 The Concept of Aromaticity (Hückel’s Rule) Four structural criteria must be satisfied for a compound to be aromatic. What are the 4 criteria for aromaticity? Done by Dr. Felix N. Ngassa for Chemistry 242: Organic Chemistry for Life Sciences 2, GVSU, Spring/Summer 2011. 1
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An aromatic compound is more stable than a similar acyclic compound having the same number of π electrons. Compounds that contain 2, 6, 10, 14, 18, etc. π electrons are aromatic.
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This note was uploaded on 05/25/2011 for the course CHEMISTRY 242 taught by Professor Ngassa during the Spring '11 term at Grand Valley State University.

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Chapter 17 Notes - CHAPTER 17 Benzene and Aromatic...

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