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Journal Article

The synthesis of disodium-0-n-alkylthiophosphates

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Bäuerlein,  Edmund
Former Research Groups, Max Planck Institute of Biochemistry, Max Planck Society;

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Gaugler,  Hans
Department of Molecular Neurobiology, Max Planck Institute for Medical Research, Max Planck Society;

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Citation

Bäuerlein, E., & Gaugler, H. (1978). The synthesis of disodium-0-n-alkylthiophosphates. Phosphorus Sulfur and Silicon and the Related Elements, 5(1), 53-55. doi:10.1080/03086647808069862.


Cite as: https://hdl.handle.net/21.11116/0000-0002-F87B-D
Abstract


The disodium O-alkylthiophosphates were synthesized by reaction of PSCl3 with the corresponding alcohols to the O-alkylphosphorodichloridothioates (1), which were hydrolyzed in aqueous triethylamin–sodium acetate solution.1 The O-alkylthiophosphates (2) were isolated as barium salts and converted to the disodium salts by Na2SO4.

Because the barium salts of O-ethyl- and O-n-propyl-thiophosphate were soluble in water, the corresponding dichlorido compounds were hydrolyzed directly to the disodium salts in aqueous sodium hydroxide plus dioxane according to Gray and Hamer.2

Further purification was achieved by column chromatography on Sephadex LH20 using water as an eluant. Pure products, which were not contaminated by either inorganic thiophosphate or O-alkylphosphates, were thus obtained.