8lambda4-Thiabicyclo[3.2.1]octa-2,6-diene 8-oxide | 742103-46-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫吡喃类
• 英文名称: 8lambda4-Thiabicyclo[3.2.1]octa-2,6-diene 8-oxide
• 英文别名: 8λ4-thiabicyclo[3.2.1]octa-2,6-diene 8-oxide
• CAS: 742103-46-4
• 化学式: C₇H₈OS
• 分子量: 140.206
• InChiKey: PLZIPSNNIOVBLN-UHFFFAOYSA-N

物化性质

• 沸点：
  341.3±42.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  36.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  8lambda4-Thiabicyclo[3.2.1]octa-2,6-diene 8-oxide 在 二甲基二环氧乙烷 作用下， 生成 8-thiabicyclo[3.2.1]octa-2,6-diene 8,8-dioxide
  参考文献：
  名称：

  First Isolation of Eclipsed vic-Disulfoxide:  7,8-Dithiabicyclo[4.2.1]nona-2,4-diene 7-exo,8-exo-Dioxide

  摘要：

  The oxidation of 7,8-dithiabicyclo[4.2.1]nona-2,4-diene 7-exo-oxide with dimethyldioxirane (DMD) provided the 7-exo-8-exo-dioxide, the structure of which was determined by X-ray crystallography [S-S 2.341(2) Angstrom and angleO-S-S-O 4.1(3)degrees]. The exo attack of DMD to give the exo,exo-dioxide was kinetically more favorable than the endo attack to give the endo,exo-dioxide. DFT calculations showed that the exo,exo-dioxide is thermodynamically more stable than the other stereoisomers.

  DOI：

  10.1021/ol049031f
• 作为产物：
  描述：

  环庚三烯 在 二甲基二环氧乙烷 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 8lambda4-Thiabicyclo[3.2.1]octa-2,6-diene 8-oxide
  参考文献：
  名称：

  First Isolation of Eclipsed vic-Disulfoxide:  7,8-Dithiabicyclo[4.2.1]nona-2,4-diene 7-exo,8-exo-Dioxide

  摘要：

  The oxidation of 7,8-dithiabicyclo[4.2.1]nona-2,4-diene 7-exo-oxide with dimethyldioxirane (DMD) provided the 7-exo-8-exo-dioxide, the structure of which was determined by X-ray crystallography [S-S 2.341(2) Angstrom and angleO-S-S-O 4.1(3)degrees]. The exo attack of DMD to give the exo,exo-dioxide was kinetically more favorable than the endo attack to give the endo,exo-dioxide. DFT calculations showed that the exo,exo-dioxide is thermodynamically more stable than the other stereoisomers.

  DOI：

  10.1021/ol049031f

文献信息

• First Isolation of Eclipsed <i>v</i><i>ic</i>-Disulfoxide:  7,8-Dithiabicyclo[4.2.1]nona-2,4-diene 7-<i>e</i><i>xo</i>,8-<i>e</i><i>xo</i>-Dioxide
  作者：Akihiko Ishii、Satoshi Kashiura、Hideaki Oshida、Juzo Nakayama

  DOI：10.1021/ol049031f

  日期：2004.7.1

  The oxidation of 7,8-dithiabicyclo[4.2.1]nona-2,4-diene 7-exo-oxide with dimethyldioxirane (DMD) provided the 7-exo-8-exo-dioxide, the structure of which was determined by X-ray crystallography [S-S 2.341(2) Angstrom and angleO-S-S-O 4.1(3)degrees]. The exo attack of DMD to give the exo,exo-dioxide was kinetically more favorable than the endo attack to give the endo,exo-dioxide. DFT calculations showed that the exo,exo-dioxide is thermodynamically more stable than the other stereoisomers.