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Mes-Umemoto reagent

ALDRICH/901466 - ≥95%

Synonym: Dimesityl(trifluoromethyl)sulfonium trifluoromethanesulfonate; MacMillan trifluoromethylation reagent; dMesSCF3 reagent

CAS Number: 1895006-01-5
Empirical Formula (Hill Notation): C20H22F6O3S2
Molecular Weight: 488.51
MDL Number: MFCD31619197
Linear Formula: C20H22F6O3S2
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-901466-250MG 250 mg
 $248.00
1/EA		 Add To Favorites
45-901466-1G 1 g
 $635.00
1/EA		 Add To Favorites

 

assay ≥95%
form powder
functional group fluoro
  thioether
  triflate
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
Quality Level 100 
reaction suitability reagent type: catalyst
reaction type: Photocatalysis
SMILES string FC(F)(F)[S+](c2c(cc(cc2C)C)C)c1c(cc(cc1C)C)C.FC(F)(F)[S](=O)(=O)[O-]
storage temp. −20°C
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 )
Other Notes: A radical approach to the copper oxidative addition problem:Trifluoromethylation of bromoarenes 
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥95%
Storage Temp. −20°C
UNSPSC 12161600

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