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Merck
CN

764027

Sigma-Aldrich

[Bis(trifluoromethylsulfonyl)methyl]benzene

97%

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About This Item

Empirical Formula (Hill Notation):
C9H6F6O4S2
CAS Number:
Molecular Weight:
356.26
EC Number:
UNSPSC Code:
12352106
NACRES:
NA.22
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Assay

97%

form

solid

mp

101-103 °C

InChI

1S/C9H6F6O4S2/c10-8(11,12)20(16,17)7(6-4-2-1-3-5-6)21(18,19)9(13,14)15/h1-5,7H

InChI key

ZMWKYYJODBYKHO-UHFFFAOYSA-N

General description

Bis(trifluoromethylsulfonyl)methylbenzene (aryl bistriflylmethane) is a strong Brønsted acid with pKa values of 12.5 in CD3CO2D, 7.83 in CH3CN, and 2.0 in DMSO.

Application

Aryl bistriflylmethane can be used as a catalyst for the polymerization of epoxides. It can also be used in the protonation of organometallic species to promote a variety of processes such as reductive elimination, trimerization of alkynes, olefin isomerization, and hydroformylation reactions.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Leito, I.;
The Journal of Organic Chemistry, 63, 7868-7868 (1998)
Koppel, I. A.;
Journal of the Chemical Society. Perkin Transactions 1, 2, 1125-1125 (2000)
Robins, J.;
ACS Symp. Ser., 286, 263-263 (1985)
Rode, B. M.;
Zeitschrift fur Physikalische Chemie (Frankfurt am Main, Germany), 253, 17-17 (1973)
fluorochemical rhodium compounds
Siedle, A.;
Eur. Pat. Appl. (1984)

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