• Title/Summary/Keyword: aryl phenyl ether

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Syntheses and Potentiometric Properties of Polyethers Containing Thiazole and Oxazole Derivatives

  • 최준혁;고영국;권일전;김홍석;박현주;김상진;차근식;남학현
    • Bulletin of the Korean Chemical Society
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    • v.20 no.5
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    • pp.581-586
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    • 1999
  • A series of polyethers containing the thiazole or oxazole subcyclic moiety have been synthesized. Reaction of 2-aryl-4-hydroxymethylthiazole with tetra- and pentaethylene glycol di-p-tosylate in THF provided corresponding α,ω-bis[2'-aryl-4'-methylthiazole]polyethylene glycol in good yields. Similar treatment of 2-phenyl-4-hydroxymethyloxazole 7 and 2-phenyl-5-hydroxymethyloxazole 8 with tetraethylene glycol di-p-tosylate yielded the corresponding 1,13-bis [2'-phenyl-4'-methyloxazole]tetraethylene glycol 16 and 1,13-bis[2'-phenyl-5'-methyloxazole]tetraethylene glycol 17 in 69 and 43% yields in respectively. The potentiometric properties of PVC-based ion selective membranes containing 66 wt% o-nitrophenyloctyl ether (NPOE) and 4 wt% polyethers 9-17 have been examined. The membranes containing thiazole and oxazole polyether derivatives exhibited high selectivity toward silver (I) ion. It was observed that the response slopes of the electrodes to silver ion vary with the length of polyether chain linking two thiazole subcyclic moiety. Potentiometric data suggest that the number of ether units, CH2OCH2, for phenylthiazole derivatives be greater than 5 to result in near-Nernstian response. However, the response behaviors of the membrane electrodes based on phenyloxazole podands 16 and 17, which have different orientation, were correspondingly similar to those of the electrodes based on phenylthiazole podands 9 and 10. On the other hand, the ISEs based on thiazole polyether derivatives with different terminal substituents, e.g., phenyl 10, naphtyl 14, and thienyl 15, except that with pyridyl 12, exhibited little difference in their potentiometric properties.

Synthetic Studies on 2,5-Diarylisoxazolidin-3-ones (2,5-Diarylisoxazolidin-3-ones의 합성에 관한 연구)

  • Youngwan Seo;Kwang Ryul Mun;Youn Young Lee;Kyongtae Kim
    • Journal of the Korean Chemical Society
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    • v.36 no.3
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    • pp.453-459
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    • 1992
  • 3-Aryl-3-bromopropanoyl chloride in either ether or carbon tetrachloride reacted with 2 equiv. of hydroxylamine in the absence of trimethylsilyl chloride at ambient temperature to give directly 2,5-diarylisoxazolidin-3-ones in good yields. However, when 3-benzylhydroxylamine at $0^{\circ}C$, N-benzyl-3-bromo-3-phenylpropanohydroxamic acid (72%) and N-benzyl-C-phenylnitrone (12%) were obtained. On the contrary, 3-phenylisoxazolidin-5-one (41%) and 2-benzyl-S-phenyl-isoxzolidin-3-one (38%) were obtained when 3 equiv. of benzylhydroxylamine was used under the same conditions.

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The Syntheses of Organostannyl Compounds by Grignard Reaction Catalyzed by Ether in Non-ethereal Media (비에테르성 용매중에서 에테르촉매를 사용한 그리냐르반응에 의한 유기스탄닐화합물의 합성)

  • Bae Seok Seo;Il Kyu Lee
    • Journal of the Korean Chemical Society
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    • v.23 no.6
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    • pp.392-395
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    • 1979
  • Some alkyl or aryl halides, such as ethyl bromide, butyl chloride, phenyl bromide and benzyl chloride, were reacted by Grignard's method with anhydrous tin tetrachloride in hydrocarbon media. When small amounts of ether were added into the Grignard reaction step, the reaction proceeded rather smoothly and gave good yields of corresponding organotin compounds.

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