80475-19-0Relevant academic research and scientific papers
Sodium Hypochlorite Pentahydrate as a Reagent for the Cleavage of trans-Cyclic Glycols
Kirihara, Masayuki,Osugi, Rie,Saito, Katsuya,Adachi, Kouta,Yamazaki, Kento,Matsushima, Ryoji,Kimura, Yoshikazu
, p. 8330 - 8336 (2019/06/24)
Sodium hypochlorite pentahydrate (NaOCl·5H2O) can be used toward the efficient glycol cleavage of trans-cyclic glycols, which are generally resistant to this transformation. Interestingly, the reaction of cis-cyclic glycols with NaOCl·5H2O is slower than that observed for the corresponding trans-isomer. This trans selectivity is in sharp contrast to traditional oxidants used for glycol cleavage. Acyclic glycols can also react efficiently with NaOCl·5H2O to form their corresponding carbonyl compounds in high yield.
Reactions of 5,6-Dilithioacenaphthene-N,N,N',N'-Tetramethyl-1,2-ethanediamine Complex with α-Diketones. II. Competitive Oxophilic and Carbophilic Additions and Redox Reactions
Tanaka, Norio,Kasai, Toshiyasu
, p. 3026 - 3032 (2007/10/02)
The reaction of the title complex (3) with benzil did not give the 1:1 cyclic addition product expected, but gave 5,6-dibenzoylacenaphthene, 5-(1-hydroxy-2-oxo-1,2-diphenylethyl)-6-(2-oxo-1,2-diphenylethoxy)acenaphthene (5), 5-benzoyl-6-(1-hydroxy-2-oxo-1,2-diphenylethyl)acenaphthene, benzoin, and benzilic acid.Compound 5 suggests a new type of oxophilic addition accompanied by a carbophilic addition.The reaction of 3 with 9,10-phenanthrequinone in a 1:1 molar ratio gave both the oxidative homo-coupling product of 3, 1,2,7,8-tetrahydrodicyclopentaperylene,and the hydroquinone dianion, which was converted into 9,10-diacetoxyphenanthrene on acetolysis.The differences in the reaction modes between 3 and α-diketones can basically be understood in terms of the redox potentials and the steric factors of the α-diketones.
