8-(trifluoromethyl)-8-thiatricyclo[7.4.0.0^{2,7}]trideca-1(9),2(7),3,5,10,12-hexaen-8-ium trifluoromethanesulfonate

• ChemBase ID: 93245
• Molecular Formular: C14H8F6O3S2
• Molecular Mass: 402.3319392
• Monoisotopic Mass: 401.98190544
• SMILES: S(=O)(=O)(C(F)(F)F)[O-].[S+]1(c2c(cccc2)c2c1cccc2)C(F)(F)F
• Canonical SMILES: [O-]S(=O)(=O)C(F)(F)F.FC([S+]1c2ccccc2c2c1cccc2)(F)F
• InChI: InChI=1S/C13H8F3S.CHF3O3S/c14-13(15,16)17-11-7-3-1-5-9(11)10-6-2-4-8-12(10)17;2-1(3,4)8(5,6)7/h1-8H;(H,5,6,7)/q+1;/p-1
• InChIKey: QXXHXTRTGZBOGD-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-(trifluoromethyl)-8-thiatricyclo[7.4.0.0^{2,7}]trideca-1(9),2(7),3,5,10,12-hexaen-8-ium trifluoromethanesulfonate; 8-(trifluoromethyl)-8-thiatricyclo[7.4.0.0^2,^7]trideca-1(13),2,4,6,9,11-hexaen-8-ium trifluoromethanesulfonate
• IUPAC Traditional name: 8-(trifluoromethyl)-8-thiatricyclo[7.4.0.0^{2,7}]trideca-1(9),2(7),3,5,10,12-hexaen-8-ium triflate; 8-(trifluoromethyl)-8-thiatricyclo[7.4.0.0^2,^7]trideca-1(13),2,4,6,9,11-hexaen-8-ium triflate
• Synonyms: S-(Trifluoromethyl)dibenzothiophenium trifluoromethanesulphonate; S-(Trifluoromethyl)dibenzothiophenium triflate; S-(Trifluoromethyl)dibenzothiophenium trifluoromethanesulfonate; 5-(Trifluoromethyl)dibenzothiophenium trifluoromethanesulfonate; 5-(三氟甲基)二苯并噻吩鎓三氟甲磺酸盐

Database IDs

• CAS Number: 129946-88-9
• MDL Number: MFCD00236132
• PubChem SID: 24871923; 162079930
• PubChem CID: 2777507

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 3.630507
• LogD (pH = 7.4): 3.630507
• Log P: 3.630507
• Molar Refractivity: 61.5583 cm^3
• Polarizability: 24.794085 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 150 °C(lit.); 155°C

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C14H8F6O3S2

DETAILS

Apollo Scientific Ltd - PC0512

Trifluoromethylating agent. Technical bulletin available

Sigma Aldrich - 483877

Packaging
1 g in glass bottle
Application

• Pd(II)-catalyzed trifluoromethylation1
• Electrophilic trifluoromethylation in ionic liquids2
• Used in the stereoselective preparation of trifluoromethylalkynes by trifluoromethylation of terminal alkynes using Umemoto′s reagent and a copper catalyst3,4