2,3-bis[tert-butyl(methyl)phosphanyl]quinoxaline

• ChemBase ID: 140545
• Molecular Formular: C18H28N2P2
• Molecular Mass: 334.375842
• Monoisotopic Mass: 334.17277217
• SMILES: CC(C)(C)P(C)c1c(nc2ccccc2n1)P(C)C(C)(C)C
• Canonical SMILES: CP(C(C)(C)C)c1nc2ccccc2nc1P(C(C)(C)C)C
• InChI: InChI=1S/C18H28N2P2/c1-17(2,3)21(7)15-16(22(8)18(4,5)6)20-14-12-10-9-11-13(14)19-15/h9-12H,1-8H3
• InChIKey: DRZBLHZZDMCPGX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3-bis[tert-butyl(methyl)phosphanyl]quinoxaline
• IUPAC Traditional name: 2,3-bis[tert-butyl(methyl)phosphanyl]quinoxaline
• Synonyms: (R) QuinoxP®; (R,R)-(-)-2,3-Bis(tert-butylmethylphosphino)quinoxaline; (S) QuinoxP®; QuinoxP®; (S,S)-2,3-Bis(tert-butylmethylphosphino)quinoxaline; (R,R)-(-)-2,3-双(叔丁基甲基膦基)喹喔啉; (S,S)-2,3-双(叔丁基甲基膦基)喹喔啉

Database IDs

• CAS Number: 1107608-80-9; 866081-62-1
• MDL Number: MFCD10567042; MFCD10565649
• PubChem SID: 162234789; 24884852
• PubChem CID: 16218188

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.32557
• LogD (pH = 7.4): 4.326192
• Log P: 4.3262
• Molar Refractivity: 97.4128 cm^3
• Polarizability: 39.95449 Å^3
• Polar Surface Area: 25.78 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 100-104 °C; 100-105 °C
• Optical Rotation: [α]22/D +55°, c = 1 in chloroform

Safety Information

• European Hazard Symbols: Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Danger; Warning
• GHS Hazard statements: H301-H315-H319-H335-H413; H302-H315-H319-H335-H413
• GHS Precautionary statements: P261-P301 + P310-P305 + P351 + P338; P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves; dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C18H28N2P2

DETAILS

Sigma Aldrich - 694215

Packaging
100 mg in glass bottle
Legal Information
QuinoxP is a registered trademark of Nippon Chemical Industry Co., Ltd.

Sigma Aldrich - 676403

Application
Efficient ligand exhibiting high levels of enantiocontrol in synthetic transformations ranging from metal-catalyzed 1,4-addition of arylboronic acids to alkylative ring opening to asymmetric hydrogenation.1
Air-Stable and Highly Efficient Chiral Ligands
Packaging
100, 500 mg in glass bottle
Legal Information
QuinoxP is a registered trademark of Nippon Chemical Industry Co., Ltd.