What Does 2-Butanol Form with Trifluoroacetic Anhydride?

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Homework Statement



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

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phish said:
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.
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).