8-(trifluoromethyl)-8-thiatricyclo[7.4.0.02,7]trideca-1(13),2,4,6,9,11-hexaen-8-ium; tetrafluoroboranuide

• ChemBase ID: 97458
• Molecular Formular: C13H8BF7S
• Molecular Mass: 340.0674424
• Monoisotopic Mass: 340.0327992
• SMILES: [S+]1(c2c(cccc2)c2c1cccc2)C(F)(F)F.[B-](F)(F)(F)F
• Canonical SMILES: FC([S+]1c2ccccc2c2c1cccc2)(F)F.F[B-](F)(F)F
• InChI: InChI=1S/C13H8F3S.BF4/c14-13(15,16)17-11-7-3-1-5-9(11)10-6-2-4-8-12(10)17;2-1(3,4)5/h1-8H;/q+1;-1
• InChIKey: VTVISWLINKWMQZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-(trifluoromethyl)-8-thiatricyclo[7.4.0.0^2,^7]trideca-1(13),2,4,6,9,11-hexaen-8-ium; tetrafluoroboranuide; 8-(trifluoromethyl)-8-thiatricyclo[7.4.0.0^{2,7}]trideca-1(9),2(7),3,5,10,12-hexaen-8-ium; tetrafluoroboranuide
• IUPAC Traditional name: 8-(trifluoromethyl)-8-thiatricyclo[7.4.0.0^2,^7]trideca-1(13),2,4,6,9,11-hexaen-8-ium tetrafluoroborate; 8-(trifluoromethyl)-8-thiatricyclo[7.4.0.0^{2,7}]trideca-1(9),2(7),3,5,10,12-hexaen-8-ium tetrafluoroborate
• Synonyms: 5-(Trifluoromethyl)dibenzothiophenium tetrafluoroborate; Umemoto's reagent; S-(Trifluoromethyl)dibenzothiophenium tetrafluoroborate 98%; 5-(三氟甲基)二苯并噻吩鎓四氟硼酸盐

Database IDs

• CAS Number: 131880-16-5
• MDL Number: MFCD01073545
• PubChem SID: 162084065; 24871922
• PubChem CID: 2777504

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: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 162-164 °C(lit.); 171-172°C
• Flash Point: none°C

Safety Information

• Storage Warning: Irritant
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C13H8BF7S

DETAILS

Apollo Scientific Ltd - PC4578

Reagent for trifluoromethylation of nucleophilicorganic compounds. Ask for technical literature

Sigma Aldrich - 483869

Packaging
1 g in glass bottle
Application

• Pd(II)-catalyzed trifluoromethylation1
• Copper-catalyzed trifluoromethylation of aryl boronic acids using a Collidine as a trifluoromethylating reagent2
• Pd-catalyzed electrophilic ortho-trifluoromethylation of arenes3 Used in the stereoselective preparation of
• Trifluoromethyl-substituted alkenes via copper-catalyzed trifluoromethylation of terminal alkenes4
• Trifluoromethyl-bearing quaternary carbon centers by Pd-catalyzed intramolecular decarboxylative allylation of α-trifluoromethyl β-keto esters5