上海交通大学：《有机化学》教程教学资源（英文讲稿）10 Carboxylic Acids and Derivatives

p381 10: Carboxylic Acids and Derivatives

10: Carboxylic Acids and Derivatives p.381

CH3-CHECH-CHECH-CO2H 山梨酸 O H geranyl formate((甲酸香叶酯) isoamyl butyrate(酸异戊酯)

O O H geranyl formate(甲酸香叶酯) O O isoamyl butyrate(丁酸异戊酯) CH3 CH CH CH CH CO2H 山梨酸

H COCH3 dimethyl fumarate(霉克星) CH3O2C H OCH3 〉〈 NHCH2 OH辣椒素 CONCHSh DEET

H CO2CH3 CH3O2C H dimethyl fumarate(霉克星) H H O NHCH2 OH OCH3 辣椒素 CON(C2H5 )2 CH3 DEET

COH glycinoeclepin A O COH CH=CH OH vernolepin O )=CH2抗肿瘤药 CH O

O O O O OH CH CH2 CH2 CH2 Vernolepin 抗肿瘤药 O O H CO2H CO2H OH glycinoeclepin A

HrC. oh H N(CH3h OH CONH 四环素:R=R':H 土霉素:R:H,R':OH 金霉素:R,C,R':H

四环素 : R = R' : H 金霉素 : R , Cl, R' : H 土霉素 : R : H, R' : OH OH OHOH OH OH O O CONH2 N(CH3 ) H 2 3C H

Me Mer erythromycin HOr OH 红霉素 M 0)0 e 0 L NMe2 e O Me HO

O OH Me NMe2 O O O O HO OH Me Me Me Me Me Me H5C2 O Me Me Me HO O OMe erythromycin 红霉素

王浆酸 H CO2H 9-ODA H OH H COH 9-HDA

王浆酸 9-ODA 9-HDA H O H CO2H H OH H CO2H

The Importance of carboxylic acids (RCO,H) Starting materials for acyl derivatives(esters, amides, and acid chlorides Abundant in nature from oxidation of aldehydes and alcohols in metabolism

The Importance of Carboxylic Acids (RCO2H) • Starting materials for acyl derivatives (esters, amides, and acid chlorides) • Abundant in nature from oxidation of aldehydes and alcohols in metabolism

10. 1 Naming Carboxylic Acids and derivatives If derived from open-chain alkanes replace the terminal -e of the alkane name with-oic acid The carboxyl carbon atom is C(1) CH. 0 CHCH. CH, O CHa CHOCOH CHgCHCH CH,COH HOCCHCHCH2CHCHCHCOH Propanoic acid 4-Methylpentanoic acid 3-Ethyl-6-methyloctanedioic acid @2004 Thomson/Brooks Cole

10.1 Naming Carboxylic Acids and Derivatives • If derived from open-chain alkanes, replace the terminal -e of the alkane name with -oic acid • The carboxyl carbon atom is C(1)

Alternative names Compounds with- CO,h bonded to a ring are named using the suffix carboxvlic acid Use common names for formic acid (HCOOH) and acetic acid(CH, COOh) CO,H B 3-Bromocyclohexanecarboxylic acid 1-Cyclopentenecarboxylic acid e 2004 Thomson/Brook Coe

Alternative Names: • Compounds with ¾CO2H bonded to a ring are named using the suffix - carboxylic acid • Use common names for formic acid (HCOOH) and acetic acid (CH3COOH)