Pyrolytic Methods in Organic Chemistry: Application of Flow by Roger F.C. Brown

By Roger F.C. Brown

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C. Storr of the University of Liverpool, and Fig. 11 shows the apparatus in use. 3 The material to be pyrolyzed is spread as a thin film on the walls of a 50 c m round bottomed flask, usually by rotary evaporation of a solution in dichloromethane, to facilitate sublimation. 01 mm. The cold cavity condenser is cooled to — 78° with acetone-solid carbon dioxide, and the silica pyrolysis tube is heated with a close-fitting electric furnace constructed from stainless steel tube (see below). When the pyrolysis is complete an unstable pyrolyzate can be put under dry nitrogen and then washed off the cold finger with cold solvent (apparatus of Fig.

Benzocyclobutadiene was generated from ris-1,26 diiodobenzocyclobutene by passing it at 1 0 " m m over zinc at 230°, condensing out less volatile products at 5°, and condensing the product and 32 argon atoms on a plate at 8°K. A diagram is g i v e n showing the arrangement of the reaction tube, argon inlet, and vacuum shroud with quartz and potassium bromide windows. 2 King and co-workers give diagrams (see Fig. 12) and details of construction of their flash vacuum thermolysis (FVT) apparatus in which the sublimation and pyrolysis ovens are formed by winding separate 10 cm sections of a 13 m m (OD) ceramic tube with resistance wire, and both are contained within the evacuated system.

Chem. 42, 1697. 16. Seybold, G. (1977). Angew. Chem. Int. Ed. Engl. 16, 365. 17. Crow, W. D . , and Solly, R. K. (1966). Aust. J. Chem. 19, 2119. 18. , and Wentrup, C. (1974). Helv. Chim. Acta 57, 2111. 19. Trahanovsky, W. , Ong, C. C , Pataky, J. , Weitl, F. , Mullen, P. , and Hansen, R. S. (1971). J. Org. Chem. 36, 3575. 20. Brown, R. F. C , Eastwood, F. , and Harrington, K. J. (1974). Aust. J. Chem. 27, 2373. 21. Trahanovsky, W. , Ong, C. C , and Lawson, J. A. (1968). J. Am. Chem. Soc. 90, 2839.

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