Perfluoromethyldecalin is a fluorocarbon liquid—a perfluorinated derivative of the hydrocarbon methyldecalin. It is chemically and biologically inert. It is mainly of interest as a blood substitute, exploiting the high solubility of air in this solvent.[1]
Most commercially available perfluoromethyldecalin consists of both perfluoro-1-methyldecalin and perfluoro-2-methyldecalin. Each structural isomer has its own CAS registry number (RN). The mixture also has a unique RN. The two isomers are chemically and physically very similar.
Manufacture
Perfluoromethyldecalin can be manufactured by the Fowler process, which involves moderating the action of elemental fluorine with cobalt fluoride in the gas phase from methylnaphthalene. Methylnaphthalene is preferred as the starting material vs methyldecalin as is consumes less fluorine.[2]
Properties
Perfluoromethyldecalin is chemically inert and thermally stable (to over 400 °C). It is non-toxic,[3] so much so that it has been widely evaluated as a blood substitute.
It is a colorless liquid, with a relatively high density, low viscosity, and low surface tension that evaporates rapidly for a compounds with its high molecular weight. It is a relatively good solvent for gases, but a poor solvent for solids and liquids.[4]
In common with other cyclic perfluorocarbons, perfluorodecalin can be detected at extremely low concentrations; it has therefore been proposed for use as a perfluorocarbon tracer.[5] Its higher boiling makes it suitable for use in water flow.[6]
^Begley P.; Foulger B.; Simmonds P. (1988). "Femtogram detection of perfluorocarbon tracers using capillary gas chromatography-electron-capture negative ion chemical ionisation mass spectrometry". J. Chromatogr. 445 (1): 119–128. doi:10.1016/s0021-9673(01)84513-1. PMID 3215967.
^Fogelqvist E, Krysell M, Öhman P (1989). "Evaluation of perfluoromethyldecalin as a deliberate tracer for the study of water mixing processes". Marine Chemistry. 26 (4): 339–349. doi:10.1016/0304-4203(89)90039-x.
January 07, 2023
perfluoromethyldecalin, fluorocarbon, liquid, perfluorinated, derivative, hydrocarbon, methyldecalin, chemically, biologically, inert, mainly, interest, blood, substitute, exploiting, high, solubility, this, solvent, perfluoro, methyldecalin, perfluoro, methyl. Perfluoromethyldecalin is a fluorocarbon liquid a perfluorinated derivative of the hydrocarbon methyldecalin It is chemically and biologically inert It is mainly of interest as a blood substitute exploiting the high solubility of air in this solvent 1 Perfluoromethyldecalin Perfluoro 1 methyldecalin Perfluoro 2 methyldecalinNamesIUPAC names 1 methyl 1 1 2 2 3 3 4 4 4a 5 5 6 6 7 7 8 8a heptadecafluorodecahydro 8 trifluoromethyl naphthalene2 methyl 1 1 2 2 3 3 4 4 4a 5 5 6 6 7 8 8 8a heptadecafluorodecahydro 7 trifluoromethyl naphthaleneOther names Flutec PP9IdentifiersCompoundsMixture1 methyl Perfluoro 1 methyldecalin2 methyl Perfluoro 2 methyldecalinCAS Number Mixture 51294 16 7 Y1 methyl 306 92 3 Y2 methyl 306 95 6 Y3D model JSmol 1 methyl Interactive image2 methyl Interactive imageChemSpider Mixture 17340230 YECHA InfoCard 100 005 630EC Number Mixture 206 191 9PubChem CID Mixture 39977UNII Mixture VWJ68OB6TMCompTox Dashboard EPA Mixture DTXSID30897561InChI 1 methyl InChI 1S C11F20 c12 1 2 13 6 19 20 10 27 28 9 25 26 4 1 15 16 5 17 18 8 23 24 7 21 22 3 1 14 11 29 30 31Key LWRNQOBXRHWPGE UHFFFAOYSA N2 methyl InChI 1S C12F22 c13 1 2 14 11 29 30 31 4 16 12 32 33 34 8 23 24 6 19 20 3 1 15 7 21 22 10 27 28 9 25 26 5 1 17 18Key UYXKOSTWUQXOMT UHFFFAOYSA NSMILES 1 methyl FC1 C F C2 C F C F C F C F C2 C F C1 F F F F F F F F F C F F F F2 methyl FC F F C1 F C F F C2 F C F F C F F C F F C F F C2 F C F F C1 F FPropertiesChemical formula C 11F 20Molar mass 512 089 g mol 1Appearance Clear colorless liquidDensity 1 972 g mLMelting point 70 C 94 F 203 K Boiling point 160 C 320 F 433 K Solubility in water 10 ppmHazardsOccupational safety and health OHS OSH Main hazards NoneFlash point NoneAutoignitiontemperature NoneExcept where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox references Contents 1 Structural Isomers 2 Manufacture 3 Properties 4 ReferencesStructural Isomers EditMost commercially available perfluoromethyldecalin consists of both perfluoro 1 methyldecalin and perfluoro 2 methyldecalin Each structural isomer has its own CAS registry number RN The mixture also has a unique RN The two isomers are chemically and physically very similar Manufacture EditPerfluoromethyldecalin can be manufactured by the Fowler process which involves moderating the action of elemental fluorine with cobalt fluoride in the gas phase from methylnaphthalene Methylnaphthalene is preferred as the starting material vs methyldecalin as is consumes less fluorine 2 Properties EditPerfluoromethyldecalin is chemically inert and thermally stable to over 400 C It is non toxic 3 so much so that it has been widely evaluated as a blood substitute It is a colorless liquid with a relatively high density low viscosity and low surface tension that evaporates rapidly for a compounds with its high molecular weight It is a relatively good solvent for gases but a poor solvent for solids and liquids 4 In common with other cyclic perfluorocarbons perfluorodecalin can be detected at extremely low concentrations it has therefore been proposed for use as a perfluorocarbon tracer 5 Its higher boiling makes it suitable for use in water flow 6 Other applications include use as a heat transfer agent and a dielectric fluid References Edit Siegemund G Schwertfeger W Feiring A Smart B Behr F Vogel H McKusick B Fluorine Compounds Organic Ullmann s Encyclopedia of Industrial Chemistry Weinheim Wiley VCH doi 10 1002 14356007 a11 349 Sandford G 2003 Perfluoroalkanes Tetrahedron 59 4 437 454 doi 10 1016 s0040 4020 02 01568 5 FLUTEC PP9 F2 Chemicals Solubility in Liquids PDF F2 Chemicals Begley P Foulger B Simmonds P 1988 Femtogram detection of perfluorocarbon tracers using capillary gas chromatography electron capture negative ion chemical ionisation mass spectrometry J Chromatogr 445 1 119 128 doi 10 1016 s0021 9673 01 84513 1 PMID 3215967 Fogelqvist E Krysell M Ohman P 1989 Evaluation of perfluoromethyldecalin as a deliberate tracer for the study of water mixing processes Marine Chemistry 26 4 339 349 doi 10 1016 0304 4203 89 90039 x Retrieved from https en wikipedia org w index php title Perfluoromethyldecalin amp oldid 1057895610, wikipedia, wiki, book, books, library,
