2-benzyl-1,3,5-trithiane | 24614-76-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三噻烷
• 英文名称: 2-benzyl-1,3,5-trithiane
• 英文别名: benzyl-[1,3,5]trithiane；2-Benzyl-1,3,5-trithian
• CAS: 24614-76-4
• 化学式: C₁₀H₁₂S₃
• 分子量: 228.403
• InChiKey: RHFDXSYIJCJAHR-UHFFFAOYSA-N

物化性质

• 熔点：
  82-86 °C
• 沸点：
  358.9±22.0 °C(Predicted)
• 密度：
  1.246±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  75.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-benzyl-1,3,5-trithiane 、 phenylidynetricobalt(I)nonacarbonyl 以 四氢呋喃 为溶剂， 以31%的产率得到[Co₃(CO)6(CC₆H₅)(C₁₀H₁₂S₃)]
  参考文献：
  名称：

  Face versus vertex co-ordination of tridentate crown thioethers to trinuclear cobalt clusters

  摘要：

  The co-ordination of the six-membered crown thioethers 1,3,5-trithiane, 2-methyl-,2,4-dimethyl-,2,4,6-tridethyl-, 2-benzyl- and 2,4,6-tribenzyl-1,3,5-tirithiane and the nine-membered crown thioether 1,4,7-trithiacyclononane to the cobalt skeleton-of various Co3C clusters was studied. With trithiane and its derivatives complexes of the type [Co-3(CO)(6)(mu(3)-CR)(mu(3)-SCHR(1)SCHR(2)SCHR(3))] (R = Cl, Me or Ph; R(1)-R(3) = H, Me or CH(2)Ph) were obtained, whereas the nine-membered crown thioether gave compounds of the type [Co-3(CO)(5)(mu-CO)(mu(3)-CR){(SCH2CH2)(3)}]. The molecular and crystal structures of several representatives have been investigated by single-crystal X-ray diffraction. It has been shown that the trithiane ligand invariably occupies the axial co-ordination sites on the three cobalt atoms, while the trithiacyclononane chelates on one cobalt atom. The intermolecular networks of hydrogen-bonding interactions of the C-H ... O type between the thioether hydrogens and the do ligands have been investigated and compared with those present in other crystalline clusters carrying thioether ligands.

  DOI：

  10.1039/dt9960001875
• 作为产物：
  描述：

  溴甲苯 、 1,3,5-三噻烷 在 正丁基锂 作用下， 生成 2-benzyl-1,3,5-trithiane
  参考文献：
  名称：

  SCS链接的烷基化。迈向含有Trithiane构建基块的亲脂性单和双位重金属受体。顺式-2,4,6-三苄基-1,3,5-三噻烷的分子结构

  摘要：

  1,3,5-三硫杂环丁烷与BuLi在THF中于-50°C反应，然后与等量的烷基卤[正己基（a），苄基（b），正十二烷基（c）]反应，得到相应的亲脂性烷基三硫烷，收率中等至良好（25％至75％）。与二甲苯二溴化物（邻位，间位，对位）的反应类似地进行，以合理的总收率（30-50％）得到潜在的双位配体。1,3,5-三噻烷与过量的烷基卤烷基化会导致立体选择性地形成全顺式二或三取代的三噻烷。

  DOI：

  10.1002/recl.19931120611

文献信息

• Face versus vertex co-ordination of tridentate crown thioethers to trinuclear cobalt clusters
  作者：Corinne Renouard、Gerd Rheinwald、Helen Stoeckli-Evans、Georg Süss-Fink、Dario Braga、Fabrizia Grepioni

  DOI：10.1039/dt9960001875

  日期：——

  The co-ordination of the six-membered crown thioethers 1,3,5-trithiane, 2-methyl-,2,4-dimethyl-,2,4,6-tridethyl-, 2-benzyl- and 2,4,6-tribenzyl-1,3,5-tirithiane and the nine-membered crown thioether 1,4,7-trithiacyclononane to the cobalt skeleton-of various Co3C clusters was studied. With trithiane and its derivatives complexes of the type [Co-3(CO)(6)(mu(3)-CR)(mu(3)-SCHR(1)SCHR(2)SCHR(3))] (R = Cl, Me or Ph; R(1)-R(3) = H, Me or CH(2)Ph) were obtained, whereas the nine-membered crown thioether gave compounds of the type [Co-3(CO)(5)(mu-CO)(mu(3)-CR)(SCH2CH2)(3)}]. The molecular and crystal structures of several representatives have been investigated by single-crystal X-ray diffraction. It has been shown that the trithiane ligand invariably occupies the axial co-ordination sites on the three cobalt atoms, while the trithiacyclononane chelates on one cobalt atom. The intermolecular networks of hydrogen-bonding interactions of the C-H ... O type between the thioether hydrogens and the do ligands have been investigated and compared with those present in other crystalline clusters carrying thioether ligands.
• Alkylation of the SCS linkage. Towards lipophilic mono- and ditopic heavy-metal receptors containing trithiane building blocks. Molecular structure of <i>cis</i> -2,4,6-tribenzyl-1,3,5-trithiane
  作者：Jilles J. H. Edema、Marcel Hoogenraad、Franck S. Schoonbeek、Richard M. Kellogg、Huub Kooijman、Anthony L. Spek

  DOI：10.1002/recl.19931120611

  日期：——

  BuLi in THF at - 50°C, followed by reaction with an equivalent amount of alkyl halide [n-hexyl (a), benzyl (b), n-dodecyl (c)] affords the corresponding lipophilic alkyl trithianes in moderate to good yields (25-75%). Reactions with xylylene dibromides (ortho, meta, para) proceeded analogously to afford potentially ditopic ligands in reasonable overall yields (30-50%). Alkylation of 1,3,5-trithiane

  1,3,5-三硫杂环丁烷与BuLi在THF中于-50°C反应，然后与等量的烷基卤[正己基（a），苄基（b），正十二烷基（c）]反应，得到相应的亲脂性烷基三硫烷，收率中等至良好（25％至75％）。与二甲苯二溴化物（邻位，间位，对位）的反应类似地进行，以合理的总收率（30-50％）得到潜在的双位配体。1,3,5-三噻烷与过量的烷基卤烷基化会导致立体选择性地形成全顺式二或三取代的三噻烷。