有机化学ORGAnI©CHEMISTRY 主讲：主俊儒87092829(0) 理学院应化系理科接2层C206 Organic Chemistry,6th Edition L.G.Wade,Jr. Chapter 21 &T 22 Carboxylic Acids Derivatives Key Notes Hydrogen bonding;Acidity;nucleophilic substituetion claisen condensation;reduction, Homework:P732:21-18;21-19(f,g,h)P762:22-19(a-f)
Chapter 21 & 22 Carboxylic Acids & Derivatives Organic Chemistry, 6th Edition L. G. Wade, Jr. Key Notes Hydrogen bonding ; Acidity; nucleophilic substituetion; claisen condensation; reduction; 有机化学ORGANIC CHEMISTRY 主讲：王俊儒 87092829(O) 理学院应化系理科楼2层C206 Homework: P732: 21-18; 21-19(f,g,h); P762: 22-19(a-f)
Blister beetles secrete cantharidin,a powerful vesicant.Crushing a blister beetle between the fingers results in severe blistering of the skin.When horses eat hay containing blister beetles,they often die from The vinegaroon(whip-tail scorpion) gastroenteritis and kidney failure CH expels a defensive spray consisting of 84%acetic acid,5%octanoic acid. caused by cantharidin poisoning. and 11%water.Octanoic acid acts as a wetting and spreading agent. 斑蝥素 CH3O cantharidin
斑蝥素
CONTENTS ■REVIEW:NAMING STRUCTURE AND PROPERTIES NUCLEOPHILIC SUBSTITUTION ■PREPARATIONS ■REACTIONS ■ENOLATE REACTIONS
CONTENTS ◼REVIEW：NAMING ◼STRUCTURE AND PROPERTIES ◼NUCLEOPHILIC SUBSTITUTION ◼PREPARATIONS ◼REACTIONS ◼ENOLATE REACTIONS
Sec 1 STRUCTURE AND PROPERTIES Carbon is sp2 hybridized. 1247X12 0 1.32A Bond angles are close to 1.23A 120°. 1060 1.10A 0.97 H O-H eclipsed with C=O,to H 111°0 H get overlap of zorbital bond angles bond lengths with orbital of lone pair or. Copyght2010 Pearson Prentice Hall Inc oxygen. Resonance Stabilization 0 R-C-0-H H,0: +H,0t pK,=5 R- (K≡10-5) acid carboxylate
◼Carbon is sp2 hybridized. ◼Bond angles are close to 120 . ◼O-H eclipsed with C=O, to get overlap of orbital with orbital of lone pair on oxygen. ◼Resonance Stabilization Sec 1 STRUCTURE AND PROPERTIES
Resonance Structures :0 :0 YX H H 一H H Q major very minor minor H H CH3
Resonance Structures