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    Aromatic Carboxylic Acid Preparation and Reaction

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    sayyed mohsina
    The document discusses the methods of preparing aromatic carboxylic acids and their reactions. It describes 6 methods for preparing aromatic carboxylic acids: 1) oxidation of primary alcohols and aldehydes, 2) hydrolysis of nitriles, 3) carbonation of grignard reagents, 4) oxidation of carbon side chains, 5) hydrolysis of trichloromethyl groups on benzene nuclei, and 6) Friedel-Craft reactions. It also outlines 7 reactions of carboxylic acids: 1) esterification, 2) anhydride formation, 3) acid halide formation, 4) acid amide formation, 5) decarboxylation, 6) reduction, and 7

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    © All Rights Reserved
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    Aromatic Carboxylic Acid Preparation and Reaction

    Uploaded by

    sayyed mohsina
    261 views24 pages
    The document discusses the methods of preparing aromatic carboxylic acids and their reactions. It describes 6 methods for preparing aromatic carboxylic acids: 1) oxidation of primary alcohols and aldehydes, 2) hydrolysis of nitriles, 3) carbonation of grignard reagents, 4) oxidation of carbon side chains, 5) hydrolysis of trichloromethyl groups on benzene nuclei, and 6) Friedel-Craft reactions. It also outlines 7 reactions of carboxylic acids: 1) esterification, 2) anhydride formation, 3) acid halide formation, 4) acid amide formation, 5) decarboxylation, 6) reduction, and 7

    Original Description:

    synthesis of aromatic carboxylic acid and chemical reactions

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    The document discusses the methods of preparing aromatic carboxylic acids and their reactions. It describes 6 methods for preparing aromatic carboxylic acids: 1) oxidation of primary alcohols and aldehydes, 2) hydrolysis of nitriles, 3) carbonation of grignard reagents, 4) oxidation of carbon side chains, 5) hydrolysis of trichloromethyl groups on benzene nuclei, and 6) Friedel-Craft reactions. It also outlines 7 reactions of carboxylic acids: 1) esterification, 2) anhydride formation, 3) acid halide formation, 4) acid amide formation, 5) decarboxylation, 6) reduction, and 7

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd
    Download as pdf or txt
    261 views24 pages

    Aromatic Carboxylic Acid Preparation and Reaction

    Uploaded by

    sayyed mohsina
    The document discusses the methods of preparing aromatic carboxylic acids and their reactions. It describes 6 methods for preparing aromatic carboxylic acids: 1) oxidation of primary alcohols and aldehydes, 2) hydrolysis of nitriles, 3) carbonation of grignard reagents, 4) oxidation of carbon side chains, 5) hydrolysis of trichloromethyl groups on benzene nuclei, and 6) Friedel-Craft reactions. It also outlines 7 reactions of carboxylic acids: 1) esterification, 2) anhydride formation, 3) acid halide formation, 4) acid amide formation, 5) decarboxylation, 6) reduction, and 7

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd
    Download as pdf or txt
    of 24

    Aromatic Carboxylic

    Acid
    “
    Do not give up
    the Beginning
    is always the
    Hardest.”

    2
    CONTENT
    METHOD OF PREPARATION OF AROMATIC CARBOXYLIC ACID

    1.Oxidation of primary alcohols and aldehyde


    2.Hydrolysis of nitrile
    3.Carbonation of grignard reagent
    4.Oxidation of carbon side chain
    5. Hydrolysis of trichloromethyl group on benzene nucleus
    6.Friedel craft reaction

    3
    CONTENT

    REACTIONS OF CARBOXYLIC ACID

    1.Esterification
    2.Anhydride formation
    3.Acid halide formation
    4. Acid amide formation
    5.Decarboxylation
    6. Reduction
    7. Electrophilic substitution in benzene ring

    4
    Method of Preparation of
    Aromatic Carboxylic Acid
    Oxidation of Primary Alcohols and
    Aldehydes
    Primary aromatic alcohols can be oxidized to aromatic
    carboxylic acid.

    6
    Hydrolysis of Nitriles

    Hydrolysis of nitriles provide carboxylic acid.

    7
    Carbonation of Grignard Reagents

    Reaction of grignard reagent with carbon dioxide can be used to


    prepare aromatic carboxylic acid.

    8
    Oxidation of carbon side-chains

    Oxidation of alkyl benzene using strong oxidizing agent give benzoic


    acid.

    9
    Hydrolysis of Trichloromethyl group on
    benzene nucleus
    Benzotrichloride on hydrolysis yield benzoic acid.

    10
    Friedel-Craft Reaction

    Benzene in presence of aluminium trichloride react with carbonyl


    chloride give benzoyl chloride which on hydrolysis give benzoic acid.

    11
    Reactions of Aromatic
    Carboxylic Acid
    Esterification

    Aromatic acids having no substituent in the ortho position to COOH group, are
    readily converted into esters by direct reaction with alcohols in the presence of
    mineral acids (HCl or H2SO4) as catalyst.

    13
    Esterification....

    If, however, the ortho substituent is present, the rate of esterification is


    considerably reduced.

    When both ortho positions are occupied, esterification does not occur at all.

    14
    Anhydride Formation

    The reaction of an aromatic acid chloride with sodium salt of the acid
    yields the anhydride.

    15
    Acid Halide Formation

    Aromatic acids are converted to the corresponding acid halides by heating


    with phosphorus pentachloride or with thionyl chloride.
    The aromatic acid chlorides are insoluble in water and react with it very
    slowly. Hence alcohols, phenols and amines can be acylated in aqueous
    solution. When the acylation reaction is carried in the presence of alkali
    (NaOH), it is catalysed and the HCl formed in the reaction mixture is
    removed. This is called Schotten Baumann Reaction.

    16
    Acid Halide Formation....

    17
    Acid Amide Formation

    Aromatic acids form ammonium carboxylates which upon heating yield


    acid amides.

    In the presence of phosphorus pentoxide, amides further dehydrate to form


    nitriles.

    18
    Decarboxylation

    Aromatic acids are readily decarboxylated by heating their salts with


    sodalime.

    19
    Reduction

    Aromatic acids on reduction with lithium aluminium hydride give benzyl


    alcohols in 80 to 99 percent yield.

    20
    Electrophilic Substitution in
    Benzene Ring
    Aromatic acids undergo electrophilic substitution reactions in the benzene
    ring. The COOH group is meta director and the substitution takes place less
    readily than in the parent hydrocarbon ring. For example, benzoic acid
    undergoes halogenation, nitration and suiphonation giving m-chlorobenzoic
    acid, m-nitrobenzoic acid and m-benzenesulphonic acid.

    21
    Electrophilic Substitution in
    Benzene Ring.....

    Benzoic acid undergoes nitration giving m-nitrobenzoic acid.

    22
    Thank you

    23
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    24

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