チュガエフ反応則に反する転位とトランス脱離反応(第11報)Sodium 2-Alkenyl Xanthogenateの熱分解反応

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タイトル別名
  • Rearrangement and trans-Elimination Contrary to the Chugaev Reaction Rule. XI. Pyrolysis of Sodium 2-Alkenyl Xanthogenate
  • チェガエフ反応則に反する転位とトランス脱離反応-11-Sodium 2-Alkenyl Xanthogenateの熱分解反応
  • チェガエフ ハンノウソク ニ ハンスル テンイ ト トランス ダツリ ハンノウ 11 Sodium 2-Alkenyl Xanthogenate ノ ネツ ブンカイ ハンノウ

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抄録

During the preceding studies on the rearrangement of allylic xanthate to allylic dithiolcarbonate, 3) it was sometimes observed that the product was contaminated with trithiocarbonates. The present study was undertaken to clarify the formation condition and the formation mechanism of trithiocarbonates. As a result, it was concluded that sodium 2-alkenyl trithiocarbonate, the precursor of di(2-alkenyl) and 2-alkenyl alkyltrithiocarbonates, might be formed by the following routes : Sodium 2-alkenyl dithiolcarbonate was formed by thermal rearrangement of sodium 2-alkenyl xanthogenate and then decomposed into sodium 2-alkenyl sulfide which reacted with carbon disulfide to give sodium 2-alkenyl trithiocarbonate. For the preparation of unsymmetric trithiocarbonates, it is recommended that alcohols are reacted with excess carbon disulfide in dimethyl sulfoxide containing powdered sodium hydroxide.

収録刊行物

  • 薬学雑誌

    薬学雑誌 93 (6), 804-810, 1973

    公益社団法人 日本薬学会

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