Exam 3 review session (Chapter 19, 20, 24.6)

Exam 3 review session (Chapter 19, 20, 24.6) - Review...

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Click to edit Master subtitle style 6/13/10 Review Session for Exam 3 Testing Chapters 19, 20, 24.6 as well as all previous Chapters (including organic I)
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6/13/10 Exam 3 (100 pts total) 1-5: Multiple choices (20 pts) 5: 12 pts (synthesis) (fill the blank) 6: 6 pts (synthesis) (fill the blank) 6: 8 pts (mechanism) + 10 pts (synthesis) 7: 12 pts (synthesis) + 9 pts (retro- synthesis) + 14 pts (mechanism) 8: 9 pts (retro-synthesis)
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6/13/10 One Reaction:
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6/13/10 Useful Synthetic Tips Aldol: α , β -unsaturated aldehydes or ketones Dieckmann (intra Claisen) Claisen: α -substituted ketone Acetoacetic ester: α -substituted acetone (methyl ketone) Malonic ester: substituted acetic acid
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6/13/10 EDG EWG EDG EWG 1) alignment of EDG/EWG 2) endo (secondary orbital interaction) 3) dieneophile geometry retained 4) diene must be s-cis Me Me Diels-Alder 1) Geometry of diene 1) Geometry of dieneophile 1) Substituent effects 1) Endo/Exo exo EDG EWG EDG EWG EDG EWG O O O endo Me Me Me Me NO REACTION formed NOT formed formed NOT formed
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Click to edit Master subtitle style 6/13/10 Organic II is all about… Nucleophile (C, O, N, S, etc.) + Carbonyl
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Click to edit Master subtitle style 6/13/10 Mechanism is all about… Nucleophile + Carbo cation + (Carbonyl)
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This note was uploaded on 06/12/2010 for the course CHEM 261 taught by Professor Austell during the Spring '08 term at UNC.

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Exam 3 review session (Chapter 19, 20, 24.6) - Review...

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