Ochem-Ch20-COOH-Nitriles

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  1. Preparation of Carboxylic Acid
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  2. Preparation of Carboxylic Acid
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  3. Preparation of Nitrile
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  4. Preparation of Nitriles (can use POCl3 too)
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  5. Nitrile to Carboxylic Acid
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  6. Nitrile to Amine
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  7. Nitrile to Ketone
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  8. In a carboxylic acid, the carbonyl atom is ___ hybridized.
    sp2
  9. Like alcohols, carboxylic acids have ____ bonding and therefore have ___ boiling points.
    hydrogen, high
  10. The distinguishing characteristic of carboxylic acids is their ____. Carboxylic acids disassociate more readily than alcohols due to ____.
    Acidity. Resonance stabilization.
  11. Carboxylic acids with electron-withdrawing groups are ___ acidic because their carboxylate ions are stabilized.
    more
  12. Methods of synthesis of carboxylic acids
    • Oxidation of alkylbenzes
    • Oxidative cleavage of alkenes
    • Oxidation of primary alcohols or aldehydes
    • Hydrolysis of nitriles
    • Reaction of Grignard agents with CO2
  13. General reactions of carboxylic acids.
    • Loss of acidic proton
    • Nucleophilic acyl substitution at the carbonyl group
    • Substitution at the alpha carbon
    • Reduction
  14. Preparation of Nitriles
    • Sn2 reaction of alkyl halide with cyanide ion
    • Dehydration of an amide
  15. Reactions of Nitriles
    • Nucleophilic addition to polar CN bond
    • Hydrolysis to carboxylic acids
    • Reduction to primary amines
    • Reaction with organometallic reagents yielding ketones
  16. Preparation of COOH
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    • Or O3
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Card Set Information

Author:
lukemlj
ID:
73653
Filename:
Ochem-Ch20-COOH-Nitriles
Updated:
2011-03-20 06:32:55
Tags:
Ochem Ch20 Carboxylic Acids Nitriles
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Description:
Ochem Ch20 Carboxylic Acids Nitriles
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