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Merck
CN

904473

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:
Molecular Weight:
469.26
UNSPSC Code:
12352101
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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.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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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