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Homework Help: Difficult organic reaction

  1. Jan 29, 2010 #1
    1. The problem statement, all variables and given/known data

    What would be the product of the reaction between trifluoroacetic anhydride and 2 butanol. This is a secondary alcohol. When a primary alcohol like methanol reacts with trifluoroacetic anhydride it forms methyl trifluoroacetate, but what 2 butanol form with it? I tried and got sec-butyl trifluoroacetate -this was sort of a guess.

    Thanks in advance

    2. Relevant equations

    3. The attempt at a solution
  2. jcsd
  3. Jan 19, 2017 #2


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    It's a good guess. There's no reason to expect an anhydride reaction to be vastly different for primary alcohols and secondary alcohols. The only time this would be a factor is if there were some extreme steric hindrance that made the secondary alcohol reaction kinetically or thermodynamically prohibitive (but not the first).
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