Kinetics and mechanism of the hydrolysis of a (5, 6)-spirophosphorane. Thermodynamics of the hydrolysis of cyclic five-membered and six-membered phosphonium …

GH McGall, RA McClelland

Index: McGall, Glenn H.; McClelland, Robert A. Canadian Journal of Chemistry, 1991 , vol. 69, # 12 p. 2064 - 2074

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Citation Number: 9

Abstract

The cyclic five-membered phosphonium ion 2 b (2-(2'-hydroxyethoxy)-2-phenyl-1, 3, 2- dioxaphospholan-2-ylium) derived from ring-opening of the (5, 5)-spirophosphorane 1 b (5- phenyl-1, 4, 6, 9-tetraoxa-5-phosphaspiro [4, 4] nonane) has been observed in neat CF3SO3H and at> 85% H2SO4. The cation undergoes hydrolysis in the latter solutions, and an extrapolation has been carried out to obtain an estimate for reactivity in 100% water. ...