Issue 22, 1994

Toluene-p-sulfonic acid-catalysed reaction of but-1-ene with trifluoroacetic acid: return and elimination from the intimate ion pair

Abstract

At short times, reaction of but-1-ene with toluene-p-sulfonic acid in trifluoroacetic acid gives 2-butyl tosylate 1, 2-butyl trifluoroacetate 2 and but-2-ene 3 in ratios of ([gt-or-equal]) 2.3:1: ([gt-or-equal]) 0.41; thus internal return is the major pathway and elimination is important for the tight 2-butyl cation–tosylate anion pair.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1994, 2611-2612

Toluene-p-sulfonic acid-catalysed reaction of but-1-ene with trifluoroacetic acid: return and elimination from the intimate ion pair

D. Farcaşiu, J. Chem. Soc., Chem. Commun., 1994, 2611 DOI: 10.1039/C39940002611

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