20-dicyanomethylene-5,8,11,14-tetraoxa-2,17-dithiabicyclo<16.4.1>tricosa-1(23),18,21-triene | 153139-15-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 20-dicyanomethylene-5,8,11,14-tetraoxa-2,17-dithiabicyclo<16.4.1>tricosa-1(23),18,21-triene
• 英文别名: 2-(5,8,11,14-Tetraoxa-2,17-dithiabicyclo[16.4.1]tricosa-1(23),18,21-trien-20-ylidene)propanedinitrile
• CAS: 153139-15-2
• 化学式: C₂₀H₂₄N₂O₄S₂
• 分子量: 420.554
• InChiKey: XHRUVKURVHLFNT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  28
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  135
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  20-dicyanomethylene-5,8,11,14-tetraoxa-2,17-dithiabicyclo<16.4.1>tricosa-1(23),18,21-triene 在 吡啶 、 sodium ethanolate 、 sodium hydride 作用下， 以 乙醇 、 苯 为溶剂， 反应 12.0h， 生成 C₃₀H₂₇N₃O₆S₂
  参考文献：
  名称：

  Synthesis and Mercurophilic Properties of Dithiocrown Ethers Having an Azulene Pendant

  摘要：

  Dithiocrown ether derivatives (3) having an azulene pendant were synthesized by regioselective reaction of 8,8-dicyanoheptafulvene derivatives with malononitrile in the presence of sodium ethoxide to examine their extraction and transport of Hg(II) ion through a liquid membrane. The transport was driven by acidic conditions and was capable of moving metal cations 'up-hill'. Thus, it was possible to follow the transport of Hg(II) ion from the aqueous source phase to the organic layer and from the organic layer to the receiving phase. The carrier (3) displayed remarkable selectivity for Hg(II) ion.

  DOI：

  10.3987/com-08-s(n)44
• 作为产物：
  描述：

  5,8,11,14-tetraoxa-2,17-dithiabicyclo[16.4.1]tricosa-1(22),18,20-trien-23-one 、 丙二腈 以 乙酸酐 为溶剂， 反应 3.0h， 以56%的产率得到20-dicyanomethylene-5,8,11,14-tetraoxa-2,17-dithiabicyclo<16.4.1>tricosa-1(23),18,21-triene
  参考文献：
  名称：

  来自丙二腈和 5,8,11,14,17-Pentaoxa-2,20-dithiabicyclo[19.4.1]hexacosa-21,23,25-trien-26- 的二氰基七富烯二硫代冠醚的合成和亲汞性能一及其同源物

  摘要：

  5,8,11,14,17-Pentaoxa-2,20-dithiabicylco[19.4.1]hexacosa-21,23,25-trien-26-one 及其同系物通过远程取代得到 8,8-二氰基七富烯-在乙酸酐中与丙二腈一起加热时掺入二硫代冠醚衍生物。这意味着 7-乙酰氧基-7-二氰基甲基-1,3,5-环庚三烯，丙二腈到乙酰氧基托鎓衍生物的ipso-攻击中间体，不是在空间位阻上形成的。这些二硫冠醚有效地提取和可逆地传输汞 (II) 离子。

  DOI：

  10.1246/bcsj.67.1094

文献信息

• Kubo, Kanji; Mori, Akira; Takeshita, Hitoshi, Heterocycles, 1993, vol. 36, # 9, p. 1941 - 1944
  作者：Kubo, Kanji、Mori, Akira、Takeshita, Hitoshi

  DOI：——

  日期：——
• 20-Dicyanomethylene-5,8,11,14-tetraoxa-2,17-dithiabicyclo[16.4.1]tricosa-1(23),18,21-triene and its mercury(II) dichloride complex
  作者：Kanji Kubo、Nobuo Kato、Akira Mori、Hitoshi Takeshita

  DOI：10.1107/s010827010000305x

  日期：2000.6.15
• Synthesis and Mercurophilic Properties of Dithiocrown Ethers Having an Azulene Pendant
  作者：Kanji Kubo、Akira Mori、Tatsuya Nishimura、Nobuo Kato

  DOI：10.3987/com-08-s(n)44

  日期：——

  Dithiocrown ether derivatives (3) having an azulene pendant were synthesized by regioselective reaction of 8,8-dicyanoheptafulvene derivatives with malononitrile in the presence of sodium ethoxide to examine their extraction and transport of Hg(II) ion through a liquid membrane. The transport was driven by acidic conditions and was capable of moving metal cations 'up-hill'. Thus, it was possible to follow the transport of Hg(II) ion from the aqueous source phase to the organic layer and from the organic layer to the receiving phase. The carrier (3) displayed remarkable selectivity for Hg(II) ion.
• Synthesis and Mercurophilic Properties of Dicyanoheptafulvene-Incorporated Dithio-Crown-Ethers from Malononitrile and 5,8,11,14,17-Pentaoxa-2,20-dithiabicyclo[19.4.1]hexacosa-21,23,25-trien-26-one and Its Homologues
  作者：Akira Mori、Kanji Kubo、Hitoshi Takeshita

  DOI：10.1246/bcsj.67.1094

  日期：1994.4

  5,8,11,14,17-Pentaoxa-2,20-dithiabicylco[19.4.1]hexacosa-21,23,25-trien-26-one and its homologues gave, via remote substitution, 8,8-dicyanoheptafulvene-incorporated dithio-crown-ether derivatives upon heating with malononitrile in acetic anhydride. This means that 7-acetoxy-7-dicyanomethyl-1,3,5-cycloheptatrienes, ipso-attacked intermediates of malononitrile to acetoxytropylium derivatives, were not

  5,8,11,14,17-Pentaoxa-2,20-dithiabicylco[19.4.1]hexacosa-21,23,25-trien-26-one 及其同系物通过远程取代得到 8,8-二氰基七富烯-在乙酸酐中与丙二腈一起加热时掺入二硫代冠醚衍生物。这意味着 7-乙酰氧基-7-二氰基甲基-1,3,5-环庚三烯，丙二腈到乙酰氧基托鎓衍生物的ipso-攻击中间体，不是在空间位阻上形成的。这些二硫冠醚有效地提取和可逆地传输汞 (II) 离子。