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Organophosphorus herbicides and plant growth regulators part 1. Synthesis and protonation behaviour of glyphosate and related compounds
Author(s) -
Dhansay M. A.,
Linder P. W.,
Torrington R. G.,
Modro T. A.
Publication year - 1990
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.610030407
Subject(s) - chemistry , potentiometric titration , protonation , glyphosate , titration , methylene , ammonium , plant growth , molecule , chemical shift , nucleus , medicinal chemistry , stereochemistry , organic chemistry , ion , botany , agronomy , biology , microbiology and biotechnology
Ionization constants of N ‐phosphonomethylglycine (glyphosate) and three structurally related plant‐growth regulators were determined by potentiometric titration. The effect of pD on the chemical shifts of the 1 H and 13 C nuclei of the methylene groups and of the 31 P nucleus in these substrates was measured by NMR spectroscopy. The results allowed an assignment to be made of a specific site (carboxylic, phosphonic, ammonium) in the molecule to each of the determined p K a values.