{14-[bis(3,5-dimethylphenyl)phosphanyl]tricyclo[8.2.2.24,7]hexadeca-1(12),4,6,10,13,15-hexaen-5-yl}bis(3,5-dimethylphenyl)phosphane

• ChemBase ID: 141023
• Molecular Formular: C48H50P2
• Molecular Mass: 688.858122
• Monoisotopic Mass: 688.33877486
• SMILES: Cc1cc(cc(c1)P(c1cc(cc(c1)C)C)c1cc2ccc1CCc1ccc(c(c1)P(c1cc(cc(c1)C)C)c1cc(cc(c1)C)C)CC2)C
• Canonical SMILES: Cc1cc(C)cc(c1)P(c1cc2CCc3ccc(CCc1cc2)cc3P(c1cc(C)cc(c1)C)c1cc(C)cc(c1)C)c1cc(C)cc(c1)C
• InChI: InChI=1S/C48H50P2/c1-31-17-32(2)22-43(21-31)49(44-23-33(3)18-34(4)24-44)47-29-39-9-13-41(47)15-11-40-10-14-42(16-12-39)48(30-40)50(45-25-35(5)19-36(6)26-45)46-27-37(7)20-38(8)28-46/h9-10,13-14,17-30H,11-12,15-16H2,1-8H3
• InChIKey: LYHOBZAADXPPNW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {14-[bis(3,5-dimethylphenyl)phosphanyl]tricyclo[8.2.2.2^4,^7]hexadeca-1(12),4,6,10,13,15-hexaen-5-yl}bis(3,5-dimethylphenyl)phosphane; {14-[bis(3,5-dimethylphenyl)phosphanyl]tricyclo[8.2.2.2^4,^7]hexadeca-1(12),4(16),5,7(15),10,13-hexaen-5-yl}bis(3,5-dimethylphenyl)phosphane
• IUPAC Traditional name: {14-[bis(3,5-dimethylphenyl)phosphanyl]tricyclo[8.2.2.2^4,^7]hexadeca-1(12),4,6,10,13,15-hexaen-5-yl}bis(3,5-dimethylphenyl)phosphane; {14-[bis(3,5-dimethylphenyl)phosphanyl]tricyclo[8.2.2.2^4,^7]hexadeca-1(12),4(16),5,7(15),10,13-hexaen-5-yl}bis(3,5-dimethylphenyl)phosphane
• Synonyms: (R)-(-)-4,12-Bis(di-3,5-xylylphosphino)[2.2]paracyclophane, CTH-(R)-3,5-xylyl-PHANEPHOS; (S)-(+)-4,12-Bis(di-3,5-xylylphosphino)[2.2]paracyclophane, CTH-(S)-3,5-xylyl-PHANEPHOS; (S)-xylyl-PHANEPHos; (S)-5,11-Bis(3,5-xylylphosphino)tricyclo[8.2.24,7]hexadeca-hexaene; (S)-(+)-4,12-Bis[di(3,5-xylyl)phosphino]-[2.2]-paracyclophane; (R)-Xylyl-PHANEPhos; (R)-5,11-Bis(3,5-xylylphosphino)tricyclo[8.2.2.24,7]hexadeca-hexaene; (R)-(-)-4,12-Bis[di(3,5-xylyl)phosphino]-[2.2]-paracyclophane; (S)-5,11-双(3,5-二甲苯基膦)三环[8.2.24,7]十六-己烯; (S)-(+)-4,12-双[二(3,5-二甲苯基)膦]-[2.2]-对环芳烷; (R)-5,11-双(3,5-二甲苯基膦)三环[8.2.2.24,7]十六-己烯; (R)-(-)-4,12-双[二(3,5-二甲苯基)膦]-[2.2]-对环芳烷

Database IDs

• CAS Number: 325168-89-6; 325168-88-5
• MDL Number: MFCD03840578
• PubChem SID: 24885690; 162235259
• PubChem CID: 11263179

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 14.8116
• LogD (pH = 7.4): 14.8116
• Log P: 14.8116
• Molar Refractivity: 220.1358 cm^3
• Polarizability: 84.37414 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder, packaged under argon
• Melting Point: 234-238 °C
• Optical Rotation: [α]/D +61.0°, c = 0.1 in ethanol; [α]22/D -61.0, c = 0.1 in ethanol; -98 (c=1 in dichloromethane)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/38
• Safety Statements: 26
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C48H50P2

DETAILS

Sigma Aldrich - 682306

Application
Efficient ligand for asymmetric hydrogenation of dehydroamino acids, methyl esters and ketones.1,2
Packaging
100, 500 mg in glass bottle
Legal Information
Sold in collaboration with Johnson Matthey Catalyst for research purposes only. US5874629 and any patents arising therefrom apply.

Sigma Aldrich - 682292

Application
Efficient ligand for asymmetric hydrogenation of dehydroamino acids, methyl esters and ketones.1,2
Packaging
100, 500 mg in glass bottle
Legal Information
Sold in collaboration with Johnson Matthey Catalyst for research purposes only. US5874629 and any patents arising therefrom apply.