Trifluoronitrosomethane

Trifluoronitrosomethane
Names
	IUPAC name Trifluoronitrosomethane
	Other names Trifluoro-nitrosomethane; Trifluoro-nitroso-methane; Nitrosotrifluoromethane
Identifiers
CAS Number	334-99-6 ;
ChemSpider	60949 ;
ECHA InfoCard	100.005.804
PubChem CID	67630;
CompTox Dashboard (EPA)	DTXSID3073896 ;
	InChI InChI=1S/CF3NO/c2-1(3,4)5-6 Key: PGOMVYSURVZIIW-UHFFFAOYSA-N;
Properties
Chemical formula	CF3NO
Molar mass	99.012 g/mol
Appearance	Deep blue gas
Melting point	−196.6 °C (−321.9 °F; 76.5 K)
Boiling point	−85 °C (−121 °F; 188 K)
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	highly toxic and reactive
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Trifluoronitrosomethane (commonly abbreviated TFNM) is a highly reactive and toxic halomethane. Its distinctive deep blue colour is unusual for a gas.

History

Trifluoronitrosomethane was synthesized for the first time in 1936 by Otto Ruff and Manfred Giese at the University of Wrocław.^[1] It was created through the fluorination of silver cyanide in the presence of silver nitrate and silver oxide.

Production

Trifluoronitrosomethane can be produced from the reaction of trifluoroiodomethane and nitric oxide under a UV light with a yield of up to 90% in normal pressure. The reaction results in the creation of mercury.^[2]^[3]^[4]

References

^ O. Ruff und M. Giese: Das Trifluor-nitroso-methan, CF3NO (III.) In: Ber dtsch Chem Ges 69, 1936, S. 684–689. doi:10.1002/cber.19360690411
^ A. Senning: N-, 0-, AND S-trihalomethyl compounds. In: Chemical Reviews 65, 1964, S. 385–412.
^ C. W. Taylor u. a.: The Preparation of Polyfluoronitrosoalkanes from Nitrosyl Polyfluoroacylates. In: The Journal of organic chemistry 27, 1962, S. 1064–1066. doi:10.1021/jo01050a523
^ J. D. Park u. a.: Preparation of Perfluoronitrosoalkanes. Reaction of Trifluoroacetic Anhydride with Nitrosyl Chloride. In: The Journal of organic chemistry 27, 1962, S. 1642. doi:10.1021/jo01051a519

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[1] O. Ruff und M. Giese: Das Trifluor-nitroso-methan, CF3NO (III.) In: Ber dtsch Chem Ges 69, 1936, S. 684–689. doi:10.1002/cber.19360690411

[cr-2] A. Senning: N-, 0-, AND S-trihalomethyl compounds. In: Chemical Reviews 65, 1964, S. 385–412.

[3] C. W. Taylor u. a.: The Preparation of Polyfluoronitrosoalkanes from Nitrosyl Polyfluoroacylates. In: The Journal of organic chemistry 27, 1962, S. 1064–1066. doi:10.1021/jo01050a523

[4] J. D. Park u. a.: Preparation of Perfluoronitrosoalkanes. Reaction of Trifluoroacetic Anhydride with Nitrosyl Chloride. In: The Journal of organic chemistry 27, 1962, S. 1642. doi:10.1021/jo01051a519

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