(mercaptomethyl)-15-crown-5 | 143445-51-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (mercaptomethyl)-15-crown-5
• 英文别名: 1,4,7,10,13-Pentaoxacyclopentadec-2-ylmethanethiol
• CAS: 143445-51-6
• 化学式: C₁₁H₂₂O₅S
• 分子量: 266.359
• InChiKey: BXWFGCVFBWZZHA-UHFFFAOYSA-N

物化性质

• 沸点：
  406.2±35.0 °C(Predicted)
• 密度：
  1.038±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  47.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  环庚三烯酚酮甲苯磺酸盐 、 (mercaptomethyl)-15-crown-5 在 sodium hydride 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 4.0h， 以82%的产率得到2-(1,4,7,10,13-Pentaoxacyclopentadec-2-ylmethylsulfanyl)cyclohepta-2,4,6-trien-1-one
  参考文献：
  名称：

  Synthesis and Mercurophilic Properties of Acyclic and Thiolariat Ethers Having a Tropone Pendant

  摘要：

  Acyclic and thiolariat ether derivatives (3 and 4) having a tropone pendant were synthesized. Acyclic and thiolariat ether (3, 4a and 4b) were used as carriers for transport of Hg2+ through a chloroform liquid membrane. Thiolariat (4c) did not transport from source phase to receiving phase of Hg2+ but extracted into chloroform layer. Effective Hg2+ extractability of 4c was a result of the synergistic coordination of oxygen and sulfur atoms of the thiolariat ether.

  DOI：

  10.3987/com-00-s(i)54
• 作为产物：
  描述：

  2-羟甲基-15-冠-5 在 吡啶 、 盐酸 、 氢氧化钾 、 氯化亚砜 作用下， 以 苯 为溶剂， 生成 (mercaptomethyl)-15-crown-5
  参考文献：
  名称：

  Remarkably selective binding of silver ion by thiolariat ether with a 15-crown-5 ring

  摘要：

  硫洛丽特醚是一种侧臂上的氧原子被硫原子取代的套索醚，由于冠醚与链外一个硫的协同连接，对碱金属和重金属离子中的银离子表现出较高的选择性。戒指。

  DOI：

  10.1039/c39920001092

文献信息

• Facile Synthesis of Thiolariat Ethers or Crown Ethers Containing a Mercapto Group as a Side Arm
  作者：Tatsuya Nabeshima、Naoko Tsukada、Tsutomu Haruyama、Yumihiko Yano

  DOI：10.1246/bcsj.68.227

  日期：1995.1

  Cyclization reaction of S-substituted thioglycerol and oligoethylene glycol ditosylate gave thiolariat ethers in moderate yields. Mercaptomethyl crown ethers were obtained easily from benzylthiomethyl crown ethers by Na in liq. NH3–BuOH.

  S-取代的硫代甘油和低聚乙二醇二甲苯磺酸酯的环化反应以中等产率得到硫茚醚。巯基甲基冠醚很容易从苄基硫甲基冠醚中通过 Na 溶液得到。NH3-BuOH。
• Alkali-metal cation recognition induced isomerization of spirobenzopyrans and spironaphthoxazins possessing a crown ring as a recognition site: multifunctional artificial receptors
  作者：Masahiko Inouye、Masaru Ueno、Kikuo Tsuchiya、Naomi Nakayama、Takashi Konishi、Teijiro Kitao

  DOI：10.1021/jo00046a019

  日期：1992.9

  Spirobenzopyrans and spironaphthoxazins possessing a monoaza-crown ring were synthesized. Isomerization of these compounds to the open colored merocyanines was induced by recognition of alkali-metal cations and the selectivity of the coloration was found to be governed by several factors: (1) the size of the crown ring, (2) the position of recognition, (3) electric properties of both the complexed cations and the merocyanine dipoles, and (4) the length of the alkyl chains connecting the spirobenzopyran units and the crown units. The spirobenzopyrans represent rationally designed multifunctional artificial receptors for alkali-metal cations.
• Nabeshima Tatsuya, Tsukada Naoko, Haruyama Tsutomu, Yano Yumihiko, Bull. Chem. Soc. Jap, 68 (1995) N 1, S 227-229
  作者：Nabeshima Tatsuya, Tsukada Naoko, Haruyama Tsutomu, Yano Yumihiko

  DOI：——

  日期：——
• Synthesis and Mercurophilic Properties of Acyclic and Thiolariat Ethers Having a Tropone Pendant
  作者：Kanji Kubo、Akira Mori

  DOI：10.3987/com-00-s(i)54

  日期：——

  Acyclic and thiolariat ether derivatives (3 and 4) having a tropone pendant were synthesized. Acyclic and thiolariat ether (3, 4a and 4b) were used as carriers for transport of Hg2+ through a chloroform liquid membrane. Thiolariat (4c) did not transport from source phase to receiving phase of Hg2+ but extracted into chloroform layer. Effective Hg2+ extractability of 4c was a result of the synergistic coordination of oxygen and sulfur atoms of the thiolariat ether.
• Remarkably selective binding of silver ion by thiolariat ether with a 15-crown-5 ring
  作者：Tatsuya Nabeshima、Katsunori Nishijima、Naoko Tsukada、Hiroyuki Furusawa、Toshiyuki Hosoya、Yumihiko Yano

  DOI：10.1039/c39920001092

  日期：——

  The thiolariat ether, which is a lariat ether with an oxygen atom in the side arm replaced by a sulfur atom, exhibits a high selectivity to silver ion among alkali and heavy metal ions because of synergistic ligation of the crown ether and the one sulfur outside the ring.

  硫洛丽特醚是一种侧臂上的氧原子被硫原子取代的套索醚，由于冠醚与链外一个硫的协同连接，对碱金属和重金属离子中的银离子表现出较高的选择性。戒指。