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N,N-Dimethylphosphoramidodichloridate is used in the synthesis of phosphoramidates as well as (RS)-ethyl N,N-dimethylphosphoramidocyanidate (Nerve agent GA) which is used as a chemical weapon. It forms active intermediates, which react with alcohols in situ to give esters. It is also used to convert primary alcohols to alkyl chlorides. Furthe, it serves as an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff. In addition to this, it reacts with 1,2 diols to prepare cyclic phosphoric amides followed by alkenes after reduction.
With 1,2-diols forms cyclic phosphoric amides which can be reduced to alkenes, e.g. with Na in xylene: Synth. Commun., 5, 293 (1975).
In the presence of pyridine, carboxylic acids form active intermediates which react with alcohols in situ to give esters: Tetrahedron Lett., 4461 (1978). Has also been used to convert primary alcohols to alkyl chlorides: Chem. Lett., 923 (1978).
Wils, E. R. Mass spectral data of precursors of chemical warfare agents. Fresenius J. Anal. Chem. 1990, 338 (1), 22-27.
Santilli, A. A.; Morris, R. L.; Scotese, A. C.; Strike, D. P. A convenient synthesis of N-[2-[[[5-[(dimethlamino methyl]-2-furanylmethyl]thio]ethyl]thieno-[3, 4-d]isothiazol-3-amine-1,1-dioxide hydrochloride,a potent gastric acid antisecretory agent. Org. Prep. Proced. Int. 1990, 22 (1), 71-76.
Hazard Statements: H314-H318
Causes severe skin burns and eye damage. Causes serious eye damage.
Precautionary Statements: P260u-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501a
Do not breathe dusts or mists. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.