2009_12abPhenols - Chem 2204/2206/2208 • Wednesday Mar 4...

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Unformatted text preview: Chem 2204/2206/2208 • Wednesday Mar. 4 Lecture 12a Phenols Friday Mar 6 Lecture 12b Phenols TODAY! Wednesday Mar 11 Lecture 13 Amines (I) Friday Mar 13 Lecture 14 Amines (II). 1 • Test 2 (Carboxylic Acids) . Test 2 solutions are posted on http://http-server.carleton.ca/~pbuist/ . Pick up your test after class.. Phen o ls OH 2 McMurry Chapter 17 Overview • Introduction: Some common phenols • Physical properties • ABENOR 3 • Syntheses of Phenol • Reactions of Phenols (only 5!! and we covered 4 of these in first term) Phen o ls (Aromatic Alcoh o ls) OH H O H H 4 • Phenols are Enols of unsaturated cyclohexanones. • Enol Tautomer is highly stabilized due to ___ ___________. OH “Carbolic acid ” = Phenol ( Phenyl alcohol) The Methyl-phenol (Cresol) family 5 OH OH OH Ortho- cresol meta- cresol para- cresol creosote Phenols vrs Bacteria Joseph Lister 6 OH OH O O [O] Catechol Ortho- The Dihydroxybenzene Family + H 2 7 BenzoQuinone OH OH O O [O] Hydroquinone Para- BenzoQuinone Resorcinol [H] + H 2 Bombardier Beetle uses Phenol Chemistry in Self-Defence 8 Tom Eisner OH OH O O [O] Hot, pulsed, spray Tyrosine is a phenolic Amino acid tyrosinase OH O tyrosinase 9 Polymerization Leads to coloured Pigments eg. browning of fruit Lignin: Complex polymer of cross-linked phenolic monomers: (2 nd most abundant molecule!) 10 radical coupling HO . Me Me Estrone: An important steroidal phenol 11 Natural Aromatase Exemestane Substrate Anti-cancer drug 12 Vitamin E: Antixoxidant: Fountain of Youth? 13 Reactive Oxygen Species (ROS) eg. . OOR Critically Important! Resveratrol: Another antioxidant? 14 Monomethyl Catechols: More tasty antioxidants 15 Eugenol (cloves) Capsaicin Vanillin Curcumin, Curry powder Physical Properties of phenol 1. Boiling point and melting point similar to corresponding cyclic aliphatic alcohols H-bonding, compact shape 16 OH vs....
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This note was uploaded on 07/28/2009 for the course ORGANIC CH CHEM 2204 taught by Professor Dr.levin during the Winter '08 term at Indian Institute of Technology, Chennai.

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2009_12abPhenols - Chem 2204/2206/2208 • Wednesday Mar 4...

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