Über α‐ und β‐Perchlor‐hexatrien‐(1,3,5) und deren Reduktion zum Triacetylen

Abstract

61 ab. Die iiber dem 61 stehende Atherschicht wurde abdekantiert, mehrmals mit frischem, abs. Ather versetzt und wiederum abgrgossen. Darauf wurden 20 cm3 uber pegluhtem Kaliumcarbonat getrocknetes Aceton zugegehen. Nach 45 Min. RiickflnSkochen linter Riihren wurde die Grignnrd-Verhinduug msvh ahgesaugt, mit At,her nachgewaschen und m i t verd. Schwefelsiiure linter Kiihluiig zcrlegt. Nach dem Ausiithern und Trocknen des Athers uher Nntriumsulfttt wurde dns L6sungsmittcl i. V. entfemt. Zuruck blieb ein braunes, leicht bewegliches 61, das beim Abkiihlen teilweise erstarrte. Die vom 61 abgesaugten, gelblichen Kristalle (450 mg) hatten nach mehrfacher Umkristallisation aus Benzol den Schmp. 130O. Schmp. nach Literat&) 129-130O.uber a-und p-Perchlor-hexatrien-(1,3,5) und deren

Investigations of thermal elimination reactions of polymers by thermal volatilization analysis and ultraviolet spectroscopy

“…4) The expected conjugated structure from the initial dehydrochlorination of PC is a monochlorotriene, but no reference spectra of compounds containing this group have been found in the literature. Data available on the most closely related compounds [20,21] suggest that the assignment of the bands below 300 m# to a monccblorotriene is reasonable.…”

The Chemistry Of Perchlorocyclopentenes And Cyclopentadienes

“…183"C., by treatment with chlorine a t 200°C. (230). XCI Decachloro-1 ,5-hexadiene (XC) is isomerized to decachloro-2,4-hexadiene by heating a t 120°C.…”

“…This reaction is still used for preparative purposes. It proceeds stepwise and the intermediates can be isolated if the reaction conditions are carefully controlled (230). The reaction sequence is written as follows: The dechlorination of the intermediate decachloro-1 ,5-hexadiene (XC) can be carried out with alcoholic potassium hydroxide, which gives a 90 per cent yield of octachlorohexatriene (XCI).…”

“…In small amounts the chlorocarbon I11 has been isolated among other products from the reaction of trichloroethylene with aluminum (168), from the condensation of trichloroethylene with chloroform and aluminum chloride (189,194), from the thermal dechlorination of octachloro-l,3-pentadiene (114,115), and from the thermal chlorination of 1 ,1,2,5,6,6-hexachloro-l,3,5-hexatriene (228). ( 168,190,194,196,197,199,220,221,224,229,230); 183-184°C. (17,159,189);…”

“…The crystalline addition compounds with chlorine or bromine are given structure XLVII, because they can be hydrolyzed with sulfuric acid to the known 4 5-dichloro-4-cyclopentene-l , 3-dione (XLVIII) (169,213,227). 0 0 c1x/\clx \/y/ c1-L l c1 XLVII c1-Li c1 XLVIII Hexachlorocyclopentadiene (I) can be dechlorinated to cyclopentadiene by heating with zinc dust and ethanol (141), a reaction which has been used successfully for structural elucidation in similar compounds (38,230).…”