Structural Studies of [4+2] Perhalocyclopropene Cycloadducts

Cover Structural Studies of [4+2] Perhalocyclopropene Cycloadducts
Structural Studies of [4+2] Perhalocyclopropene Cycloadducts
Posey, Robert Giles, 1947-
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In a sealed tube (Fischer-Porter) were placed 3 , 3-dif luoro-1 , 2-dibromo- cyclopropene (1_5) (0.500 g, 2.14 mrnol) , 1, 3-diphenyliso- benzofuran (0.577 g, 2.14 mmol) , and carbon tetrachloride (ca . 10 ml) . The tube was flushed with nitrogen, sealed, and placed in an oil bath at 80° C for 12 hours. The re- sulting pale yellow solution was evaporated to an orange oil, which was percolated through a florex column with methylene chloride. Evaporation of the solvent gave an off white solid, wh...ich was recrystallized from hexane, yielding 0.651 g (60.2%) of a white solid, mp 129° - 130° C. The infrared spectrum (KBr) displayed absorption bands at 3060 (vw) , 1659 (w) , 1595 (w) , 1497, 1458, 1446 (m) , 1385 (s) , 1343 (s) , 1318 (w) , 1300 (s), 1272 (w) , 1200 (s) , 1170 (w) , 1156 (w) , 1100 (sh) , 1083 (w) , 1028 (w) , 1012 (sh) , 994, 980 (d,s), 904 (m) , 853 (w) , 833 (s), 776 (s) , 765 (s), 750 (s), 720 (w) , 695 (sh) , 690 (s), 589 (m) , 540 (m) cm" . The mass spectrum (70 eV) shov/ed peaks at m/e (rel.

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