Journal of Synthetic Organic Chemistry, Japan
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
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Volume 25, Issue 3
Displaying 1-10 of 10 articles from this issue
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  • [title in Japanese]
    [in Japanese]
    1967 Volume 25 Issue 3 Pages 197-203
    Published: March 01, 1967
    Released on J-STAGE: June 28, 2010
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.25.197
    JOURNAL FREE ACCESS
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  • [title in Japanese]
    [in Japanese], [in Japanese], [in Japanese], [in Japanese], [in Japane ...
    1967 Volume 25 Issue 3 Pages 204-209
    Published: March 01, 1967
    Released on J-STAGE: June 28, 2010
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.25.204
    JOURNAL FREE ACCESS
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  • [title in Japanese]
    [in Japanese], [in Japanese], [in Japanese], [in Japanese], [in Japane ...
    1967 Volume 25 Issue 3 Pages 210-213
    Published: March 01, 1967
    Released on J-STAGE: March 01, 2011
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.25.210
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  • [title in Japanese]
    Tamon MATSUURA, Takayuki SUGA
    1967 Volume 25 Issue 3 Pages 214-226
    Published: March 01, 1967
    Released on J-STAGE: June 28, 2010
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.25.214
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  • Chemistry On “New Aromatics.”
    Zen-ichi YOSHIDA
    1967 Volume 25 Issue 3 Pages 227-239
    Published: March 01, 1967
    Released on J-STAGE: June 28, 2010
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.25.227
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  • Studies on α-Cyanoacrylate. V.
    Properties of Poly α-Cyanoacrylate. II.
    Masazi YONEZAWA, Shigenari SUZUKI, Hiro ITO, Kenji ITO
    1967 Volume 25 Issue 3 Pages 240-246
    Published: March 01, 1967
    Released on J-STAGE: March 01, 2011
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.25.240
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    By the method reported in the previous paper, thermal cracking of radically polymerized poly-α-cyanoacrylates and its mechanism have been studied. The weight reduction velocities at 200°C were found to decrease in the following order: ethyl>methyl>isopropyl>2-ethyihexyl>n-butyl>isobutyl. This could be expressed by a first order reaction in polymer concentration, and the activation energieswere calculated to be : methyl 22.7, ethyl 22.9, isopropyl 24.2, n-butyl 32.1, isobutyl 31.4, and 2-ethylhexyl 25.5 Kcal/mol. It was found that heat decomposition took place by a radical mechanism. In all cases excluding cyclohexyl polymers, the scission reaction occured on the skeletal chain. Under intense heating, however, side chain degradation also became detectable. Cyclohexyl polymers tend to liberate a large amount of cyclohexene under relatively mild conditions indicating the occurrence of side chain cleavage.
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  • The Fries Rearrangement of Phenyl Caprate and the Syntheses of Decanoylphenol Derivatives.
    Kazuo ADACHI
    1967 Volume 25 Issue 3 Pages 247-251
    Published: March 01, 1967
    Released on J-STAGE: June 28, 2010
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.25.247
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    The Fries rearrangement of phenyl caprate was carried out in the presence of anhydrous aluminum chloride in carbon disulfide, and the resulting o-decanoylphenol (b.p. 174°C/6mmHg) and p-decanoylphenol (b.p. 224°C/6mmHg) isolated. The O-isomer was insoluble in, an aqueous sodium hydroxide due to its cyclic chelate structure. Oximes, semicarbazones, and decanoylphenoxyacetic acids were prepared from the decanoylphenols. Decanoylphenols were also converted by the Clemmensen's reduction into decylphenols, which, with subsequent treatment with monochloroacetic acid, gave decylphenoxyacetic acids. Melting points of decanoylphenol oximes, decanoylphenoxyacetic acids, and decylphenoxyacetic acids were determined in order to establish their relationships to the compositions of o-and p-isomer mixtures.
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  • Synthesis of Trimethylhydroquinone.
    Kikumasa SATO, Yoshito FUJIMA
    1967 Volume 25 Issue 3 Pages 252-255
    Published: March 01, 1967
    Released on J-STAGE: June 28, 2010
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.25.252
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    In an attempt to find a new method for the synthesis of trimethyl-hydroquinone (TMH), an intermediate for vitamin E, from pseudocumene (1), the rearrangement of N-(2, 4, 5-trimethylphenyl)hydroxylamine (2) has been studied under various conditions. The hydroxylamine (2), prepared by nitration and partial reduction of (1), was rearranged into TMH in 10% yield on treatment with 10% sulfuric acid at 0-2°C with subsequent heating with 5% sodium hydroxide solution at 90-95°C. Pseudocumoquinol (3), an intermediate for TMH, could be isolated from the reaction mixture in 59% yield when the hydroxylamine (2) was treated with acid. The base-catalyzed rearrangement of (3) gave TMH in 13% yield. In order to clarify the effects of methyl substituents, the rearrangement of other N-(trimethylphenyl)hydroxylamines obtained from mesitylene and hemimellitene was also examined.
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  • Some Reactions of C4 Hydrocarbons,
    Taketami SAKURAGI
    1967 Volume 25 Issue 3 Pages 256-261
    Published: March 01, 1967
    Released on J-STAGE: March 01, 2011
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.25.256
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  • [title in Japanese]
    Shigeru FUJINUMA
    1967 Volume 25 Issue 3 Pages 262-265
    Published: March 01, 1967
    Released on J-STAGE: June 28, 2010
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.25.262
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