1-[2-(trifluoromethanesulfonyloxy)naphthalen-1-yl]naphthalen-2-yl trifluoromethanesulfonate

• ChemBase ID: 93274
• Molecular Formular: C22H12F6O6S2
• Molecular Mass: 550.4474992
• Monoisotopic Mass: 549.99794942
• SMILES: O(c1c(c2c(cccc2)cc1)c1c2c(ccc1OS(=O)(=O)C(F)(F)F)cccc2)S(=O)(=O)C(F)(F)F
• Canonical SMILES: O=S(=O)(C(F)(F)F)Oc1ccc2c(c1c1c(ccc3c1cccc3)OS(=O)(=O)C(F)(F)F)cccc2
• 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
• InChIKey: OYJLCOSEYYZULE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[2-(trifluoromethanesulfonyloxy)naphthalen-1-yl]naphthalen-2-yl trifluoromethanesulfonate
• IUPAC Traditional name: 1-[2-(trifluoromethanesulfonyloxy)naphthalen-1-yl]naphthalen-2-yl trifluoromethanesulfonate
• Synonyms: (R)-1,1'-Binaphthalene-2,2'-diyl bis(trifluoromethanesulfonate); (R)-(-)-1,1'-Bi(2-naphthol) bis(trifluoromethanesulfonate); 1,1'-Binaphthyl-2,2'-diyl bis(trifluoromethanesulphonate); (S)-1,1'-Binaphthyl-2,2'-diyl bis(trifluoromethanesulphonate); (R)-1,1'-Binaphthyl-2,2'-diyl bis(trifluoromethanesulphonate); (R)-1,1′-Bi(2-naphthol) bis(trifluoromethanesulfonate); (R)-1,1′-Binaphthalene-2,2′-diyl bis(trifluoromethanesulfonate); (R)-(-)-1,1′-Bi-2-naphthol bis(trifluoromethanesulfonate); (S)-1,1′-Bi(2-naphthol) bis(trifluoromethanesulfonate); (S)-1,1′-Binaphthalene-2,2′-diyl bis(trifluoromethanesulfonate); (S)-(+)-1,1′-Bi-2-naphthol bis(trifluoromethanesulfonate); 1,1′-Bi-2-naphthol bis(trifluoromethanesulfonate); (S)-1,1'-Binaphthalene-2,2'-diyl bis(trifluoromethanesulfonate); (S)-(+)-1,1'-Bi(2-naphthol) bis(trifluoromethanesulfonate); (R)-1,1′-二(2-萘酚)双(三氟甲磺酸酯); (R)-1,1′-联萘-2,2′-二基双(三氟甲磺酸酯); (R)-(-)-1,1′-二-2-萘酚双(三氟甲磺酸酯); (S)-1,1′-二(2-萘酚)双(三氟甲磺酸酯); (S)-1,1′-联萘-2,2′-二基双(三氟甲磺酸酯); (S)-(+)-1,1′-二-2-萘酚双(三氟甲磺酸酯); 1,1′-二-2-萘酚双(三氟甲磺酸酯)

Database IDs

• CAS Number: 128544-05-8; 126613-06-7; 128575-34-8
• MDL Number: MFCD00274615
• Beilstein Number: 4282753; 3579131
• PubChem SID: 162079959; 24867612; 24873750; 24867053
• PubChem CID: 389883

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 8.020845
• LogD (pH = 7.4): 8.020845
• Log P: 8.020845
• Molar Refractivity: 114.4622 cm^3
• Polarizability: 48.17863 Å^3
• Polar Surface Area: 86.74 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 118-121 °C(lit.); 82-85 °C(lit.); 82-85°C; 83-85 °C(lit.); 83-85°C; 83-85°C
• Optical Rotation: [α]21/D +148°, c = 1 in chloroform; [α]23/D -146°, c = 1 in chloroform; +148 (c=1 in chloroform); -146 (c=1 in chloroform)

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Corrosive (C)
• UN Number: 1759; 3261; UN3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; III
• Risk Statements: 34
• Safety Statements: 20-26-36/37/39-45-60; 26-27-36/37/39-45; 26-36/37/39-45; 26-36/37/39-45-60
• TSCA Listed: 否
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314; H314-H318
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 1759 8/PG 2; UN 3261 8/PG 2

Product Information

• Purity: 97%
• Linear Formula: (CF3SO3C10H6-)2

DETAILS

Sigma Aldrich - 514292

Packaging
25 g in glass bottle

Sigma Aldrich - 431893

Application
Used as an intermediate in the preparation of chiral phosphine ligands1 for asymmetric synthesis.2
Packaging
1, 5 g in glass bottle

Sigma Aldrich - 440590

Packaging
1 g in glass bottle
Application
Used in the synthesis of heterobidentate ligands for asymmetric catalysis.1,2