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901466

Sigma-Aldrich

Mes-Umemoto reagent

≥95%

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Synonym(s):
Dimesityl(trifluoromethyl)sulfonium trifluoromethanesulfonate, MacMillan trifluoromethylation reagent, dMesSCF3 reagent
Empirical Formula (Hill Notation):
C20H22F6O3S2
CAS Number:
Molecular Weight:
488.51

Quality Level

assay

≥95%

form

powder

reaction suitability

reagent type: catalyst
reaction type: Photocatalysis

storage temp.

−20°C

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488712226084483869
Mes-Umemoto reagent ≥95%

901466

Mes-Umemoto reagent

Trimethyl(trifluoromethyl)silane 99%

488712

Trimethyl(trifluoromethyl)silane

assay

≥95%

assay

99%

assay

97%

assay

97%

form

powder

form

-

form

powder

form

-

Quality Level

100

Quality Level

-

Quality Level

-

Quality Level

100

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

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)

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Customers Also Viewed

Shi-Meng Wang et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 22(19), 6542-6546 (2016-03-08)
A Pd-catalyzed Suzuki cross-coupling of arylboronic acids with Yagupolskii-Umemoto reagents was explored. In contrary to trifluoromethylations, the Pd-catalyzed reaction of R-B(OH)2 and [Ar2 SCF3 ](+) [OTf](-) provided the arylation products (R-Ar) in good to high yields. The reaction confirms that
Chip Le et al.
Science (New York, N.Y.), 360(6392), 1010-1014 (2018-06-02)
Transition metal-catalyzed arene functionalization has been widely used for molecular synthesis over the past century. In this arena, copper catalysis has long been considered a privileged platform due to the propensity of high-valent copper to undergo reductive elimination with a

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