Roedig, Alfred published the artcilePolyhalogenated bicyclo[4.2.0]octa-1,5,7-trienes. VIII. Synthesis and cyclodimerization of polyhalogenated 2-phenyl- and 2-pentachlorophenyl substituted butenynes, Computed Properties of 866-23-9, the publication is Liebigs Annalen der Chemie (1981), 1674-84, database is CAplus.
Cyclodimerization of phenylbutenynes gave bicyclooctatrienes. Cl2C:CPhCCCl was prepared by 3 methods from Cl2C:CPhCHO, which was also converted into Cl2C:CPhCCBr via Cl2C:CPhCH:CBr2. Cl2C:CPhC:CCl was also prepared by a less suitable route, from PhCOCH:CCl2. Cl2C:C(C6Cl5)CCCl was prepared in 4 steps from Cl2C:CPhCHO via perchlorination of Cl2C:CPhCHClCHCl2 to Cl2C:C(C6Cl5)CHClCHCl2 with the Ballester reagent. Cyclodimerization of the chlorobutenynes Cl2C:CRCCR1 (R = Ph, R1 = Cl, Br; R = C6Cl5, R1 = Cl) gave bicyclooctatrienes I. Prolonged heating gave II (R = Ph, R1 = Cl, Br), but Cl2C:C(C6Cl5)CCCl rearranged into II (R = C6Cl5, R1 = Cl) even in the solid state in several days. Hydrolysis of II gave bicyclotrienediones III.
Liebigs Annalen der Chemie published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Computed Properties of 866-23-9.
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