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Hexaethyl phosphorous triamide is used in the Barton syntheses of hindered alkenes, involving desulfurization of small-ring heterocycles with elimination of nitrogen or carbon dioxide. It is also used as a reagent for selective vicinal dehalogenation of halogenated alkanes to give perhalogenated alkenes. The method has potential for the synthesis of highly fluorinated and mixed fluoro-halo alkenes.
Theodor Reetz. Trialkyl Phosphite Borines. A New Type of Phosphorus-boron Compound. J. Am. Chem. Soc. 1960, 82, (19), 5039-5042.
Liming Jiang.; Zhiquan Shen.; Yuhui Yang.; Yifeng Zhang. Synthesis of ultra-high molecular weight polystyrene with rare earth-magnesium alkyl catalyst system: general features of bulk polymerization. Polymer International. 2001, 50 (1), 63-66.
Reducing agent, compare Hexamethylphosphorous triamide, A12571.
For use in the Barton syntheses of hindered alkenes, involving desulfurization of small-ring heterocycles with elimination of nitrogen or carbon dioxide, see: Chem. Commun., 1225, 1226 (1970):
Reagent for selective vicinal dehalogenation of halogenated alkanes to give perhalogenated alkenes. The method has potential for the synthesis of highly fluorinated and mixed fluoro-halo alkenes: J. Org. Chem., 57, 5018 (1992).
Hazard Statements: H226-H315-H319-H335
Flammable liquid and vapour. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statements: P210-P233-P235-P240-P241-P242-P243-P264b-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P312-P332+P313-P363-P370+P378q-P501c
Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep container tightly closed. Keep cool. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Use only non-sparking tools. Take precautionary measures against static discharge. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Call a POISON CENTER or doctor/physician if you feel unwell. If skin irritation occurs: Get medical advice/attention. Wash contaminated clothing before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant