(4-{5-[bis(3,5-dimethylphenyl)phosphanyl]-2H-1,3-benzodioxol-4-yl}-2H-1,3-benzodioxol-5-yl)bis(3,5-dimethylphenyl)phosphane

• ChemBase ID: 140883
• Molecular Formular: C46H44O4P2
• Molecular Mass: 722.786682
• Monoisotopic Mass: 722.27148315
• SMILES: Cc1cc(cc(c1)P(c1ccc2c(c1c1c(ccc3c1OCO3)P(c1cc(cc(c1)C)C)c1cc(cc(c1)C)C)OCO2)c1cc(cc(c1)C)C)C
• Canonical SMILES: Cc1cc(C)cc(c1)P(c1ccc2c(c1c1c3OCOc3ccc1P(c1cc(C)cc(c1)C)c1cc(C)cc(c1)C)OCO2)c1cc(C)cc(c1)C
• InChI: InChI=1S/C46H44O4P2/c1-27-13-28(2)18-35(17-27)51(36-19-29(3)14-30(4)20-36)41-11-9-39-45(49-25-47-39)43(41)44-42(12-10-40-46(44)50-26-48-40)52(37-21-31(5)15-32(6)22-37)38-23-33(7)16-34(8)24-38/h9-24H,25-26H2,1-8H3
• InChIKey: XJJVPYMFHXMROQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4-{5-[bis(3,5-dimethylphenyl)phosphanyl]-2H-1,3-benzodioxol-4-yl}-2H-1,3-benzodioxol-5-yl)bis(3,5-dimethylphenyl)phosphane
• IUPAC Traditional name: (4-{5-[bis(3,5-dimethylphenyl)phosphanyl]-2H-1,3-benzodioxol-4-yl}-2H-1,3-benzodioxol-5-yl)bis(3,5-dimethylphenyl)phosphane
• Synonyms: (S)-(-)-5,5′-Bis(diphenylphosphino)-4,4′-bi-1,3-benzodioxole; (S)-DM-SEGPHOS®; (R)-(+)-5,5′-Βis[di(3,5-xylyl)phosphino]-4,4′-bi-1,3-benzodioxole; [(4R)-(4,4′-bi-1,3-benzodioxole)-5,5′-diyl]bis[bis(3,5-dimethylphenyl)phosphine]; (R)-DM-SEGPHOS®; (S)-(-)-5,5′-双二苯基膦-4,4′-二-1,3-苯并二噁茂; (R)-(+)-5,5′-双[二(3,5-二甲苯基)膦]-4,4′-二-1,3-苯并二噁茂; [(4R)-(4,4′-二-1,3-苯并二噁茂)-5,5′-二基]二[双(3,5-二甲基苯基)膦]

Database IDs

• CAS Number: 850253-53-1; 210169-57-6
• MDL Number: MFCD09753008
• PubChem SID: 162235121
• PubChem CID: 11297101

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 12.9572
• LogD (pH = 7.4): 12.9572
• Log P: 12.9572
• Molar Refractivity: 214.1874 cm^3
• Polarizability: 84.20119 Å^3
• Polar Surface Area: 36.92 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 256-261 °C
• Optical Rotation: [α]20/D +60, c = 0.1 in chloroform; [α]20/D -61°, c = 0.1 in chloroform

Product Information

• Purity: ≥94%
• Empirical Formula (Hill Notation): C46H44O4P2

DETAILS

Sigma Aldrich - 692999

Packaging
50, 100 mg in glass bottle
Legal Information
Sold in collaboration with Takasago for research purposes only. JP Registration No. 3148136
SEGPHOS is a registered trademark of Takasago Intl. Corp.
Application

• Catalyst for asymmetric hydrogenation of ketones
Takasago Ligands and Complexes for Asymmetric Reactions

Sigma Aldrich - 692476

Packaging
50, 100 mg in glass bottle
Legal Information
Sold in collaboration with Takasago for research purposes only. JP Registration No. 3148136
SEGPHOS is a registered trademark of Takasago Intl. Corp.
Application
Takasago Ligands and Complexes for Asymmetric Reactions