1-Oxa-4-thia-spiro[4.5]decane 4-oxide | 2159-96-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧硫烷类
• 英文名称: 1-Oxa-4-thia-spiro[4.5]decane 4-oxide
• CAS: 2159-96-8
• 化学式: C₈H₁₄O₂S
• 分子量: 174.264
• InChiKey: NVTFBCMXBWBMBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.43
• 重原子数：
  11.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-Oxa-4-thia-spiro[4.5]decane 4-oxide 在 对甲苯磺酸 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 20.0h， 生成 1,4-tetrahydro<9,10>benzoxathiin 4-oxide
  参考文献：
  名称：

  Synthesis and carbon-13 nuclear magnetic resonance spectroscopy of 5,6-dihydro-2-methyl-1,4-oxathiin,trans-tetrahydro-1,4-benzoxathiin, 1,4-tetrahydro-[9,10]benzoxathiin, the 4-oxides, 4,4-dioxides and related acyclic compounds

  摘要：

  AbstractThe results of a 13C NMR spectral investigation involving 5,6‐dihydro‐1,4‐oxathiins, 1,4‐tetrahydro[9,10]benzoxathiin, trans‐tetrahydro‐1,4‐benzoxathiin, and the corresponding sulfoxides and sulfones are reported. An interpretation involving a dipolar structure with (2p→2p)π conjugation as opposed to (2p→3d)π interactions with the vinyloxy sulfides seems consistent with trends in the 13C NMR shifts. For the sulfoxides and sulfones, the substitutent‐induced chemical shift (SCS) effects at the β vinylic carbons (βSO and βSO2 effects) are considerably less than those at sp3 carbons. The γSO and γSO2 values at the sp2γ carbons indicate deshielding, in contrast to the shielding at the sp3 carbons.

  DOI：

  10.1002/mrc.1270160404
• 作为产物：
  描述：

  4-氧杂-1-硫杂螺[4.5]癸烷 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 以92%的产率得到1-Oxa-4-thia-spiro[4.5]decane 4-oxide
  参考文献：
  名称：

  Synthesis and carbon-13 nuclear magnetic resonance spectroscopy of 5,6-dihydro-2-methyl-1,4-oxathiin,trans-tetrahydro-1,4-benzoxathiin, 1,4-tetrahydro-[9,10]benzoxathiin, the 4-oxides, 4,4-dioxides and related acyclic compounds

  摘要：

  AbstractThe results of a 13C NMR spectral investigation involving 5,6‐dihydro‐1,4‐oxathiins, 1,4‐tetrahydro[9,10]benzoxathiin, trans‐tetrahydro‐1,4‐benzoxathiin, and the corresponding sulfoxides and sulfones are reported. An interpretation involving a dipolar structure with (2p→2p)π conjugation as opposed to (2p→3d)π interactions with the vinyloxy sulfides seems consistent with trends in the 13C NMR shifts. For the sulfoxides and sulfones, the substitutent‐induced chemical shift (SCS) effects at the β vinylic carbons (βSO and βSO2 effects) are considerably less than those at sp3 carbons. The γSO and γSO2 values at the sp2γ carbons indicate deshielding, in contrast to the shielding at the sp3 carbons.

  DOI：

  10.1002/mrc.1270160404