- Cyanuric fluoride
Cyanuric fluoride Identifiers CAS number PubChem ChemSpider Jmol-3D images Image 1 Properties Molecular formula C3F3N3 Molar mass 135.047 g/mol Appearance colourless liquid Density 1.574 g/cm3 Melting point
Hazards R-phrases , , S-phrases , , , Related compounds Related compounds cyanuric acid, cyanuric chloride (what is: /?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Cyanuric fluoride or 2,4,6-trifluoro-1,3,5-triazine is a chemical compound with the formula (CNF)3. It is a colourless, pungent liquid. It has been used as a precursor for fibre-reactive dyes, as a specific reagent for tyrosine residues in enzymes, and as a fluorinating agent.
Preparation and reactions
Cyanuric fluoride hydrolyses easily to cyanuric acid and it reacts more readily with nucleophiles than cyanuric chloride. Pyrolysis of cyanuric fluoride at 1300 °C is a way to prepare cyanogen fluoride:
- (CNF)3 → 3 CNF.
- ^ "Fluorinated aromatic compounds". Kirk-Othmer Encyclopedia of Chemical Technology. 11. Wiley-Interscience. 1994. pp. 608.
- ^ Abe F. Maxwell, John S. Fry & Lucius A. Bigelow (1958). "The Indirect Fluorination of Cyanuric Chloride". Journal of American Chemical Society 80 (3): 548. doi:10.1021/ja01536a010.
- ^ a b Daniel W. Grisley, Jr, E. W. Gluesenkamp & S. Allen Heininger (1958). "Reactions of Nucleophilic Reagents with Cyanuric Fluoride and Cyanuric Chloride". Journal of Organic Chemistry 23 (11): 1802. doi:10.1021/jo01105a620.
- ^ C. W. Tullock & D. D. Coffman (1960). "Synthesis of Fluorides by Metathesis with Sodium Fluoride". Journal of Organic Chemistry 25 (11): 2016. doi:10.1021/jo01081a050.
- ^ Steffen Groß, Stephan Laabs, Andreas Scherrmann, Alexander Sudau, Nong Zhang & Udo Nubbemeyer (2000). "Improved Syntheses of Cyanuric Fluoride and Carboxylic Acid Fluorides". Journal für praktische Chemie 342 (7): 711. doi:10.1002/1521-3897(200009)342:7<711::AID-PRAC711>3.0.CO;2-M.
- ^ George A. Olah, Masatomo Nojima & Istvan Kerekes (1973). "Synthetic Methods and Reactions; IV. Fluorination of Carboxylic Acids with Cyanuric Fluoride". Synthesis 1973 (08): 487. doi:10.1055/s-1973-22238.
- ^ Barda, David A. (2005). "Cyanuric Fluoride". Encyclopedia of Reagents for Organic Synthesis. John Wiley & Sons. pp. 77. doi:10.1002/047084289X.rn00043.
- ^ F. S. Fawcett & R. D. Lipscomb (1964). "Cyanogen Fluoride: Synthesis and Properties". Journal of American Chemical Society 86 (13): 2576. doi:10.1021/ja01067a011.
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