The preparation and reactions of 1,3,4,5,6,7,8-heptafluoro-2-naphthyl prop-2-enyl ether: Formation of 1,3,4,5,6,7,8-heptafluoro-1-(prop-2-enyl)naphthalen-2-one and the photolysis and pyrolysis of this ketone [1]
| Autor: | Nigel S. Robson, Raymond S. Matthews, Gerald M. Brooke |
|---|---|
| Rok vydání: | 1980 |
| Předmět: |
chemistry.chemical_classification
Ketone Stereochemistry Organic Chemistry Xylene Photodissociation Ether Sigmatropic reaction Biochemistry Medicinal chemistry Ether formation Inorganic Chemistry chemistry.chemical_compound chemistry Boiling Environmental Chemistry Physical and Theoretical Chemistry Pyrolysis |
| Zdroj: | Journal of Fluorine Chemistry. 16:461-477 |
| ISSN: | 0022-1139 |
| DOI: | 10.1016/s0022-1139(00)82368-4 |
| Popis: | 1,3,4,5,6,7,8-Heptafluoro-2-naphthyl prop-2-enyl ether (8) was isomerised in boiling xylene to 1,3,4,5,6,7,8-heptafluoro- 1-(prop-2-enyl)naphthalen-2-one (9). Photolysis of (9) gave 2,5,7-trifluoro-3,4-(tetrafluorobenzo)tricyclo[3.3.1.O 2,7 ]non-3- en-6-one (11) (by a [2 + 2] addition) and 1,2,7-trifluoro-3,4- (tetrafluorobenzo) tricyclo [3.3.1.O 2,7 ]non-3-en-8-one (12) (via an initial [3,5] photochemically-allowed sigmatropic shift). Pyrolysis of (9) at 455° also gave (11), while at 490°, both (9) and (11) gave 1-fluorovinyl 4,5,6,7,8-pentafluoro-1-naphthyl ketone (19). |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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