(2,3-Dimethyl-4-methylsulfonyloxybutyl) methanesulfonate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: (2,3-Dimethyl-4-methylsulfonyloxybutyl) methanesulfonate
• 英文别名: (2,3-dimethyl-4-methylsulfonyloxybutyl) methanesulfonate
• 化学式: C₈H₁₈O₆S₂
• 分子量: 274.359
• InChiKey: VSVQTTLVMCEAEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2,3-Dimethyl-4-methylsulfonyloxybutyl) methanesulfonate 在 sodium sulfide 作用下， 以70%的产率得到cis-3,4-dimethylthiolane
  参考文献：
  名称：

  13C chemical shifts and conformational analysis of methyl substituted thiacyclopentanes

  摘要：

  AbstractThe 13C NMR spectra of thiacyclopentane (thiolane) and its mono‐ and dimethyl derivatives at positions other than the heteroatom are reported. The 13C shieldings are found to be consistent with a description of these compounds in terms of equilibria between half‐chair conformers. An attempt has been made to establish the axial or equatorial preference of methyl groups adjacent to, or removed from, the sulphur atom in these systems. In agreement with previous observations on thiacyclohexanes (thianes), the conformational preference of a methyl group for the equatorial orientation is greater at the β than at the α position.

  DOI：

  10.1002/mrc.1270130414
• 作为产物：
  描述：

  2,3-二甲基丁二酸 在 lithium aluminium tetrahydride 作用下， 以 吡啶 为溶剂， 生成 (2,3-Dimethyl-4-methylsulfonyloxybutyl) methanesulfonate
  参考文献：
  名称：

  13C chemical shifts and conformational analysis of methyl substituted thiacyclopentanes

  摘要：

  AbstractThe 13C NMR spectra of thiacyclopentane (thiolane) and its mono‐ and dimethyl derivatives at positions other than the heteroatom are reported. The 13C shieldings are found to be consistent with a description of these compounds in terms of equilibria between half‐chair conformers. An attempt has been made to establish the axial or equatorial preference of methyl groups adjacent to, or removed from, the sulphur atom in these systems. In agreement with previous observations on thiacyclohexanes (thianes), the conformational preference of a methyl group for the equatorial orientation is greater at the β than at the α position.

  DOI：

  10.1002/mrc.1270130414

文献信息

• 13C chemical shifts and conformational analysis of methyl substituted thiacyclopentanes
  作者：G. Barbarella、P. Dembech

  DOI：10.1002/mrc.1270130414

  日期：1980.4

  AbstractThe 13C NMR spectra of thiacyclopentane (thiolane) and its mono‐ and dimethyl derivatives at positions other than the heteroatom are reported. The 13C shieldings are found to be consistent with a description of these compounds in terms of equilibria between half‐chair conformers. An attempt has been made to establish the axial or equatorial preference of methyl groups adjacent to, or removed from, the sulphur atom in these systems. In agreement with previous observations on thiacyclohexanes (thianes), the conformational preference of a methyl group for the equatorial orientation is greater at the β than at the α position.