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  • Chapter 20: Carboxylic Acids: Start With: Use: Product: Notes

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    Elizabeth Jean Baumeister
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    This document summarizes various reactions of carboxylic acids. It lists common oxidation, reduction, substitution, and conversion reactions of carboxylic acids and the typical reagents and products of each reaction. For example, it notes that primary alcohols and aldehydes can be oxidized to carboxylic acids using chromium or manganese reagents and that carboxylic acids can be converted to esters through reaction with alcohols in the presence of an acid.

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    Reactions for Chaper 20: Carboxylic Acids

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    20- Carboxylic Acids

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    This document summarizes various reactions of carboxylic acids. It lists common oxidation, reduction, substitution, and conversion reactions of carboxylic acids and the typical reagents and products of each reaction. For example, it notes that primary alcohols and aldehydes can be oxidized to carboxylic acids using chromium or manganese reagents and that carboxylic acids can be converted to esters through reaction with alcohols in the presence of an acid.

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    Attribution Non-Commercial (BY-NC)
    Download as PDF, TXT or read online from Scribd
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    35 views2 pages

    Chapter 20: Carboxylic Acids: Start With: Use: Product: Notes

    Uploaded by

    Elizabeth Jean Baumeister
    This document summarizes various reactions of carboxylic acids. It lists common oxidation, reduction, substitution, and conversion reactions of carboxylic acids and the typical reagents and products of each reaction. For example, it notes that primary alcohols and aldehydes can be oxidized to carboxylic acids using chromium or manganese reagents and that carboxylic acids can be converted to esters through reaction with alcohols in the presence of an acid.

    Copyright:

    Attribution Non-Commercial (BY-NC)
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    of 2

    Chapter 20: Carboxylic Acids

    Start with: Use: Product: Notes

    1o alcohol/aldehyde H2CrO4 or KMnO4 carboxylic acid


    Oxidation
    alkylbenzene H2CrO4 or KMnO4 carboxylic acids

    ketones/carboxylic
    alkene KMnO4
    acids
    Oxidative Cleavage
    KMnO4 or
    alkyne carboxylic acids
    1) O3 2) S(CH3)2
    1) NaCN/acetone nitrile intermediate (formed
    Nitriles alkyl halide + carboxylic acid
    2) H , H2O then hydrolyzed)

    Grignard Addition Grignard reagent CO2 carboxylic acid

    Salt Formation carboxylic acid strong base salt + H2O equilibrium reaction

    Conversion to Ester carboxylic acid R-OH, H+ ester equilibrium reaction

    Conversion to
    carboxylic acid amine, heat amide imine salt intermediate
    Amide
    Conversion to
    carboxylic acid acid chloride anhydride (+ HCl)
    Anhydride
    use BH3THF to selectively
    carboxylic acid 1) LiAlH4 2) H3O+ 1o alcohol
    Reduction reduce a carboxyl group

    carboxylic acid LiA(O(CH3)3)3H aldehyde


    Chapter 20: Carboxylic Acids

    Alkylation carboxylic acid 2 Li-R ketone

    Conversion to Acid
    carboxylic acid SOCl2 acid chloride
    Chloride

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