Hexamethylphosphorous triamide

• Catalog No.: A12571
• CAS Number: 1608-26-0
• M. F.: C6H18N3P
• M. W.: 163.200981
• Purity: 97%

SYNONYMS

• Title: 三(二甲氨基)膦
• IUPAC name: [bis(dimethylamino)phosphanyl]dimethylamine
• IUPAC Traditional name: [bis(dimethylamino)phosphanyl]dimethylamine
• Synonyms: HMPT; Tris(dimethylamino)phosphine

DATABASE IDS

• CAS Number: 1608-26-0
• Beilstein Number: 906778
• MDL Number: MFCD00008301
• EC Number: 216-534-4

PROPERTIES

• Purity: 97%
• Boiling Point: 162-164°C
• Density: 0.898
• Flash Point: 37°C(98°F)
• Melting Point: -44°C
• Refractive Index: 1.4650
• GHS Hazard statements: H340-H350-H226
• European Hazard Symbols: Toxic (T)
• GHS Precautionary statements: P210-P241-P280-P303+P361+P353-P405-P501A
• Risk Statements: 45-46-10
• RTECS: TH3390000
• Safety Statements: 53-45
• Storage Warning: Air Sensitive
• TSCA Listed: 是
• Hazard Class: 3
• UN Number: UN1993
• Packing Group: III

REFERENCES

• Reduces aromatic aldehydes to symmetrical epoxides in good yield: J. Am. Chem. Soc., 85, 1884 (1963). Both cis- and trans-isomers are formed. For list of examples, see: Org. Synth. Coll., 5, 358 (1973). Under suitable conditions, reaction of the intermediate with a second aldehyde can lead to mixed deoxybenzoins or diaryl enamines: Synthesis, 225 (1991).
• Has also been used for a variety of other reductions including that of ozonolysis intermediates: Helv. Chim. Acta, 50, 2387 (1967), and of primary alkyl nitro compounds to nitriles: Synthesis, 36 (1979). Bromohydrins can be converted to alkenes, by reductive elimination from their triflate esters: J. Am. Chem. Soc., 102, 1433 (1980):
  
• Reacts with BrCCl₃ to give dichloromethylenephosphorane Cl₂C=PPh₃, which undergoes Wittig reaction with aldehydes to give 1,1-dichloroalkenes, giving better results than the CCl₄/PPh₃ combination: Tetrahedron Lett., 1237, 1239 (1977);Synthesis, 554 (1980). Similarly, with Br₂CF₂, the CF₂ group can be transferred to both aldehydes and ketones: J. Fluorine Chem., 1, 123 (1971); Synth. Commun., 3, 197 (1973).