(R)-[1,1'-Binaphthalene]-2,2'-diyl bis(trifluoromethanesulfonate)

Base Information

• Chemical Name: (R)-[1,1'-Binaphthalene]-2,2'-diyl bis(trifluoromethanesulfonate)
• CAS No.: 126613-06-7
• Molecular Formula: C₂₂H₁₂F₆O₆S₂
• Molecular Weight: 550.456
• Hs Code.: 29072990
• European Community (EC) Number: 603-149-5,603-279-2,603-283-4
• NSC Number: 686511
• DSSTox Substance ID: DTXSID10155257
• Nikkaji Number: J483.724J,J2.180.083J,J3.596.333B
• Wikidata: Q72443508
• ChEMBL ID: CHEMBL1984394
• Mol file: 126613-06-7.mol

Synonyms:126613-06-7;128544-05-8;(R)-[1,1'-Binaphthalene]-2,2'-diyl bis(trifluoromethanesulfonate);128575-34-8;(S)-[1,1'-Binaphthalene]-2,2'-diyl bis(trifluoromethanesulfonate);(R)-(-)-1,1'-Bi-2-naphthol bis(trifluoromethanesulfonate);(S)-(+)-1,1'-Bi-2-naphthol bis(trifluoromethanesulfonate);1,1'-Bi-2-naphthol bis(trifluoromethanesulfonate);[1,1'-binaphthalene]-2,2'-diyl bis(trifluoromethanesulfonate);(R)-(-)-1,1'-Binaphthol-2,2'-bis(trifluoromethanesulfonate);C22H12F6O6S2;MFCD00274615;NSC686511;(R)-1,1'-Binaphthyl-2,2'-diyl bis(trifluoromethane)sulphonate;NSC 686511;[1-[2-(trifluoromethylsulfonyloxy)naphthalen-1-yl]naphthalen-2-yl] trifluoromethanesulfonate;Methanesulfonic acid, trifluoro-, (1,1'-binaphthalene)-2,2'-diyl ester;(R)-(-)-1,1'-Binaphthyl-2,2'-diyl Bis(trifluoromethanesulfonate);(S)-(+)-1,1/'-Binaphthol-2,2/'-bis(trifluoromethanesulfonate);(S)-[1,1-Binaphthalene]-2,2-diyl bis(trifluoromethanesulfonate);(R)-(-)-1,1/'-Binaphthol-2,2/'-bis(trifluoromethanesulfonate);(S)-(+)-1,1'-Binaphthol-2,2'-bis(trifluoromethanesulfonate);1,1/'-Bi-2-naphthol bis(trifluoromethanesulfonate);Methanesulfonic acid, trifluoro-, [1,1'-binaphthalene]-2,2'-diyl ester;WITHAFERINA;(S)-(+)-1,1-Binaphthol-2,2-Bis(Trifluoromethanesulfonate);SCHEMBL635407;(S)-1,1'-Bi(2-naphthol) bis(trifluoromethanesulfonate);CHEMBL1984394;1,1'-binaphthyl-2,2'-diyl bis(trifluoromethanesulfonate);DTXSID10155257;AMY28646;BCP32264;AKOS015889276;AC-8072;AC-8073;CS-W013808;NSC-686511;SC11845;[1-[2-(trifluoromethylsulfonyloxy)-1-naphthyl]-2-naphthyl] trifluoromethanesulfonate;BS-14878;NCI60_031201;5-ACETYL-INDOLE-3-CARBOXYLIC ACID;B2230;B2231;CS-0031304;FT-0605118;FT-0605289;FT-0606059;J3.596.333B;D88910;E77910;F81722;A805576;A805844;A805933;A889009;1,1'-Bi[2-(trifluoromethylsulfonyloxy)naphthalene];J-005408;J-005606;J-005609;1,1'-Bi-2-naphthol bis(trifluoromethanesulfonate), 97%;2,2'-bis(trifluoromethanesulfonyl-oxy)-1,1'-binaphthyl;2,2'-bis(trifluoromethanesulfonyloxy)-1,1'-binaphthyl;2,2'-bis(trifluoromethanesulfonyloxy)-1,1'-binaphthalene;(aR)-2,2'-Bis(trifluoromethylsulfonyloxy)-1,1'-binaphthalene;(R)-(-)-1,1''-Bi-2-naphthol bis(trifluoromethanesulfonate);(aS)-1,1'-Binaphthalene-2,2'-diyl=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'-Binaphthyl-2,2'-diyl Bis(trifluoromethanesulfonate);(S)-1,1'-Binaphthalene-2,2'-diyl bis(trifluoromethanesulfonate);(R)-(-)-1,1\'-BI-2-NAPHTHOL BIS(TRIFLUOROMETHANESULFONATE);1,1 inverted exclamation marka-Bi-2-naphthol bis(trifluoromethanesulfonate);Methanesulfonic acid, 1,1,1-trifluoro-, 1,1'-(1S)-[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

Chemical Property of (R)-[1,1'-Binaphthalene]-2,2'-diyl bis(trifluoromethanesulfonate)

Chemical Property:

• Appearance/Colour: white powder
• Melting Point: 83-85 °C(lit.)
• Boiling Point: 578.8 °C at 760 mmHg
• Flash Point: 303.9 °C
• PSA: 103.50000
• Density: 1.591 g/cm₃
• LogP: 8.27840
• Storage Temp.: Sealed in dry,Room Temperature
• Sensitive.: moisture sensitive
• Water Solubility.: Insoluble
• XLogP3: 7.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 5
• Exact Mass: 549.99794942
• Heavy Atom Count: 36
• Complexity: 905

Purity/Quality:

97% ^*data from raw suppliers

(R)-[1,1''-Binaphthalene]-2,2''-diylBis(trifluoromethanesulfonate) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, C
• Hazard Codes: C,Xi
• Statements: 34
• Safety Statements: 26-36/37/39-45-27

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical 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
• Uses: (R)-(?)-1,1′-Bi-2-naphthol bis(trifluoromethanesulfonate) can be used:In the synthesis of heterobidentate ligands for asymmetric catalysis.To prepare 2-(diphenylphosphino)-2′-alkoxy-1,1′-binaphthyls by reacting with bis(aryl) phosphonic acids.As a starting material for the synthesis of binaphthyl based rhodium catalysts used in the hydrogenation of styrene.

Technology Process of (R)-[1,1'-Binaphthalene]-2,2'-diyl bis(trifluoromethanesulfonate)

There total 19 articles about (R)-[1,1'-Binaphthalene]-2,2'-diyl bis(trifluoromethanesulfonate) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

trifluoromethylsulfonic anhydride (358-23-6) + (S)-[1,1']-binaphthalenyl-2,2'-diol (18531-99-2) → (S)-2,2'-bis((trifluoromethanesulfonyl)oxy)-1,1'-binaphthyl (126613-06-7,128544-05-8,128575-34-8,141807-44-5)

Guidance literature:

With triethylamine; In dichloromethane; at -78 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.3390/molecules17055626

Reference yield: 100.0%

trifluoromethylsulfonic anhydride (358-23-6) + 1,1'-bi-2-naphthol (602-09-5) → (+/-)-2,2'-bis(trifluoromethanesulfonyloxy)-1,1-binaphthyl (141807-44-5,126613-06-7,128544-05-8,128575-34-8)

Guidance literature:

With pyridine; In dichloromethane; at 0 ℃; for 6h;

DOI:10.1021/jo00059a059

Reference yield: 100.0%

trifluoromethylsulfonic anhydride (358-23-6) + (R)-1,1'-Bi-2-naphthol (18531-94-7) → (R)-(-)-1,1'-bi-2-naphthol triflate (128544-05-8,128575-34-8,141807-44-5,126613-06-7)

Guidance literature:

With 2,6-dimethylpyridine;

DOI:10.1016/j.tetlet.2005.04.036

upstream raw materials:

trifluoromethylsulfonic anhydride

(S)-[1,1']-binaphthalenyl-2,2'-diol

Trifluoromethanesulfonyl fluoride

(+/-)-2,2'-bis(trifluoromethanesulfonyloxy)-1,1-binaphthyl

Downstream raw materials:

(S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine)

1,1′-binaphthalene-2,2′-diylbis[bis(4-methylphenyl)phosphine]

(S)-2,2'-bis-1,1'-binaphthyl

(S)-2,2'-bis-1,1'-binaphthyl