Carboxylic Acids
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Naming: Carboxylic acids are named using the suffix 'oic' (pronounced like the words "oh ick.").

Formula Preferred Name Other Possible Name
CH3COOH ethanoic acid acetic acid
CH3CH2CH2COOH butanoic acid butyric acid
CH3CH(CH3)CH2COOH 3-methylbutanoic acid  

Forming Acids:

Oxidation of primary alcohols and aldehydes:

Reactions of Acids:

Acids can be reduced to aldehydes and primary alcohols.

Acids react with bases to form salts (call "oates")

Strength of Acids:

Electron withdrawing groups make carboxylic acids stronger. Chloroacetic acid is stronger than acetic acid.

The strength of the acid is measured in terms of the size of its equilibrium constant. The larger Ka, the stronger the acid. Equilibrium constants are expressed as -log10(Ka), or pKa. The smaller pKa, the stronger the acid. (Ka = 10-pKa)

Keto groups attract electrons, and strengthen acids. The closer the carbonyl group to the carboxyl group, the stronger the acid. Multiple bonds increase the efficiency of most electron withdrawing groups.

 

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