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Merck

901466

Mes-Umemoto reagent

≥95%

동의어(들):

Dimesityl(trifluoromethyl)sulfonium trifluoromethanesulfonate, MacMillan trifluoromethylation reagent, dMesSCF3 reagent

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크기 선택

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제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):
C20H22F6O3S2
CAS 번호:
Molecular Weight:
488.51
MDL number:
UNSPSC Code:
12161600
NACRES:
NA.22
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Quality Level

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)


저장 등급

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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시험 성적서(COA)

Lot/Batch Number

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문서 라이브러리 방문



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



국제 무역 품목 번호

SKUGTIN
901466-1G04061835508242
901466-250MG04061835503506