Journal of Synthetic Organic Chemistry, Japan
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
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Volume 18, Issue 5
Displaying 1-11 of 11 articles from this issue
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  • Dyestuff Industries in the World and their Research Organization
    Eiji KOIKE
    1960 Volume 18 Issue 5 Pages 282-291
    Published: May 01, 1960
    Released on J-STAGE: October 20, 2010
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.18.282
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  • Review and Progress in Organic Instrumental Analysis
    Tsuguo TAKEUTHI
    1960 Volume 18 Issue 5 Pages 292-304
    Published: May 01, 1960
    Released on J-STAGE: October 20, 2010
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.18.292
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  • Catalytic Hydrogenolysis
    Sekio MITSUI
    1960 Volume 18 Issue 5 Pages 305-317
    Published: May 01, 1960
    Released on J-STAGE: October 20, 2010
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.18.305
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  • On the Future of Synthetic Fiber Industry from a Standpoint of Textile Chemitry
    Hiroshi SOBUE
    1960 Volume 18 Issue 5 Pages 318-326
    Published: May 01, 1960
    Released on J-STAGE: October 20, 2010
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.18.318
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  • Reactivities of Cyanuric Chloride Derivatives. I
    Displacement Reactions of Substituted 2, 4-bis (anilino)-6-Chloro-S-triazines with Benzylamine
    Mituhiro GOI
    1960 Volume 18 Issue 5 Pages 327-331
    Published: May 01, 1960
    Released on J-STAGE: October 20, 2010
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.18.327
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    Substitution reactions of 13 kinds of compounds having a substituent on m-or p-position of benzene ring of 2, 4-bis (anilino)-6-chloro-S-triazine with benzylamine in tetrahydrofuran solvent have been investigated. The measurements of the Reactionrates indicated that these reactions agreed well with be'simple second-oder kinetics and were represented to SN 2 process.As to the reactivity of these derivatives, it was found that the relation between the reaction velocity and the substituent in benzene ring followed the Hammett's rule well when the triazinylamino group was considered as a side chain of both benzene rings. It was also clarified that the effectof substituent was mainly due to its polar effect.
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  • Reactivities of Cyanuric Chloride Derivatives. II
    Displacement Reactions of 2-Chloro-4-substituted-6-anilino-S-triazines with Benzylamine
    Mituhiro GOI
    1960 Volume 18 Issue 5 Pages 332-336
    Published: May 01, 1960
    Released on J-STAGE: October 20, 2010
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.18.332
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    The rate of the reactions between benzylamine and 2, 4-dichloro-(1) or 2-chloro-4-substituted-6-anilino-S-triaziazine derivatiltes (B) in tetrahydrofuran were estimated.In each case, the reaction was found to be a reactionof SN 2 process.A comparison of the rate constants was made on each of these derivatives and the deactivating effects of the substituents on the reactivity of chlorine atom were investigated, deactivating effects of substituentu were in the order -NH-nC4H9≈NHCH3≈-NHC2H5>-N(CH3)2>-NH2;morpholinyl>-NHC6H5>-0C2H5≈-OCH3. The results showed good agreements with heretofore known data but the effects of amino, mono-substituted amino and disubstituted amino groups howedno agreement with Thurstone' s data. Disc ussions were made on the relationship between the effects of substituents and the Hammett's rule.
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  • Reactivities of Cyanuric Chloride Derivatives II
    Displacement Reactions of 2-Amino-4, 6-dichloro-S-triazines with Aromatic Amines
    Mituhiro Goi
    1960 Volume 18 Issue 5 Pages 337-342
    Published: May 01, 1960
    Released on J-STAGE: October 20, 2010
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.18.337
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    Reactions betweens aromatic primary amines and 2-amino-4, 6-dichloro-S-triazinetype compounds (A) in tetrahydrofuran have been investigated. The reaetionr between (A) and p-toluidine showed good agreement with a simple second order eaction without accompanying auto-catalytic action.The reaction with aniline or p-chloroaniline was clearly an auto-catalytic reaction and the reaction rate increased with the progress of The reaction.In case of the auto-catalytic reactions, compounds with R=-NH2 or -NHCH3 showed far greater reactivities than the compound with R=-N(CH3)2. There was no induction period in the autocatalytic reaction. Also, auto-catalytic actions were observed on those of R=-N(CH3)2 and-NC6H5 CH3 without hydrogen on amino nitrogen atom. These self-catalytic actions were considered to be due to the activation of the central carbon atom by the addition of proton on the nitrogen atom of the heterocyclic ring.
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  • Syntheses of N-Vinylphthalimide Derivatives
    Kiyoshi KATO
    1960 Volume 18 Issue 5 Pages 343-346
    Published: May 01, 1960
    Released on J-STAGE: October 20, 2010
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.18.343
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    Reaction of N-(1-chloroethyl) phthalimidej and thioglycolic acid at room temperature caused dehydrochlorination and gave N-(1-carboxymethylmercaptoethy1) phthalimide with good yield. This substance can be esterified easily with alcohols in the presence of sulfuric acid as a catalyst.
    An addition reaction of thioglycolic acid to N-vinylphthalimide in the presence of sulfuric acid catalyst was followed by Markownikoff's rule and formed an α-addition product, N-(1-carboxymethylmercaptoethyl) phthalimide. Similarly, methyl and ethyl thioglycolate gave additive products.
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  • Pressure-hydrogenation of Organic Compounds by Molybdenum Sulfde Catalyst. VI
    Reduction of Dithiodiglycolic acid
    Kunio ITABASHI
    1960 Volume 18 Issue 5 Pages 347-351
    Published: May 01, 1960
    Released on J-STAGE: October 20, 2010
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.18.347
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    Ctalytic reduction of dithiodiglycolic acid was carried out with molybdenum sulfide catalyst at high pressure.The reaction was started at around 100°C with an initial pressure of hydrogen at 50 atm and gave thioglycolic acid as a main product.The maximum yield was 64.3% at 130°C but it was mixed with unreacted sample.Reduction to acetic acid was accompanied with an increase of temperature and nearly all was converted into acetic acid at 180°C.Comparison of the resul with that of general disulfides indicated that the cleavage of S-S bond of dithiodiglycolic acid was proceeded at low temperature and the mercapto group of thioglycolic acid formed also showed a tendency of cleavage to acetic acid the yield of thioglycolic acid was low for this reason. Comparison of result oi similar reduction of β-dithiodipropionic acid indicated that a characteristic reductive reaction of dithiodiglycolic acid was assumed to the effect of carboxy, group in α-position against the sulfur atom.
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  • Review of Hard Polyvinyl Chloride
    Kyuichi MIZUTANI
    1960 Volume 18 Issue 5 Pages 352-357
    Published: May 01, 1960
    Released on J-STAGE: October 20, 2010
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.18.352
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  • [title in Japanese]
    Mithizou SENDO
    1960 Volume 18 Issue 5 Pages 358-361
    Published: May 01, 1960
    Released on J-STAGE: October 20, 2010
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.18.358
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