3-丁炔基甲烷硫代磺酸酯 | 1170318-61-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 磺酰类
• 中文名称: 3-丁炔基甲烷硫代磺酸酯
• 英文名称: S-(but-3-yn-1-yl) methane thiosulfonate
• 英文别名: 3-Butynyl Methanethiosulfonate；4-methylsulfonylsulfanylbut-1-yne
• CAS: 1170318-61-2
• 化学式: C₅H₈O₂S₂
• 分子量: 164.249
• InChiKey: NJKFQNLAZCMRTN-UHFFFAOYSA-N

物化性质

• 沸点：
  313.4±25.0 °C(Predicted)
• 密度：
  1.265±0.06 g/cm3(Predicted)
• 溶解度：
  氯仿（微溶）、乙酸乙酯（微溶）

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  67.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-丁炔基甲烷硫代磺酸酯 、 9-(azidomethyl)anthracene 在 copper(I) bromide 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以56.8%的产率得到C₂₀H₁₉N₃O₂S₂
  参考文献：
  名称：

  Dual functionalized telechelic block copolymers with reproducible block sizes prepared by microwave assisted RAFT polymerization

  摘要：

  This work demonstrates the preparation of amphiphilic block copolymers with remarkable reproducibility of each block and the dual functionalization of the chain ends with a targeting unit and a fluorescent moiety. The size of the resulting micelles can be controlled between 17 and 55 nm by tuning the size of the hydrophobic block. The polymerization of the diblock was carried out by microwave assisted reversible addition fragmentation chain transfer (RAFT) polymerization and results in a very high degree of reproducibility of the number of repeat units of each block. The hydrophilic block of the polymer comprised of poly(2-hydroxyethyl acrylate) (pHEA) while the hydrophobic block was made of poly(2-ethylhexyl acrylate) (pEHA). Folic acid, a folate receptor targeting moiety, was tethered to the alpha end of the polymer while anthracene was covalently linked to the omega end. The omega end covalent attachment is via a redox cleavable disulfide bond, which is optimal for controlled drug delivery systems. High efficiencies of alpha- and omega-conjugations were obtained as determined by UV and NMR measurements. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2015.04.013
• 作为产物：
  描述：

  4-溴-1-丁炔 、 硫甲磺酸钠 以 N,N-二甲基甲酰胺 为溶剂， 以79%的产率得到3-丁炔基甲烷硫代磺酸酯
  参考文献：
  名称：

  Dual functionalized telechelic block copolymers with reproducible block sizes prepared by microwave assisted RAFT polymerization

  摘要：

  This work demonstrates the preparation of amphiphilic block copolymers with remarkable reproducibility of each block and the dual functionalization of the chain ends with a targeting unit and a fluorescent moiety. The size of the resulting micelles can be controlled between 17 and 55 nm by tuning the size of the hydrophobic block. The polymerization of the diblock was carried out by microwave assisted reversible addition fragmentation chain transfer (RAFT) polymerization and results in a very high degree of reproducibility of the number of repeat units of each block. The hydrophilic block of the polymer comprised of poly(2-hydroxyethyl acrylate) (pHEA) while the hydrophobic block was made of poly(2-ethylhexyl acrylate) (pEHA). Folic acid, a folate receptor targeting moiety, was tethered to the alpha end of the polymer while anthracene was covalently linked to the omega end. The omega end covalent attachment is via a redox cleavable disulfide bond, which is optimal for controlled drug delivery systems. High efficiencies of alpha- and omega-conjugations were obtained as determined by UV and NMR measurements. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2015.04.013