chapter20

chapter20 - 20-20-1Carboxylic Carboxylic AcidsAcidsChapter...

Info iconThis preview shows pages 1–10. Sign up to view the full content.

View Full Document Right Arrow Icon

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: 20-20-1Carboxylic Carboxylic AcidsAcidsChapter 20Chapter 2020-20-2The 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 group20-20-3Nomenclature - 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)OHOOHOOHO20-20-4Nomenclature - IUPACNomenclature - IUPACThe carboxyl group takes precedence over most other functional groups5-Oxohexanoic acid4-Aminobutanoic acid(R)-5-HydroxyhexanoicacidOHOOHOOHOH2NOHO20-20-5Nomenclature - 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)OOHOHOOHOHOOHOOHOO20-20-6Nomenclature - 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 aciduse numbers to show the location of substituentsCOOHCOOHHOOC3212-Cyclohexenecarboxylicacidtrans-1,3-CyclopentanedicarboxylicacidCOOHCOOHOHCOOHCOOHCOOHCOOHBenzoicacid2-Hydroxybenzoic acid(Salicylic acid)1,2-Benzenedicarboxylic acid(Phthalic acid)1,4-Benzenedicarboxylic acid(Terephthalic acid)20-20-7Nomenclature-CommonNomenclature-Commonwhen common names are used, the letters , , , ,etc. are often used to locate substituentsL-alanine][(S)--Aminopropionic acid;(-Aminobutyric acid, GABA)(S)-2-Aminopropanoic acid4-Aminobutanoic acid4325H2NOHOOHONH2OHO120-20-8Physical PropertiesPhysical PropertiesIn the liquid and solid states, carboxylic acids are associated by hydrogen bonding into dimeric structures20-20-9Physical PropertiesPhysical PropertiesCarboxylic acids have significantly higher boiling points than other types of organic compounds of comparable molecular weightthey are polar compounds and form very strong intermolecular hydrogen bondsCarboxylic acids are more soluble in water than alcohols, ethers, aldehydes, and ketones of...
View Full Document

Page1 / 36

chapter20 - 20-20-1Carboxylic Carboxylic AcidsAcidsChapter...

This preview shows document pages 1 - 10. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online