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ChemicalBook CAS DataBase List Heptafluoroisopropyl iodide
677-69-0

Heptafluoroisopropyl iodide synthesis

6synthesis methods
Heptafluoroisopropyl iodide can be used as organic synthesis intermediate and pharmaceutical intermediate, mainly in laboratory research and development process. It can be synthesized from the reaction of perfluorobutyl iodide with hexafluoropropene.
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Yield:-

Reaction Conditions:

aluminum chlorofluoride

Steps:

4 Reaction of perfluorobutyl iodide with hexafluoropropene
Example 4 Reaction of perfluorobutyl iodide with hexafluoropropene A 240 mL Hastelloy shaker tube was flushed with nitrogen, then loaded with 3.5 g of aluminum chlorofluoride catalyst, cooled to -78° C., evacuated and loaded with 34.6 g (0.1 mole) of perfluorobutyl iodide and 15 g (0.1 mole) of hexafluoropropene. The reaction vessel was heated to 80° C. and kept on a shaker at 80° C. autogenous pressure for 24 hours. After 24 hours, the contents of the first shaker tube was transferred to a second shaker tube containing 3.5 g of aluminum chlorofluoride catalyst. Additional hexafluoropropene, 7.5 g 0.05 mole, was added and the tube was shaken at 80° C. for 48 hours. The crude product was according to gas chromatography and 19 F NMR, a mixture of perfluorobutene-2 and perfluoroisopropyl iodide. Upon distillation, 10 g of material with boiling point -3 to +2° C. was obtained that was according to 19 F NMR 97% pure perfluorobutene-2, mixture of cis and trans isomers in a 81:19 ratio. The residue (33 g) according to 19 F NMR contained 71% of perfluoroisopropyl iodide, 13% of perfluorobutene-2 and 16% of perfluorobutyl iodide starting material and a small amount of 2-iodoperfluorobutane as a contaminant. The calculated yield of perfluorobutene-2 was 84%, the calculated yield of perfluoroisopropyl iodide was 80%.

References:

E. I. du Pont de Nemours and Company US5929293, 1999, A

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