Cas no 145416-77-9 (rac-2,2 -Bis(di(3,5-dimethylphenyl)phosphino)-1,1 -binaphthyl)

Technical Introduction: rac-2,2'-Bis(di(3,5-dimethylphenyl)phosphino)-1,1'-binaphthyl is a chiral bidentate phosphine ligand featuring a binaphthyl backbone substituted with sterically demanding 3,5-dimethylphenyl groups on the phosphorus atoms. This structural design enhances its utility in asymmetric catalysis, particularly in transition-metal-catalyzed reactions such as hydrogenations and cross-couplings. The electron-rich and sterically hindered phosphine moieties contribute to high enantioselectivity and reactivity, while the rigid binaphthyl framework ensures stability under demanding conditions. Its racemic form is valuable for screening and optimizing catalytic systems. The ligand is typically employed in homogeneous catalysis, offering predictable performance in stereocontrolled transformations.
rac-2,2 -Bis(di(3,5-dimethylphenyl)phosphino)-1,1 -binaphthyl structure
145416-77-9 structure
Product Name:rac-2,2 -Bis(di(3,5-dimethylphenyl)phosphino)-1,1 -binaphthyl
CAS No:145416-77-9
MF:C52H48P2
MW:734.885055541992
CID:137890
PubChem ID:4189905
Update Time:2025-06-07

rac-2,2 -Bis(di(3,5-dimethylphenyl)phosphino)-1,1 -binaphthyl Chemical and Physical Properties

Names and Identifiers

    • rac-2,2 -Bis(di(3,5-dimethylphenyl)phosphino)-1,1 -binaphthyl
    • Phosphine,1,1'-[[1,1'-binaphthalene]-2,2'-diyl]bis[1,1-bis(3,5-dimethylphenyl)-
    • (R)-3,5-XYLYL-BINAP
    • DM-BINAP
    • RAC-XYLYL-BINAP
    • 2,2'-BIS[DI(3,5-XYLYL)PHOSPHINO]-1,1'-BINAPHTHYL
    • RACEMIC-2,2'-BIS[DI(3,5-XYLYL)PHOSPHINO]-1,1'-BINAPHTHYL
    • 2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl,DM-BINAP
    • 2,2'-BIS[BIS(3,5-DIMETHYLPHENYL)PHOSPHINO]-1,1'-BINAPHTHYL
    • rac-2,2'-Bis(di(3,5-dimethylphenyl)phosphino)-1,1'-binaphthyl
    • RACEMIC-2,2''-BIS[DI(3,5-XYLYL)PHOSPHINO]-1,1''-BINAPHTHYL (RAC-XYLYL-BINAP)
    • AMY11706
    • A887748
    • (R)-(+)-XYLBINAP
    • X0070
    • 2,2'-Bis(bis(3,5-dimethylphenyl)phosphino)-1,1'-binaphthalene
    • DM-BINAP, 97%
    • (S)-(-)-2,2'-Bis(di(3,5-xylyl)phosphino)-1,1'-binaphtyl
    • (s)-2,2'-bis[bis(3,5-dimethylphenyl)phosphino]-1,1'-binaphthyl
    • F73426
    • (S)-(-)-XYLBINAP
    • (R)-2,2'-Bis(bis(3,5-dimethylphenyl)phosphino)-1,1'-binaphthalene
    • (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl
    • (R)-(+)-2,2'-BIS[DI(3,5-XYLYL)PHOSPHINO]-1,1'-BINAPHTHYL
    • J-008102
    • MFCD01630821
    • (S)-(-)-2,2'-Bis(di-(3,5-dimethylphenyl)phosphino) -1,1'-binaphthyl ((S)-Xylyl-BINAP)
    • SY068476
    • 2,2'-bis(bis(3,5-dimethylphenyl)phosphino)-1,1'-binaphthyl
    • D70872
    • 2,2'-bis[di(3,5-dimethylphenyl)phosphino]-1,1'-binaphthyl
    • (R)-2,2 inverted exclamation mark -Bis(di-3,5-xylylphosphino)-1,1 inverted exclamation mark -binaphthyl
    • 145416-77-9
    • X0071
    • 2,2'-bis(di-3,5-xylylphosphino)-1,1'-binaphthyl
    • SY071848
    • AKOS015842419
    • AS-71885
    • J-006651
    • (R)-2,2'-Bis(di-3,5-xylylphosphino)-1,1'-binaphthyl
    • J-006985
    • SCHEMBL29122
    • (R)-(+)-2,2'-Bis(di-3,5-xylylphosphino)-1,1'-binaphthyl
    • MXGXXBYVDMVJAO-UHFFFAOYSA-N
    • 135139-00-3
    • (S)-2,2 inverted exclamation mark -Bis(di-3,5-xylylphosphino)-1,1 inverted exclamation mark -binaphthyl
    • FT-0705449
    • (S)-2,2'-Bis(bis(3,5-dimethylphenyl)phosphino)-1,1'-binaphthalene
    • (S)-DM-BINAP
    • 137219-86-4
    • (S)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl
    • Phosphine, 1,1'-[(1R)-[1,1'-binaphthalene]-2,2'-diyl]bis[1,1-bis(3,5-dimethylphenyl)-
    • [1-[2-bis(3,5-dimethylphenyl)phosphanylnaphthalen-1-yl]naphthalen-2-yl]-bis(3,5-dimethylphenyl)phosphane
    • (R)-DM-BINAP
    • E77594
    • {2'-[BIS(3,5-DIMETHYLPHENYL)PHOSPHANYL]-[1,1'-BINAPHTHALEN]-2-YL}BIS(3,5-DIMETHYLPHENYL)PHOSPHANE
    • RAC-2,2'-BIS(DI(3,5-DIMETHYLPHENYL)PHOSPHINO)-1,1'-BINAPHTHYL, 97+%
    • rac-2,2'-Bis(di(3,5-dimethylphenyl)phosphino)-1,1'-binaphthyl,98%rac-Xylyl-BINAP
    • (S)-(-)-2,2\\'-Bis[di(3,5-xylyl)phosphino]-1,1\\'-binaphthyl
    • DB-009481
    • (R)-(+)-2,2-Bis(di-3,5-Xylylphosphino)-1,1-Binaphthyl
    • Inchi: 1S/C52H48P2/c1-33-21-34(2)26-43(25-33)53(44-27-35(3)22-36(4)28-44)49-19-17-41-13-9-11-15-47(41)51(49)52-48-16-12-10-14-42(48)18-20-50(52)54(45-29-37(5)23-38(6)30-45)46-31-39(7)24-40(8)32-46/h9-32H,1-8H3
    • InChI Key: MXGXXBYVDMVJAO-UHFFFAOYSA-N
    • SMILES: P(C1C=C(C)C=C(C)C=1)(C1C=C(C)C=C(C)C=1)C1=CC=C2C=CC=CC2=C1C1=C2C=CC=CC2=CC=C1P(C1C=C(C)C=C(C)C=1)C1C=C(C)C=C(C)C=1

Computed Properties

  • Exact Mass: 734.32300
  • Monoisotopic Mass: 734.32312553g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 54
  • Rotatable Bond Count: 7
  • Complexity: 999
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 14.3
  • Topological Polar Surface Area: 0?2

Experimental Properties

  • Melting Point: 254-259°C
  • PSA: 27.18000
  • LogP: 11.64360

rac-2,2 -Bis(di(3,5-dimethylphenyl)phosphino)-1,1 -binaphthyl Security Information

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Amadis Chemical Company Limited
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(CAS:145416-77-9)rac-2,2 -Bis(di(3,5-dimethylphenyl)phosphino)-1,1 -binaphthyl
Order Number:A999983
Stock Status:in Stock
Quantity:1g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 18:34
Price ($):184.0
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Amadis Chemical Company Limited
(CAS:145416-77-9)rac-2,2 -Bis(di(3,5-dimethylphenyl)phosphino)-1,1 -binaphthyl
A999983
Purity:99%
Quantity:1g
Price ($):184.0
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