The acid-catalysed hydrolysis of tetramethyloxiran: a re-investigation
Abstract
The acid-catalysed hydrolysis of tetramethyloxiran yields 2,3-dimethylbutane-2,3-diol (ca. 98%) and 3,3-dimethylbutan-2-one (<1%). This result differs markedly from that previously reported and widely quoted as evidence for a free carbonium ion. It must now be concluded that reaction involves bimolecular attack by water on the protonated epoxide.