Reactions of Carboxylic Acids

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8 Terms

1
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RCOCl (or RCO2H, heat)

Carboxylic acid reacts with an acid chloride to form an anhydride (OH is substituted w/ RCO2)

<p>Carboxylic acid reacts with an acid chloride to form an anhydride (OH is substituted w/ RCO2)</p>
2
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R-OH, H+ (or CH2N2 for methyl esters)

Carboxylic acid reacts with alcohol to form an ester (OH is substituted with OR)

<p>Carboxylic acid reacts with alcohol to form an ester (OH is substituted with OR)</p>
3
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R-NH2, heat

Carboxylic acid reacts with amine to form an amide (OH is substituted w/ NHR)

<p>Carboxylic acid reacts with amine to form an amide (OH is substituted w/ NHR)</p>
4
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2 eq. R-Li, then H3O+

Carboxylic acid is turned into a ketone (OH is substituted w/ an R group)

<p>Carboxylic acid is turned into a ketone (OH is substituted w/ an R group)</p>
5
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LiAlH4, then H3O+ (or BH3, THF)

Carboxylic acid is reduced into a primary alcohol

<p>Carboxylic acid is reduced into a primary alcohol</p>
6
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PCC

Primary alcohol is turned into an aldehyde

<p>Primary alcohol is turned into an aldehyde</p>
7
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SOCl2

Carboxylic acid is turned into an acid chloride (OH is substituted w/ Cl)

<p>Carboxylic acid is turned into an acid chloride (OH is substituted w/ Cl)</p>
8
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LiAlH(OBu)3

Acid chloride is turned into an aldehyde

<p>Acid chloride is turned into an aldehyde</p>

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