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483869

5-(Trifluoromethyl)dibenzothiophenium tetrafluoroborate

97%

Synonym(s):

S-(Trifluoromethyl)dibenzothiophenium tetrafluoroborate, Umemoto reagent

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About This Item

Empirical Formula (Hill Notation):
C13H8BF7S
CAS Number:
131880-16-5
Molecular Weight:
340.07
NACRES:
NA.22
PubChem Substance ID:
24871922
UNSPSC Code:
12352101
MDL number:
MFCD01073545
Assay:
97%
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Quality Segment

100

assay

97%

reaction suitability

reaction type: Halogenations

mp

162-164 °C (lit.)

functional group

fluoro

SMILES string

F[B-](F)(F)F.FC(F)(F)[S+]1c2ccccc2-c3ccccc13

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

InChI key

VTVISWLINKWMQZ-UHFFFAOYSA-N

Application

  • Pd(II)-catalyzed trifluoromethylation
  • Copper-catalyzed trifluoromethylation of aryl boronic acids using a Collidine as a trifluoromethylating reagent
  • Pd-catalyzed electrophilic ortho-trifluoromethylation of arenes

Used in the stereoselective preparation of
  • Trifluoromethyl-substituted alkenes via copper-catalyzed trifluoromethylation of terminal alkenes
  • Trifluoromethyl-bearing quaternary carbon centers by Pd-catalyzed intramolecular decarboxylative allylation of α-trifluoromethyl β-keto esters

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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