OChemTest4

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Author:
victimsofadown
ID:
219383
Filename:
OChemTest4
Updated:
2013-05-13 11:32:42
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OChemTest4
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OChemTest4
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  1. COOH derivitives + structure in reactivity order
    • Acid Halide (R-C=OX)
    • Acid Anhydride (R-C=O-O-C=O-R
    • Ester (R-C=O-R')  |  Acid
    • Amide (R-C=O-NH2)
    • Nitrile (R-C=N)
  2. Naming COOH derivitives
    • Start with acid name...
    • Acid Halide: drop "-ic acid" add "-yl <halide>"
    • Symmetrical Anyhdrides: drop "acid" add "anhydride"
    • Unsymmetrical anyhydrides: name BOTH acids, drop "-acid", alpha order, add "anhydride"
    • Esters: Name alkyl group, name acid, drop "-ic acid" add "-ate"
    • Amide: drop "ic acid" or "-oic acid" add "-amide"
    • Nitriles: "drop -ic acid or "oic acid" add "-onitrile"
  3. Conversion between COOH derivitives
    • (U) Acid + SOCl2 --> Acid chloride
    • Acid Chloride + acid<--> anyhydride
    • Acid Chloride + alcohol --> ester
    • Acid Chloride + water <--> Acid
    • Acid Chloride + 2NH3 <--> amide

    • 2Acid + heat --> Anyhdride 
    • Anhydride + alcohol --> ester + acid
    • Anydride + Amine --> Amide + acid
    • Anhydride + water --> 2 acids

    • EsterR' + alcoholR <-H or OH-> EsterR + alcoholR'
    • Ester + amine <--> amide
    • Ester + water --> acid + alcohol

    (U) Amide + H2O --> Acid
  4. Why is nitrile considered a COOH derivitive?
    reduced to amide then to acid during hydrolysis

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