lecture 17.1

lecture 17.1 - 17-17-1Organic Organic...

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Unformatted text preview: 17-17-1Organic Organic ChemistryChemistryWilliam H. BrownWilliam H. BrownChristopher S. FooteChristopher S. FooteBrent L. IversonBrent L. Iverson17-17-2Carboxylic Carboxylic AcidsAcidsChapter 17Chapter 1717-17-3The functional group of a carboxylic acid is a carboxyl groupthe general formula for an aliphatic carboxylic acid is RCOOH; that for an aromatic carboxylic acid is ArCOOHStructureStructureCOOHCO2HOO HCOO HAlternative representations for a carboxyl group17-17-4Nomenclature - IUPACNomenclature - IUPACIUPAC names: drop the -eefrom the parent alkane and add the suffix -oic acidoic acidif the compound contains a carbon-carbon double bond, change the infix -anan-to -enen-HCOOHCH3COOH3-Methylbutanoic acid(Isovaleric acid)Ethanoic acid(Acetic acid)Methanoic acid(Formic acid)OHOPropenoic acid(Acrylic acid)trans-3-Phenylpropenoic acid(Cinnamic acid)trans-2-Butenoic acid(Crotonic acid)OHOOHOOHO17-17-5Nomenclature - IUPACNomenclature - IUPACThe carboxyl group takes precedence over most other functional groups5-Oxohexanoic acid4-Aminobutanoic acid(R)-5-HydroxyhexanoicacidOHOOHOOHOH2NOHO17-17-6Nomenclature - IUPACNomenclature - IUPACdicarboxylic acids: add the suffix -dioic aciddioic acidto the name of the parent alkane containing both carboxyl groupsHOOHOPropanedioic acid(Malonic acid)Ethanedioic acid(Oxalic acid)OHOOHOOHexanedioic acid(Adipic acid)Pentanedioic acid(Glutaric acid)Butanedioic acid(Succinic acid)OOHOHOOHOHOOHOOHOO17-17-7Nomenclature - IUPACNomenclature - IUPACif the carboxyl group is bonded to a ring, name the ring compound and add the suffix -carboxylic acidcarboxylic acidbenzoic acid is the simplest aromatic carboxylic acid...
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This note was uploaded on 03/30/2008 for the course CHEM 262 taught by Professor Forbes during the Spring '08 term at UNC.

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lecture 17.1 - 17-17-1Organic Organic...

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