Chem 215 - Exam 2

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18 Terms

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Acid Chloride

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Anhydride

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Carboxylic acid

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Ester

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Thioester

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Amide

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Carboxylate

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Acylation

  • carbon in acyl group is the electrophile

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The one reaction

  • substitution at the sp2 carbon via addition and elimination

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General mechanism for Acylation

  1. addition

  2. elimination

<ol><li><p>addition </p></li><li><p>elimination </p></li></ol>
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Tosic acid

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Tosylate

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Sulfonate ester

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Tosyl chloride

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benzoic acid

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benzoate

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Ethyl benzoate

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Strong base mechanism

  • 2 steps

  • anions (-OCH3, -OH, -SCH3)

  • no strong acids present

  • solvents: CH3OH