chem 239 carboxylic acids + derivatives

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write the diagram for carboxylic acid & its derivatives with reagents

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carboxylic acid to acyl chloride

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8 Terms

1
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write the diagram for carboxylic acid & its derivatives with reagents

2
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carboxylic acid to acyl chloride

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carboxylic acid to anhydride

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carboxylic acid to ester

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carboxylic acid derivative to amide

carboxylic acid derivative + NH3 = amide

  • acid chloride

  • ester

  • anhydride

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amide to nitrile

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breakdown of carboxylic acid derivatives

  • H2O, pyridine

  • EtOH, pyridine

  • MeNH2, pyridine

  • XS LAH, H2O

  • XS MeMgBr, H2O

  • Al(OtBu)3H, H2O

  • Et2CuLi, H2O

  • H2O, pyridine = carboxylic acid

  • EtOH, pyridine = ether

  • MeNH2, pyridine = amide

  • XS LAH, H2O = primary alcohol

  • XS MeMgBr, H2O = tertiary alcohol

  • Al(OtBu)3H, H2O = aldehyde

  • Et2CuLi, H2O = ketone

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breakdown of nitriles

nitrile + H3O+ + H2O = carboxylic acid

nitrile + EtMgBr + H3O+ = ketone