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Exchange Averaging of Methylol Groups Attached to Phosphorus
Author(s) -
S. E. Ellzey,
William J. Connick,
G. J. Boudreaux
Publication year - 1971
Publication title -
canadian journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.323
H-Index - 68
eISSN - 1480-3291
pISSN - 0008-4042
DOI - 10.1139/v71-598
Subject(s) - chemistry , phosphine , hydroxymethyl , phosphonium salt , triethylamine , pyridine , phosphonium , salt (chemistry) , formaldehyde , tris , organic chemistry , chloride , inorganic chemistry , polymer chemistry , medicinal chemistry , catalysis , biochemistry
Variable temperature 1 H n.m.r. spectra of pyridine solutions of tetrakis(hydroxymethyl)phosphonium chloride indicate that chemical exchange of methylol groups of the salt with those of the small amount of tris(hydroxymethyl)phosphine formed is the cause of their magnetic equivalence at elevated temperatures. Triethylamine transforms the salt into the phosphine and at least two other phosphorus species which may result from reaction of formaldehyde at oxygen of the phosphine.

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