Pentachlorphenol liefert durch Pyrolyse bei 300° Perchlorbenzol und eine Verbindung C12O2Cl8, deren Eigenschaften am besten mit der Struktur eines Oktachlor‐diphenylendioxds im Einklang stehen. Im Gegensatz zum Pentachlor‐phenol kommt dem Perchlorbenzol und Oktachlor‐diphenylendioxyd keine holzschützende Wirkung zu.
Radioaktive β,β‐Dimethyl‐acrylsäure, welche in der Carboxylgruppe markiert ist, wird einer Kiefer zugeführt. Die gebildeten aktiven Harzsäuren liefern bei der milden Oxydation aktiven Formaldehyd und aktives Aceton. Dieses Ergebnis kann nur so gedeutet werden, daß Dextropimarsäure und Abietinsäure biogenetisch aus einem gemeinsamen Zwischenprodukt entstanden sind und die Isopropylgruppe der Abietinsäure sich sekundär unter Umlagerung gebildet hat.
The first sterically unequivocal synthesis of exo-2-norbornyl methy' ketone has been described by Berson.' The procedure consists of five steps and is too lengthy for preparations on a larger scale. This prompted us to investigate a simpler synthesis whose concept is based on the combination of two already known facts: (1) the free-radical addition of aldehydes t o olefins yields ketones,2 (2) the first step of the addition of free radicals or ions to the double bond of norbornene almost exclusively follows the "exo" course.Heating the commercially available norbornene with acetaldehyde at 80' for 40 hr. in presence of 0.02 mole of azobisi~obutyronitrile~ yielded 80% exo-norbornyl methyl ketone. The exo configuration of the ketone was proven by checking its refractive index and the melting point and mixture melting point of its semicarbazone and also by converting the ketone into exonorborneol by reaction with perbenzoic acid. It had been shown previously6 that the Baeyer-Villiger oxidation proceeds without change of configuration.The steric uniformity of the ketone was demonstrated by the fact that the semicarbazone of the correct melting point was formed in 96% yield.
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