1,1′-[oxybis(ethane-2,1-diylselanyldiyl)]-dibenzene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,1′-[oxybis(ethane-2,1-diylselanyldiyl)]-dibenzene
• 英文别名: 2-(2-Phenylselanylethoxy)ethylselanylbenzene
• 化学式: C₁₆H₁₈OSe₂
• 分子量: 384.238
• InChiKey: CALZWRITFOWNNV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  二苯基二硒醚 在 hydrazine hydrate 、 potassium hydroxide 作用下， 反应 9.0h， 生成 1,1′-[oxybis(ethane-2,1-diylselanyldiyl)]-dibenzene
  参考文献：
  名称：

  Synthesis of polydentate chalcogen-containing ligands using the system hydrazine hydrate–base

  摘要：

  The reaction of dichlorodiethyl ether or dichlorodiethylamine hydrochloride with potassium or ethanolammonium dichalcogenides prepared in situ from elemental sulfur or selenium in the system hydrazine hydrate-alkali results in oligomeric dichalcogenides, whose further splitting at the chalcogen-chalcogen bond in the same system and subsequent alkylation affords bis(organylsulfanyl)- or bis(organylselanyl)-substituted derivatives of diethyl ether or diethylamine. Ligands with aryl substituents at the chalcogens have been prepared in 48-59% yield by splitting of diaryldichalcogenides in the system hydrazine hydrate-alkali and subsequent reaction with dichlorodiethyl ether or dichlorodiethylamine. A ditopic tetradentate ligand has been synthesized by the use of dichlorodiethylformal.

  DOI：

  10.1134/s1070363217030069

文献信息

• Nucleophilic Cleavage of the Ether Bond of Chlorex in the Chalcogenation with Diphenyl Dichalcogenides in the System Hydrazine Hydrate–KOH
  作者：V. A. Grabelʼnykh、I. N. Bogdanova、V. S. Nikonova、N. G. Sosnovskaya、N. V. Istomina、N. V. Russavskaya、A. I. Albanov、I. B. Rozentsveig、N. A. Korchevin

  DOI：10.1134/s1070363220090273

  日期：2020.9

  The synthesis of unsymmetrical pincer ligands by reactions of diphenyl disulfide and diphenyl diselenide with bis(2-chloroethyl) ether in the system hydrazine hydrate-KOH was accompanied by the formation of 1,2-bis(phenylsulfanyl)ethane, 1,2-bis(phenylselanyl)ethane, and 1-(phenylselanyl)-2-(phenylsulfanyl)ethane as by-products with an overall yield of 23% as a result of nucleophilic cleavage of the C-O-C bond in the initial ether.
• Synthesis of Polydentate Selenium-Containing Derivatives of Bis(2-chloroethyl) Ether
  作者：V. A. Bezborodov、I. A. Babenko、M. V. Bykov、G. V. Ratovskii、N. I. Borodin、I. A. Ushakov、A. I. Vilms

  DOI：10.1134/s1070363222110111

  日期：2022.11
• Synthesis of polydentate chalcogen-containing ligands using the system hydrazine hydrate–base
  作者：E. P. Levanova、A. I. Vilms、V. A. Bezborodov、I. A. Babenko、N. G. Sosnovskaya、N. V. Istomina、A. I. Albanov、N. V. Russavskaya、I. B. Rozentsveig

  DOI：10.1134/s1070363217030069

  日期：2017.3

  The reaction of dichlorodiethyl ether or dichlorodiethylamine hydrochloride with potassium or ethanolammonium dichalcogenides prepared in situ from elemental sulfur or selenium in the system hydrazine hydrate-alkali results in oligomeric dichalcogenides, whose further splitting at the chalcogen-chalcogen bond in the same system and subsequent alkylation affords bis(organylsulfanyl)- or bis(organylselanyl)-substituted derivatives of diethyl ether or diethylamine. Ligands with aryl substituents at the chalcogens have been prepared in 48-59% yield by splitting of diaryldichalcogenides in the system hydrazine hydrate-alkali and subsequent reaction with dichlorodiethyl ether or dichlorodiethylamine. A ditopic tetradentate ligand has been synthesized by the use of dichlorodiethylformal.