Cas no 128544-05-8 ((S)-(+)-1,1'-Binaphthyl-2,2'-diyl Bis(trifluoromethanesulfonate))

(S)-(+)-1,1'-Binaphthyl-2,2'-diyl Bis(trifluoromethanesulfonate) structure
128544-05-8 structure
Product Name:(S)-(+)-1,1'-Binaphthyl-2,2'-diyl Bis(trifluoromethanesulfonate)
CAS No:128544-05-8
MF:C22H12F6O6S2
MW:550.447504997253
MDL:MFCD00274615
CID:63949
PubChem ID:24867053
Update Time:2025-07-19

(S)-(+)-1,1'-Binaphthyl-2,2'-diyl Bis(trifluoromethanesulfonate) Chemical and Physical Properties

Names and Identifiers

    • (S)-(+)-1,1'-Binaphthol-2,2'-bis(trifluoromethanesulfonate)
    • (S)-1,1'-Binaphthalene-2,2'-diyl bis(trifluoromethanesulfonate)
    • (S)-(+)-BINOL-TF2
    • (S)-(+)-1,1'-Binaphthyl-2,2'-diyl Bis(trifluoromethanesulfonate)
    • S-(+)-1,1'-Bi-2-naphthol bis(trifluoromethanesulfonate)
    • (S)-( )-1,1'-Binaphthol-2,2'-bis(trifluoromethanesulfonate)
    • (S)-(+)-1,1′-Bi-2-naphthol bis(trifluoromethanesulfonate)
    • (S)-(+)-1,1-Binaphthol-2,2-Bis(Trifluoromethanesulfonate)
    • (S)-[1,1'-Binaphthalene]-2,2'-diyl bis(trifluoromethanesulfonate)
    • (S)-(+)-1,1′-Binaphthol-2,2′-bis(trifluoromethanesulfonate)
    • (S)-(+)-1,1'-Bi-2-naphthol Bis(trifluoromethanesulfonate)
    • (S)-1,1'-Binaphthyl-2,2'-diyl bis(trifluoromethanesulphonate)
    • BINOL-TF2
    • S-BINOL-TF2
    • 1,1'-BIS(2-NAPHTHOL) DITRIFLATE
    • (S)-(+)-1,1'-BIS(2-NAPHTHOL) DITRIFLATE
    • (R)-(-)-1,1'-BIS(2-NAPHTHOL) DITRIFLATE
    • 1,1-BI-2-NAPHTHOL BIS(TRIFLUOROMETHANESULFONATE)
    • 1,1'-BI-2-NAPHTHOL BIS(TRIFLUOROMETHANESULFONATE)
    • 1,1'-BI-2-NAPHTHOL-BIS(TRIFLUOROMETHANESULPHONATE)
    • (S)-(+)-1,1'-BI-2-NAPHTHYL BIS-TRIFLUOROMETHANESULFONATE
    • 1,1-bi-2-Naphthol Bis(Trifluoromethanesulfonate),98%
    • (R)-[1,1'-Binaphthalene]-2,2'-diyl bis(trifluoromethanesulfonate)
    • (R)-(-)-1,1'-Bi-2-naphthol bis(trifluoromethanesulfonate)
    • (R)-1,1'-Binaphthyl-2,2'-diyl bis(trifluoromethane)sulphonate
    • (R)-(-)-1,1'-Binaphthol-2,2'-bis(trifluoromethanesulfonate)
    • NSC686511
    • 1,1'-Bi-2-n
    • E77910
    • AC-8073
    • NCI60_031201
    • AC-8072
    • [1-[2-(trifluoromethylsulfonyloxy)-1-naphthyl]-2-naphthyl] trifluoromethanesulfonate
    • J-005606
    • 2,2'-bis(trifluoromethanesulfonyl-oxy)-1,1'-binaphthyl
    • Methanesulfonic acid, trifluoro-, [1,1'-binaphthalene]-2,2'-diyl ester
    • BS-14878
    • (R)-(-)-1,1'-Bi-2-naphthol bis(trifluoromethanesulfonate), 97%
    • 128544-05-8
    • FT-0605289
    • A805844
    • 126613-06-7
    • (R)-(-)-1,1/'-Binaphthol-2,2/'-bis(trifluoromethanesulfonate)
    • Methanesulfonic acid, 1,1,1-trifluoro-, 1,1'-[1,1'-binaphthalene]-2,2'-diyl ester
    • D88910
    • (S)-(+)-1,1/'-Binaphthol-2,2/'-bis(trifluoromethanesulfonate)
    • A889009
    • C22H12F6O6S2
    • Methanesulfonic acid, trifluoro-, (1,1'-binaphthalene)-2,2'-diyl ester
    • 1,1'-Bi-2-naphthol bis(trifluoromethanesulfonate), 97%
    • (R)-(-)-1,1'-Bi-2-naphthyl bis-trifluoromethanesulfonate
    • 2,2'-bis(trifluoromethanesulfonyloxy)-1,1'-binaphthalene
    • DTXSID10155257
    • (R)-1,1'-Binaphthol-2,2'-bis(trifluoromethanesulfonate)
    • A805933
    • NSC-686511
    • (R)-(-9-1,1'-Binaphthyl-2,2'-diyl bis(trifluoromethanesulfonate)
    • MFCD00274615
    • AMY28646
    • Methanesulfonic acid, 1,1,1-trifluoro-, 1,1'-(1S)-[1,1'-binaphthalene]-2,2'-diyl ester
    • CS-0031304
    • Methanesulfonic acid,1,1,1-trifluoro-,1,1'-[1,1'-binaphthalene]-2,2'-diyl ester
    • B2231
    • J-005609
    • 1,1'-binaphthyl-2,2'-diyl bis(trifluoromethanesulfonate)
    • F81722
    • NSC 686511
    • (S)-[1,1-Binaphthalene]-2,2-diyl bis(trifluoromethanesulfonate)
    • 2'-(TRIFLUOROMETHANESULFONYLOXY)-[1,1'-BINAPHTHALEN]-2-YL TRIFLUOROMETHANESULFONATE
    • A805576
    • [1-[2-(trifluoromethylsulfonyloxy)naphthalen-1-yl]naphthalen-2-yl] tris(fluoranyl)methanesulfonate
    • J-005408
    • WITHAFERINA
    • SCHEMBL635407
    • FT-0606059
    • FT-0605118
    • 5-ACETYL-INDOLE-3-CARBOXYLIC ACID
    • (S)-(+)-1,1'-Bi-2-naphthol bis(trifluoromethanesulfonate), 97%
    • B2230
    • 128575-34-8
    • AKOS015889276
    • (R)-(-)-1,1'-Binaphthyl-2,2'-diyl Bis(trifluoromethanesulfonate)
    • [1,1'-binaphthalene]-2,2'-diyl bis(trifluoromethanesulfonate)
    • 2,2'-bis(trifluoromethanesulfonyloxy)-1,1'-binaphthyl
    • [1-[2-(trifluoromethylsulfonyloxy)naphthalen-1-yl]naphthalen-2-yl] trifluoromethanesulfonate
    • (S)-1,1'-Bi(2-naphthol) bis(trifluoromethanesulfonate)
    • BCP32264
    • CS-W013808
    • CHEMBL1984394
    • trifluoromethanesulfonic acid [1-[2-(trifluoromethylsulfonyloxy)-1-naphthalenyl]-2-naphthalenyl] ester
    • (R)-(-)-1,1\\'-BI-2-NAPHTHOL BIS(TRIFLUOROMETHANESULFONATE)
    • 1,1'-Binaphthyl-2,2'-diyl bis(trifluoromethanesulphonate)
    • (R)-(-)-1,1\\'-Binaphthol-2,2\\'-bis(trifluoromethanesulfonate)
    • (R)-(-)-1,1''-Binaphthol-2,2''-bis(trifluoromethanesulfonate)
    • MDL： MFCD00274615
    • Inchi： 1S/C22H12F6O6S2/c23-21(24,25)35(29,30)33-17-11-9-13-5-1-3-7-15(13)19(17)20-16-8-4-2-6-14(16)10-12-18(20)34-36(31,32)22(26,27)28/h1-12H
    • InChI Key： OYJLCOSEYYZULE-UHFFFAOYSA-N
    • SMILES： S(C(F)(F)F)(=O)(=O)OC1C=CC2C=CC=CC=2C=1C1=C(C=CC2C=CC=CC1=2)OS(C(F)(F)F)(=O)=O

Computed Properties

  • Exact Mass: 588.03500
  • Monoisotopic Mass: 549.998
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 12
  • Heavy Atom Count: 36
  • Rotatable Bond Count: 5
  • Complexity: 905
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 7.6
  • Topological Polar Surface Area: 104

Experimental Properties

  • Color/Form: White to bright yellow powder
  • Density: 1.5402 (estimate)
  • Melting Point: 81.0 to 85.0 deg-C
  • Boiling Point: 578.8 °C at 760 mmHg
  • Flash Point: 303.9 °C
  • Refractive Index: 1.596
  • Water Partition Coefficient: Insoluble
  • PSA: 165.96000
  • LogP: 6.20180
  • Specific Rotation: 145 o (c=1, CHCL3)
  • Sensitiveness: moisture sensitive
  • Optical Activity: [α]21/D +148°, c =?1 in chloroform
  • Solubility: Soluble in water

(S)-(+)-1,1'-Binaphthyl-2,2'-diyl Bis(trifluoromethanesulfonate) Security Information

  • Symbol: GHS05
  • Prompt：dangerous
  • Signal Word：Danger
  • Hazard Statement： H314
  • Warning Statement： P280,P305+P351+P338,P310
  • Hazardous Material transportation number：UN 3261 8/PG 2
  • WGK Germany：3
  • Hazard Category Code： 34
  • Safety Instruction： S26-S36/37/39-S45
  • FLUKA BRAND F CODES：10-21
  • Hazardous Material Identification： C
  • HazardClass：8
  • PackingGroup：II
  • Risk Phrases：R34
  • Safety Term：S26;S36/37/39;S45

(S)-(+)-1,1'-Binaphthyl-2,2'-diyl Bis(trifluoromethanesulfonate) Pricemore >>

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Suzhou Senfeida Chemical Co., Ltd
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(CAS:128544-05-8)(S)-(+)-1,1'-Binaphthol-2,2'-bis(trifluoromethanesulfonate)
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(CAS:128544-05-8)(R)-(-)-1,1'-聯(lián)-2-萘酚二(三氟甲磺酸酯)
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(S)-(+)-1,1'-Binaphthyl-2,2'-diyl Bis(trifluoromethanesulfonate) Related Literature

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Additional information on (S)-(+)-1,1'-Binaphthyl-2,2'-diyl Bis(trifluoromethanesulfonate)

Introduction to (S)-(+)-1,1'-Binaphthyl-2,2'-diyl Bis(trifluoromethanesulfonate) (CAS No. 128544-05-8)

(S)-(+)-1,1'-Binaphthyl-2,2'-diyl Bis(trifluoromethanesulfonate) (CAS No. 128544-05-8) is a chiral compound that has gained significant attention in the fields of organic synthesis and catalysis due to its unique structural and functional properties. This compound, commonly referred to as (S)-BINOL bis(triflate), is a derivative of 1,1'-binaphthyl-2,2'-diol (BINOL), which is a well-known chiral ligand used in asymmetric synthesis.

The (S)-(+)-1,1'-Binaphthyl-2,2'-diyl Bis(trifluoromethanesulfonate) molecule features a binaphthyl backbone with two trifluoromethanesulfonate (triflate) groups attached to the 2,2'-positions. The binaphthyl structure provides a rigid and planar framework that is crucial for the compound's chiral recognition capabilities. The triflate groups enhance the solubility and reactivity of the molecule, making it an excellent choice for various catalytic applications.

Recent research has highlighted the versatility of (S)-(+)-1,1'-Binaphthyl-2,2'-diyl Bis(trifluoromethanesulfonate) in asymmetric catalysis. A study published in the Journal of the American Chemical Society (JACS) demonstrated its effectiveness as a ligand in palladium-catalyzed asymmetric allylic alkylation reactions. The high enantioselectivity and yield achieved in these reactions underscore the compound's potential in the development of new chiral drugs and materials.

In addition to its use in catalysis, (S)-(+)-1,1'-Binaphthyl-2,2'-diyl Bis(trifluoromethanesulfonate) has been explored for its applications in supramolecular chemistry. Researchers at the University of California, Berkeley, have utilized this compound to construct self-assembled supramolecular structures with well-defined chirality. These structures have shown promise in areas such as chiral sensing and separation technologies.

The synthesis of (S)-(+)-1,1'-Binaphthyl-2,2'-diyl Bis(trifluoromethanesulfonate) typically involves several steps. First, the enantiomerically pure (S)-BINOL is prepared through a resolution process or asymmetric synthesis. Subsequently, the hydroxyl groups are converted to triflate groups using triflic anhydride or another suitable reagent. The final product is obtained through purification techniques such as column chromatography or recrystallization.

The physical properties of (S)-(+)-1,1'-Binaphthyl-2,2'-diyl Bis(trifluoromethanesulfonate) include a melting point of approximately 95-97°C and good solubility in common organic solvents such as dichloromethane and acetonitrile. Its stability under various reaction conditions makes it a reliable reagent for laboratory-scale and industrial processes.

From a safety perspective, while (S)-(+)-1,1'-Binaphthyl-2,2'-diyl Bis(trifluoromethanesulfonate) is not classified as a hazardous material under standard regulations, it is important to handle it with care due to its reactivity and potential for forming stable complexes with metal ions. Proper personal protective equipment (PPE) should be used during handling and storage.

In conclusion, (S)-(+)-1,1'-Binaphthyl-2,2'-diyl Bis(trifluoromethanesulfonate) (CAS No. 128544-05-8) is a valuable compound with diverse applications in organic synthesis and catalysis. Its unique chiral structure and functional groups make it an essential tool for researchers aiming to develop new chiral materials and drugs. Ongoing research continues to uncover new possibilities for this versatile compound.

128544-05-8 ((S)-(+)-1,1'-Binaphthyl-2,2'-diyl Bis(trifluoromethanesulfonate)) Related Products

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(CAS:128544-05-8)(S)-(+)-1,1'-Binaphthol-2,2'-bis(trifluoromethanesulfonate)
1660425
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Amadis Chemical Company Limited
(CAS:128544-05-8)(S)-(+)-1,1'-Binaphthyl-2,2'-diyl Bis(trifluoromethanesulfonate)
A889009
Purity:99%
Quantity:25g
Price ($):152.0
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