4-(di-tert-butylphosphanyl)-N,N-dimethylaniline

• ChemBase ID: 141116
• Molecular Formular: C16H28NP
• Molecular Mass: 265.373981
• Monoisotopic Mass: 265.19593653
• SMILES: CC(C)(C)P(c1ccc(cc1)N(C)C)C(C)(C)C
• Canonical SMILES: CN(c1ccc(cc1)P(C(C)(C)C)C(C)(C)C)C
• InChI: InChI=1S/C16H28NP/c1-15(2,3)18(16(4,5)6)14-11-9-13(10-12-14)17(7)8/h9-12H,1-8H3
• InChIKey: IQTHEAQKKVAXGV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(di-tert-butylphosphanyl)-N,N-dimethylaniline
• IUPAC Traditional name: 4-(di-tert-butylphosphanyl)-N,N-dimethylaniline
• Synonyms: A-taPhos; AMGN-Phos; [4-(Dimethylamino)phenyl]bis(tert-butyl)phosphine; (4-(N,N-Dimethylamino)phenyl)di-tert-butyl phosphine; (4-(N,N-二甲氨基)苯基)二-叔丁基膦

Database IDs

• CAS Number: 932710-63-9
• MDL Number: MFCD09265102
• PubChem SID: 162235351; 24885360
• PubChem CID: 11714598

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.0963452
• LogD (pH = 7.4): 3.1453729
• Log P: 3.6752
• Molar Refractivity: 84.1075 cm^3
• Polarizability: 32.64923 Å^3
• Polar Surface Area: 3.24 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 57-61 °C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/38
• Safety Statements: 26
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314
• GHS Precautionary statements: P280-P305 + P351 + P338-P310

Product Information

• Purity: 95%
• Empirical Formula (Hill Notation): C16H28NP

DETAILS

Sigma Aldrich - 677264

Packaging
1 g in glass bottle
Application
Ligand used to prepare a palladium dichloride catalyst (678740) on treatment with PdCl2(COD). The catalyst effectively cross-couples aryl boronic acids with heteroaryl chlorides.1
Protocols & Applications
Efficient Suzuki Coupling with A-Phos Complexes