253189

Tris(diethylamino)phosphine

97%

• Synonym(s): Hexaethyltriamidophosphite, Hexaethyltriaminophosphine, Phosphorous acid tris(diethylamide), Tris(N,N-diethylamino)phosphine, Tris(diethylamido)phosphine, Hexaethylphosphorous triamide
• Linear Formula: P[N(C₂H₅)₂]₃
• CAS Number: 2283-11-6
• Molecular Weight: 247.36
• Beilstein/REAXYS Number: 636187
• EC Number: 218-920-8
• MDL number: MFCD00009041
• UNSPSC Code: 12352001
• PubChem Substance ID: 24855300
• NACRES: NA.22

Properties

• assay: 97%
• form: liquid
• reaction suitability: reaction type: Buchwald-Hartwig Cross Coupling Reaction; reaction type: Heck Reaction; reaction type: Hiyama Coupling; reaction type: Negishi Coupling; reaction type: Sonogashira Coupling; reaction type: Stille Coupling; reaction type: Suzuki-Miyaura Coupling; reagent type: ligand
• refractive index: n20/D 1.475 (lit.)
• bp: 80-90 °C/10 mmHg (lit.)
• density: 0.903 g/mL at 25 °C (lit.)
• functional group: phosphine
• SMILES string: CCN(CC)P(N(CC)CC)N(CC)CC
• InChI: 1S/C12H30N3P/c1-7-13(8-2)16(14(9-3)10-4)15(11-5)12-6/h7-12H2,1-6H3
• InChI key: FDIOSTIIZGWENY-UHFFFAOYSA-N

Description

Application

Tris(diethylamino)phosphine [(Et₂N)₃P] can be used as a reagent to synthesize:

• 1,1′-Dialkylisoindigo derivatives by reacting with various 1-alkylisatins via deoxygenation reaction.
• 1-Aminomethylisatins by treating with isatin and primary and secondary amines.

It can also be used in the deoxygenation of some cyclic α-diketones using fullerene C₆₀.

Safety Information

• pictograms: GHS02,GHS07
• signalword: Warning
• hcodes: H226,H315,H319,H335
• pcodes: P210 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 3 - Flammable liquids
• wgk_germany: WGK 3
• flash_point_f: 138.2 °F - closed cup
• flash_point_c: 59 °C - closed cup
• ppe: Eyeshields, Gloves, type ABEK (EN14387) respirator filter