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首页> 美国政府科技报告 >Characterization and Chemistry of Vinylketene Prepared by Flash Vacuum Pyrolysis. Study of the Flash Vacuum Pyrolysis of Hydraomatic Compounds: 5,8-Diphenyltetralin and the Parent and Substituted 5,6,11,12-Tetrahydrodibenzo(A,E)Cy
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Characterization and Chemistry of Vinylketene Prepared by Flash Vacuum Pyrolysis. Study of the Flash Vacuum Pyrolysis of Hydraomatic Compounds: 5,8-Diphenyltetralin and the Parent and Substituted 5,6,11,12-Tetrahydrodibenzo(A,E)Cy

机译：闪速真空热解法制备乙烯酮的表征与化学。 Hydraomatic化合物的闪蒸真空热解研究：5,8-二苯基四氢萘和母体和取代的5,6,11,12-四氢二苯并（a，E）Cy

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Benzocyclobutene and its (4+4) dimer, 1,5-dibenzocyclooctadiene were found to give anthracene (7) as a major product. The similarity of the product mixtures is taken as evidence that essentially the same mechanism is operating in both cases. By labeling studies, the (4+2) spirodimer (14') appears to be an intermediate. The fragmentation by which 14' is thought to give 7 is new and analaogous to the retroene reaction. Vinylketene, prepared by FVP, was characerized by low-temperature exp 1 H- and exp 13 C-NMR spectroscopy. It was found to dimerize by a novel (4+2) cyclo-addition reaction. The resulting delta-lactone was isomerized to a mixture of sibirinone (91) and 6-allyl- alpha -pyrone. Acid-catalyzed isomerization gave primarily 91 (9:1 mole ratio). When vinylketene was mixed with cyclopentadiene, the (2+2) cycloadduct (72) was formed with high regio- and stereospecificity. Compound 72 was isomerized to bicyclo(4.2.1)nona-3,7-dien-2-one. Part III described an attempt to determine the effect of surface catalysis in FVP. The synthesis of 5,8-diphenyltetralin (9) was described. Comparison of the pyrolysis of 9 to that of the parent pound, tetralin (1) was not possible. The major product of the pyrolysis of 9 at 1000 exp 0 C and 10 exp -5 torr was due to the loss of C sub 2 H sub 6 while 1 gave styrene as the major product by the loss of C sub 2 H sub 4 . (ERA citation 09:018852)

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