Acyl trifluoroacetates. Part III. Trifluoroacetylation of hydroxy-groups with acetyl trifluoroacetate
Journal of the Chemical Society B: Physical Organic Pub Date: DOI: 10.1039/J29680000072
Abstract
Kinetic and product composition studies have been made on the simultaneous acetylation and trifluoroacetylation of hydroxy-compounds by acetyl trifluoroacetate in carbon tetrachloride in the presence of certain pyridine bases. The marked change of reaction of p-chlorophenol from acetylation to trifluoroacetylation in the presence of base in contrast to the insensitivity of propan-2-ol is interpreted as a dependence on the extent of hydrogen-bonding of substrate with base. Solvation of the acetate leaving-group may be an important factor in the tifluoroacetic acid-catalysed reaction of propan-2-ol with acetyl trifluoroacetate.
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Journal Name：Journal of the Chemical Society B: Physical Organic
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CAS no.: 89640-58-4
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