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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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Deleterious substance

JAN Code

904473-BULK:
904473-250MG:4548173368337
904473-1G:4548173368320
904473-VAR:

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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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