[(diethylamino)(phenyl)phosphanyl]diethylamine

• ChemBase ID: 144784
• Molecular Formular: C14H25N2P
• Molecular Mass: 252.335461
• Monoisotopic Mass: 252.17553544
• SMILES: CCN(CC)P(c1ccccc1)N(CC)CC
• Canonical SMILES: CCN(P(c1ccccc1)N(CC)CC)CC
• InChI: InChI=1S/C14H25N2P/c1-5-15(6-2)17(16(7-3)8-4)14-12-10-9-11-13-14/h9-13H,5-8H2,1-4H3
• InChIKey: HTIVDCMRYKVNJC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(diethylamino)(phenyl)phosphanyl]diethylamine
• IUPAC Traditional name: [(diethylamino)(phenyl)phosphanyl]diethylamine
• Synonyms: N,N,N′N′-Tetraethylphenylphosphonous diamide; NSC 244337; Phenylphosphonous tetraethyldiamide; Bis(diethylamino)phenylphosphine; 双(二乙基氨基)苯膦

Database IDs

• CAS Number: 1636-14-2
• MDL Number: MFCD01634466
• PubChem SID: 162238996; 24879428
• PubChem CID: 137129

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.4778575
• LogD (pH = 7.4): 2.1750174
• Log P: 2.8486
• Molar Refractivity: 77.4555 cm^3
• Polarizability: 30.873552 Å^3
• Polar Surface Area: 6.48 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 80 °C/0.005 mmHg(lit.)
• Flash Point: 106 °C; 222.8 °F
• Density: 0.971 g/mL at 25 °C(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves

Product Information

• Purity: 97%
• Linear Formula: C6H5P(N(CH2CH3)2)2

DETAILS

Sigma Aldrich - 554707

Packaging
5 g in glass bottle
Application

• Electron-withdrawing cocatalyst in rhodium catalyzed hydroformylation reactions1
• Ligand precatalyst for Heck coupling reactions2Reactant for:
• Preparation of palladium chiral P-N ligand complexes for regio- and stereo-selective dimerization reactions3
• Preparation of palladium tautomeric ferrocenylphosphinites as catalysts for Suzuki-Miyaura coupling4
• Trimethylsilyl halide-promoted Michaelis-Arbuzov rearrangement of phosphinites and phosphites5