483869
5-(Trifluoromethyl)dibenzothiophenium tetrafluoroborate
97%
Synonym(s):
S-(Trifluoromethyl)dibenzothiophenium tetrafluoroborate, Umemoto reagent
Sign In to View Organizational & Contract Pricing.
Select a Size
Change View
About This Item
Empirical Formula (Hill Notation):
C13H8BF7S
CAS Number:
Molecular Weight:
340.07
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352101
MDL number:
Assay:
97%
Quality Level
assay
97%
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)
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Related Content
Baran Reagents - FAQ
Construction of Trifluoromethyl-Bearing Quaternary Carbon Centers by Intramolecular Decarboxylative Allylation of α-Trifluoromethyl β-Keto Esters
Shibata, N.; et al.
Advanced Synthesis & Catalysis, 353, 2037-2041 (2011)
Jun Xu et al.
Journal of the American Chemical Society, 133(39), 15300-15303 (2011-09-15)
An unprecedented type of reaction for Cu-catalyzed trifluoromethylation of terminal alkenes is reported. This reaction represents a rare instance of catalytic trifluoromethylation through C(sp(3))-H activation. It also provides a mechanistically unique example of Cu-catalyzed allylic C-H activation/functionalization. Both experimental and
Jun Xu et al.
Chemical communications (Cambridge, England), 47(14), 4300-4302 (2011-03-08)
A copper-catalyzed process for trifluoromethylation of aryl, heteroaryl, and vinyl boronic acids has been developed. The reaction is conducted under mild conditions and shows tolerance to moisture and a variety of functional groups.
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 483869-1G | 04061832390208 |