[bis(diethylamino)phosphanyl]diethylamine

• ChemBase ID: 147503
• Molecular Formular: C12H30N3P
• Molecular Mass: 247.360461
• Monoisotopic Mass: 247.21773461
• SMILES: CCN(CC)P(N(CC)CC)N(CC)CC
• Canonical SMILES: CCN(P(N(CC)CC)N(CC)CC)CC
• InChI: InChI=1S/C12H30N3P/c1-7-13(8-2)16(14(9-3)10-4)15(11-5)12-6/h7-12H2,1-6H3
• InChIKey: FDIOSTIIZGWENY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [bis(diethylamino)phosphanyl]diethylamine
• IUPAC Traditional name: [bis(diethylamino)phosphanyl]diethylamine
• Synonyms: Hexaethyltriamidophosphite; Hexaethyltriaminophosphine; Phosphorous acid tris(diethylamide); Tris(N,N-diethylamino)phosphine; Tris(diethylamido)phosphine; Hexaethylphosphorous triamide; Tris(diethylamino)phosphine; N,N,N',N',N'',N''-Hexaethylphosphinetriamine; Tris(diethylamino)phosphine; Hexaethyl phosphorous triamide; 六乙基亚磷酰三胺; 三(二乙氨基)膦

Database IDs

• CAS Number: 2283-11-6
• EC Number: 218-920-8
• MDL Number: MFCD00009041
• Beilstein Number: 636187
• PubChem SID: 24855300; 162241691
• PubChem CID: 75292

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.3000386
• LogD (pH = 7.4): 0.30775365
• Log P: 1.7504
• Molar Refractivity: 77.0078 cm^3
• Polarizability: 30.152348 Å^3
• Polar Surface Area: 9.72 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 245-246°C; 80-90 °C/10 mmHg(lit.)
• Flash Point: 138.2 °F; 58°C(136°F); 59 °C
• Density: 0.903; 0.903 g/mL at 25 °C(lit.)
• Refractive Index: 1.4737; n20/D 1.475; n20/D 1.475(lit.)

Safety Information

• Storage Warning: Air Sensitive
• European Hazard Symbols: Irritant (Xi)
• UN Number: 1993; UN1993
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3; III
• Risk Statements: 36/37/38
• Safety Statements: 23-26-37; 26
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H226-H315-H319-H335
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1993 3/PG 3

Product Information

• Purity: ≥90% (GC); 97%
• Grade: technical
• Linear Formula: P[N(C2H5)2]3

DETAILS

Sigma Aldrich - 253189

Packaging
5, 25 g in glass bottle

Sigma Aldrich - 93329

Caution
precipitate possible on longer storage

REFERENCES

• 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).