Lecture21-notes

Lecture21-notes - 10/15/09 Reading: Chapter 8.1-8.13...

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10/15/09 1 Reading: Chapter 8.1-8.13 Practice problems: in text problems and 23-27 Aromaticity: Reactions of Benzene and Substituted Benzenes Representative Compounds adrenaline ephedrine
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10/15/09 2 Representative Compounds amphetamine methamphetamine speed Representative Compounds Aspirin
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10/15/09 3 Selective oxidations of alkylbenzenes using moderately strong oxidizing conditions (hot acidic KMnO 4 or K 2 Cr 2 O 7 ), however, the aromatic ring remains intact: Reactions of Aromatic Compounds BENZENE – DETERMINATION OF RESONANCE ENERGY The exceptional stability of aromatic compounds due to resonance can be estimated via hydrogenation reactions. Hydrogenation of cyclohexene is an exothermic reaction.
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4 BENZENE – DETERMINATION OF RESONANCE ENERGY Hydrogenation of 1,4-cyclohexadiene is also an exothermic reaction. The amount of heat released doubles because we have two double bonds. BENZENE – DETERMINATION OF RESONANCE ENERGY Hydrogenation of a “theoretical” cyclohexatriene is expected to produce 85.8 kcal/Mol. Since here we have three double bonds, each would contribute 28.6 kcal/Mol. The real value is 49.8 kcal/Mol. The difference is
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This note was uploaded on 07/02/2011 for the course CHEM R340 taught by Professor Tolbert during the Summer '11 term at Indiana.

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Lecture21-notes - 10/15/09 Reading: Chapter 8.1-8.13...

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