901466
Mes-Umemoto reagent
≥95%
Synonym(s):
Dimesityl(trifluoromethyl)sulfonium trifluoromethanesulfonate, MacMillan trifluoromethylation reagent, dMesSCF3 reagent
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About This Item
Empirical Formula (Hill Notation):
C20H22F6O3S2
CAS Number:
Molecular Weight:
488.51
MDL number:
UNSPSC Code:
12161600
NACRES:
NA.22
Quality Segment
assay
≥95%
form
powder
reaction suitability
reagent type: catalyst
reaction type: Photocatalysis
functional group
fluoro, thioether, triflate
storage temp.
−20°C
SMILES string
FC(F)(F)[S+](c2c(cc(cc2C)C)C)c1c(cc(cc1C)C)C.FC(F)(F)[S](=O)(=O)[O-]
InChI
1S/C19H22F3S.CHF3O3S/c1-11-7-13(3)17(14(4)8-11)23(19(20,21)22)18-15(5)9-12(2)10-16(18)6;2-1(3,4)8(5,6)7/h7-10H,1-6H3;(H,5,6,7)/q+1;/p-1
InChI key
HAYTWACXJNSBRL-UHFFFAOYSA-M
Application
Under a dual catalytic copper/photoredox manifold, the Mes-Umemoto reagent has been demonstrated by the MacMillan lab to be an excellent reagent for the trifluoromethylation of alkyl halides and aryl halides to yield alkyl-CF3 and aryl-CF3 in high yields. In both cases, these reactions exhibit wide substrate scope with good functional group tolerance. More specifically, a variety of 5-membered and 6-membered heteroaryl halides can be readily converted to the corresponding trifluoromethylheteroarenes under mild conditions. To be use in conjunction with supersilanol (902489) and Ir photocatalyst (902217 or 902225).
Product can be used with our line of photoreactors: Including Penn PhD (Z744035) & SynLED 2.0 (Z744080)
Product can be used with our line of photoreactors: Including Penn PhD (Z744035) & SynLED 2.0 (Z744080)
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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