483869
5-(Trifluoromethyl)dibenzothiophenium tetrafluoroborate
97%
Sinónimos:
S-(Trifluoromethyl)dibenzothiophenium tetrafluoroborate, Umemoto reagent
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About This Item
Productos recomendados
Quality Level
assay
97%
mp
162-164 °C (lit.)
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_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Los clientes también vieron
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.
Construction of Trifluoromethyl-Bearing Quaternary Carbon Centers by Intramolecular Decarboxylative Allylation of α-Trifluoromethyl β-Keto Esters
Advanced Synthesis & Catalysis, 353, 2037-2041 (2011)
Journal of the American Chemical Society, 132(11), 3648-3649 (2010-02-27)
A Pd(II)-catalyzed C-H activation/trifluoromethylation of arenes with an electrophilic trifluoromethylation reagent using diverse heterocycle directing groups is reported. The presence of trifluoroacetic acid is crucial for this catalytic reaction.
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
Journal of the American Chemical Society, 134(29), 11948-11951 (2012-07-12)
A Pd(II)-catalyzed trifluoromethylation of ortho C-H bonds with an array of N-arylbenzamides derived from benzoic acids is reported. N-Methylformamide has been identified as a crucial promoter of C-CF(3) bond formation from the Pd center. X-ray characterization of the C-H insertion
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