1 / 8

Carboxylic acids

Carboxylic acids. Vladimíra Kvasnicová. Properties. widely distributed in the nature (AA, FA) tart taste (vinegar, sour milk, fruits) low MW : liquids (sharp, unpleasant odor) high MW : waxlike solids hydrogen bonds high boiling points solubility in water (low MW)

drake
Télécharger la présentation

Carboxylic acids

An Image/Link below is provided (as is) to download presentation Download Policy: Content on the Website is provided to you AS IS for your information and personal use and may not be sold / licensed / shared on other websites without getting consent from its author. Content is provided to you AS IS for your information and personal use only. Download presentation by click this link. While downloading, if for some reason you are not able to download a presentation, the publisher may have deleted the file from their server. During download, if you can't get a presentation, the file might be deleted by the publisher.

E N D

Presentation Transcript

  1. Carboxylic acids Vladimíra Kvasnicová

  2. Properties • widely distributed in the nature (AA, FA) • tart taste (vinegar, sour milk, fruits) • low MW: liquids (sharp, unpleasant odor) • high MW: waxlike solids • hydrogen bonds • high boiling points • solubility in water (low MW) • weak acids (carboxylate is stabilized by free e-) • -halogen derivatives are stronger acids

  3. carboxyl group: R-COOH/ R-CO2H • suffix: -oic / -dioic acidparent hydrocarbon carboxylic acid • trivial names! • saturated / unsaturated • mono-, di-, tri-carboxylic acids • alpha () / omega () carbon • - or n- fatty acids • acyl / anion

  4. The figure was adopted from: J.Koolman, K.H.Röhm / Color Atlas of Biochemistry, 2nd edition, Thieme 2005

  5. Important dicarboxylic acids C2 HOOC-COOH oxalic acid C3 HOOC-CH2-COOH malonic acid C4 HOOC-(CH2)2-COOH succinic acid C5 HOOC-(CH2)3-COOH glutaric acid C6 HOOC-(CH2)4-COOH adipic acid HOOC-CH=CH-COOH cismaleic acidtransfumaric acid

  6. Important aromatic carboxylic acids • benzoic acid(= benzene carboxylic acid) • salicylic acid(= 2-hydroxybenzoic acid) • phtalic acid(= benzene-1,2-dicarboxylic acid)

  7. CH3-COOH CH3-COO- CH3-CO- CH3-CH2-CH2-COOH CH3-CH2-CH2-COO- CH3-CH2-CH2-CO- R-COOH R-COO- R-CO- acetic acid acetate acetyl butyric acid butyrate butyryl carboxylic acid carboxylate acyl EXERCISE

  8. EXERCISE • CH3-CHCl-COOH • CH3-CHBr-CH2COOH • CCl3-COOH • HO-CH2-CH2-COOH • CH3-CH(NH2)-CH2-CH2-COOH • CH3-CH2-CH(CH3)-CH2-CHCl-COOH • HOOC-CH2-CH2-COOH • (COOH)2

More Related