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    Ca Rxns I

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    Carboxylic acids can undergo several reactions: 1) Reaction with acyl halides or PX3 forms an acyl halide. 2) Reaction with anhydrides forms an ester. Heat often acts as a catalyst for this reaction. 3) Esterification occurs through reaction with alcohols in the presence of an acid catalyst or heat, or via an intramolecular reaction producing water.

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    Ca Rxns I

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    Carboxylic acids can undergo several reactions: 1) Reaction with acyl halides or PX3 forms an acyl halide. 2) Reaction with anhydrides forms an ester. Heat often acts as a catalyst for this reaction. 3) Esterification occurs through reaction with alcohols in the presence of an acid catalyst or heat, or via an intramolecular reaction producing water.

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    Carboxylic acids can undergo several reactions: 1) Reaction with acyl halides or PX3 forms an acyl halide. 2) Reaction with anhydrides forms an ester. Heat often acts as a catalyst for this reaction. 3) Esterification occurs through reaction with alcohols in the presence of an acid catalyst or heat, or via an intramolecular reaction producing water.

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    1K views1 page

    Ca Rxns I

    Uploaded by

    api-465421809
    Carboxylic acids can undergo several reactions: 1) Reaction with acyl halides or PX3 forms an acyl halide. 2) Reaction with anhydrides forms an ester. Heat often acts as a catalyst for this reaction. 3) Esterification occurs through reaction with alcohols in the presence of an acid catalyst or heat, or via an intramolecular reaction producing water.

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    CARBOXYLIC ACID RXNS I Chemistry Specialist: Alicia Hart

    UC Davis - SASC
    a) Acyl Halide Synthesis
    i) SOCl2
    O O

    SOCl2
    R OH R Cl
    - SN2 type mechanism

    ii) PX3 or P, I2
    O O
    PX3

    R OH R X
    X = Cl or Br

    b) Anhydride Synthesis
    O O
    O O

    R O R
    R OH R X
    X = Halogen or OH
    - Note that heat often acts merely as a catalyst.
    c) Ester Synthesis
    i) intermolecular O
    O
    R'OH, H+,

    R OR'
    R OH
    O
    ii) intramolecular
    O
    H+ O

    HO OH
    iii) via Substitution
    O O O
    NaOH R'X

    R OH R O R OR'
    - If R' is Me - 2 goes SN2 if R' is 3 goes SN1
    d) Amide Synthesis

    O O
    NH3,

    R OH R NH2
    * must have heat to form amide; otherwise, this is a simple
    acid-base rxn between the carboxylic acid and amine
    - 1 and 2 amines work too

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