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904473

Sigma-Aldrich

4-Cyano-N-(trifluoromethoxy)pyridinium triflimide

≥95%

Synonym(s):

4-Cyano-1-(trifluoromethoxy)pyridin-1-ium bis((trifluoromethyl)sulfonyl)amide, Togni trifluoromethoxylation reagent

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About This Item

Empirical Formula (Hill Notation):
C9H4F9N3O5S2
CAS Number:
2242839-02-5
Molecular Weight:
469.26
UNSPSC Code:
12352101

Assay

≥95%

form

powder

storage temp.

2-8°C

Application

4-Cyano-N-(trifluoromethoxy)pyridinium triflimide is a bench-stable trifluoromethoxylation reagent developed in the Togni lab. Under irradiation with visible-light in the presence of a photocatalyst, N-O bond cleavage results in an OCF3 radical capable of arene C-H functionalization, providing trifluoromethoxy ethers.

Other Notes

Radical Trifluoromethoxylation of Arenes Triggered by a Visible-Light-Mediated N-O Bond Redox Fragmentation

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Benson J Jelier et al.
Angewandte Chemie (International ed. in English), 57(42), 13784-13789 (2018-06-22)
A simple trifluoromethoxylation method enables non-directed functionalization of C-H bonds on a range of substrates, providing access to aryl trifluoromethyl ethers. This light-driven process is distinctly different from conventional procedures and occurs through an OCF3 radical mechanism mediated by a

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