Naming Carboxylic Acid Derivatives Unsymmetrical anhydrides Prepared from two different carboxylic acids Named by citing the two acids alphabetically and then adding anhydride Acetic benzoic anhydride Leamng All Righe Peerved
Unsymmetrical anhydrides ▪ Prepared from two different carboxylic acids ▪ Named by citing the two acids alphabetically and then adding anhydride Naming Carboxylic Acid Derivatives
Naming Carboxylic Acid Derivatives Esters,RCO,R' Esters are named by first identifying the alkyl group attached to the oxygen and then the carboxylic acid with the -ic acid ending replaced by -ate 0 CH3 0 OCH3 CH3 CH3O1 C H3C OCH2CH3 Ethyl acetate Dimethyl malonate tert-Butyl cyclohexane- carboxylate
Esters, RCO2R′ ▪ Esters are named by first identifying the alkyl group attached to the oxygen and then the carboxylic acid with the –ic acid ending replaced by -ate Naming Carboxylic Acid Derivatives
Naming Carboxylic Acid Derivatives Amides,RCONH2 Amides with unsubstituted-NH2 group named by replacing the-oic acid or-ic acid ending with-amide,or by replacing the-carboxylic acid ending with -carboxamide 0 0 NH2 H3C NH2 CH3CH2CH2CH2CH2 NH2 Acetamide Hexanamide Cyclopentane- carboxamide
Amides, RCONH2 ▪ Amides with unsubstituted –NH2 group named by replacing the –oic acid or –ic acid ending with –amide, or by replacing the –carboxylic acid ending with -carboxamide Naming Carboxylic Acid Derivatives
Naming Carboxylic Acid Derivatives If nitrogen is further substituted the compound is named by first identifying the substituent groups and then the parent amide Substituents are preceded by N CH3 CH2CH3 CH3CH2 H CH2CH3 N-Methylpropanamide N,N-Diethylcyclohexanecarboxamide
▪ If nitrogen is further substituted the compound is named by first identifying the substituent groups and then the parent amide ▪ Substituents are preceded by N Naming Carboxylic Acid Derivatives
Naming Carboxylic Acid Derivatives Thioesters,RCOSR' Thioesters are named like the corresponding esters If ester has common name the prefix thio-is used If ester has a systematic name the-oate or-carboxylate ending is replaced by-thioate or -carbothioate 0 SCH3 H3C SCH3 CH3CH2CH2 C-SCH2CH3 Methyl thioacetate Ethyl butanethioate Methyl cyclohexane- carbothioate
Thioesters, RCOSR′ ▪ Thioesters are named like the corresponding esters ▪ If ester has common name the prefix thio- is used ▪ If ester has a systematic name the –oate or –carboxylate ending is replaced by –thioate or -carbothioate Naming Carboxylic Acid Derivatives