carboxylic acids and their . introduction to carboxylic acids o o oh o acetylsalicylic acid...

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  • Carboxylic acids and their derivatives

  • 1. Introduction to Carboxylic Acids

    O

    O

    OH

    O

    Acetylsalicylic acid(Aspirin, a widely used

    analgesic)

    HO

    NH2O

    HO

    4-Aminosalicylic acidused in the treatment of tuberculosis

    OHO

    Isotretinoin(Used in the treatment of acne

  • 2. Nomenclature of Carboxylic acids

    X- Monocarboxylic acids

    Alkane + oic acid

    Cycloalkanecarboxylic acid

  • 2. Nomenclature of Carboxylic acids

    O

    OH

    Pentanedioic acid

    O

    HO

    - Diacids

    Alkane + dioic acid

  • -ic acid

    Methanoic acid Formic acid

    Ethanoic acid Acetic acid

    Propanoic acid Propionic acid

    Ethanedioic acid Oxalic acid

    2-Hydroxypropanoic acid Lactic acid

    IUPAC name Common name

    (Common names)

  • 3. Structure and Physical Properties of Carboxylic acids

    carboxyl

    RCOOH ArCOOH

    COOH CO2H

    aldehyde ketone

  • HCl CH3COOH CH3CH2OHpKa = -7 pKa = 4.72 pKa = 16

    Acidity

    Ka = [RCOO-][H+] and pKa = -log Ka [RCOOH]

    4. The Acidity of Carboxylic acids

  • 3 2 2 3 2-

    3+

    33

    -3

    -

    2 3+

    Ka = 16

    Ka = 4.7

  • 1. Inductive effect

    3 2-

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