Description

(S)-(+)-1,1′-Bi-2-naphthol bis(trifluoromethanesulfonate) (CAS: 128575-34-8) is a high-purity chiral reagent widely utilized in asymmetric synthesis and catalysis. With the molecular formula C₂₂H₁₂F₆O₆S₂, this compound serves as a versatile triflating agent, enabling the introduction of the trifluoromethanesulfonate (triflate) group into organic frameworks. Its enantiomerically pure (S)-(+) configuration makes it particularly valuable for constructing chiral intermediates in pharmaceutical and fine chemical synthesis. The product is supplied as a crystalline solid with exceptional stability and reactivity, ensuring optimal performance in demanding reactions such as cross-coupling, nucleophilic substitutions, and enantioselective transformations. Ideal for researchers and industrial chemists, this reagent is rigorously tested for purity and consistency, meeting the highest standards for laboratory and process-scale applications.

Properties

• CAS Number: 128575-34-8
• Complexity: 904
• IUPAC Name: [1-[2-(trifluoromethylsulfonyloxy)-1-naphthyl]-2-naphthyl] trifluoromethanesulfonate
• InChI: 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
• Exact Mass: 549.99794942
• Molecular Formula: C22H12F6O6S2
• Molecular Weight: 550.5
• SMILES: C1=CC=C2C(=C1)C=CC(=C2C3=C(C=CC4=CC=CC=C43)OS(=O)(=O)C(F)(F)F)OS(=O)(=O)C(F)(F)F
• Topological: 104
• Monoisotopic Mass: 549.99794942
• Synonyms: (S)-(+)-1,1′-Bi-2-naphthol bis(trifluoromethanesulfonate), 1,1′-Bi-2-naphthol bis(trifluoromethanesulfonate), 2,2′-bis(trifluoromethanesulfonyloxy)-1,1′-binaphthyl, 603-279-2, 603-283-4, 126613-06-7, 128544-05-8, 128575-34-8, (R)-[1,1′-Binaphthalene]-2,2′-diyl bis(trifluoromethanesulfonate), (R)-(-)-1,1′-Bi-2-naphthol bis(trifluoromethanesulfonate), (S)-[1,1′-Binaphthalene]-2,2′-diyl bis(trifluoromethanesulfonate), [1,1′-binaphthalene]-2,2′-diyl bis(trifluoromethanesulfonate), MFCD00274615, (R)-(-)-1,1′-Binaphthol-2,2′-bis(trifluoromethanesulfonate), C22H12F6O6S2, [1-[2-(trifluoromethylsulfonyloxy)naphthalen-1-yl]naphthalen-2-yl] trifluoromethanesulfonate, NSC686511, NSC 686511, (S)-[1,1-Binaphthalene]-2,2-diyl bis(trifluoromethanesulfonate), (R)-(-)-1,1′-Binaphthyl-2,2′-diyl Bis(trifluoromethanesulfonate), (S)-(+)-1,1′-Binaphthyl-2,2′-diyl Bis(trifluoromethanesulfonate), Methanesulfonic acid, trifluoro-, (1,1′-binaphthalene)-2,2′-diyl ester, Methanesulfonic acid, 1,1,1-trifluoro-, 1,1′-(1S)-[1,1′-binaphthalene]-2,2′-diyl ester, (S)-(+)-1,1/’-Binaphthol-2,2/’-bis(trifluoromethanesulfonate), (R)-(-)-1,1/’-Binaphthol-2,2/’-bis(trifluoromethanesulfonate), (S)-(+)-1,1′-Binaphthol-2,2′-bis(trifluoromethanesulfonate), Methanesulfonic acid, trifluoro-, [1,1′-binaphthalene]-2,2′-diyl ester, (S)-(+)-1,1-Binaphthol-2,2-Bis(Trifluoromethanesulfonate), (R)-1,1′-Binaphthyl-2,2′-diyl bis(trifluoromethane)sulphonate, (R)-(-)-1,1′-Bi-2-naphthyl bis-trifluoromethanesulfonate, SCHEMBL635407, (S)-1,1′-Bi(2-naphthol) bis(trifluoromethanesulfonate), CHEMBL1984394, DTXSID10155257, BCP32264, AKOS015889276, AC-8072, AC-8073, CS-W013808, NSC-686511, [1-[2-(trifluoromethylsulfonyloxy)-1-naphthyl]-2-naphthyl] trifluoromethanesulfonate, BS-14878, NCI60_031201, B2230, B2231, CS-0031304, D88910, E77910, F81722, A805933, 1,1′-Bi-2-naphthol bis(trifluoromethanesulfonate), 97%, 2,2′-bis(trifluoromethanesulfonyl-oxy)-1,1′-binaphthyl, 1,1′-Binaphthyl-2,2′-diyl bis(trifluoromethanesulphonate), 2,2′-bis(trifluoromethanesulfonyloxy)-1,1′-binaphthalene, (R)-(-)-1,1”-Binaphthol-2,2”-bis(trifluoromethanesulfonate), (R)-(-)-1,1′-Bi-2-naphthol bis(trifluoromethanesulfonate), 97%, (R)-(-)-1,1′-Binaphthol-2,2′-bis(trifluoromethanesulfonate), (R)-(-9-1,1′-Binaphthyl-2,2′-diyl bis(trifluoromethanesulfonate), (S)-(+)-1,1′-Bi-2-naphthol bis(trifluoromethanesulfonate), 97%, (S)-1,1′-Binaphthalene-2,2′-diyl bis(trifluoromethanesulfonate), (R)-(-)-1,1′-BI-2-NAPHTHOL BIS(TRIFLUOROMETHANESULFONATE), Methanesulfonic acid, 1,1,1-trifluoro-, 1,1′-[1,1′-binaphthalene]-2,2′-diyl ester, Methanesulfonic acid,1,1,1-trifluoro-,1,1′-[1,1′-binaphthalene]-2,2′-diyl ester, [1-[2-(trifluoromethylsulfonyloxy)naphthalen-1-yl]naphthalen-2-yl] tris(fluoranyl)methanesulfonate, trifluoromethanesulfonic acid [1-[2-(trifluoromethylsulfonyloxy)-1-naphthalenyl]-2-naphthalenyl] ester

This compound is extensively used as a chiral triflating agent in asymmetric synthesis, enabling the preparation of enantiomerically enriched intermediates. It is particularly valuable in catalytic asymmetric reactions, including C-C bond-forming processes and nucleophilic substitutions. Researchers employ it in pharmaceutical development for constructing complex chiral scaffolds with high stereocontrol. Its robust reactivity also makes it suitable for polymer and materials science applications requiring precise stereochemistry.

Safety and Hazards

GHS Hazard Statements

• H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
• H318 (100%): Causes serious eye damage [Danger Serious eye damage/eye irritation]

Precautionary Statements

• P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P405, and P501

Hazard Classes and Categories

• Skin Corr. 1B (100%)
• Eye Dam. 1 (100%)

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