cis-1,5-dithiacyclooctane 1,5-dioxide | 139166-41-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 亚砜
• 英文名称: cis-1,5-dithiacyclooctane 1,5-dioxide
• CAS: 139166-41-9
• 化学式: C₆H₁₂O₂S₂
• 分子量: 180.292
• InChiKey: AATMTGAOEOQVGO-AOOOYVTPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.28
• 重原子数：
  10.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  1,5-dithiocane 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 3.5h， 生成 1,5-dithiacyclooctane 1-oxide 、 cis-1,5-dithiacyclooctane 1,5-dioxide
  参考文献：
  名称：

  Comparison of the photooxidations of 1,5-dithiacyclooctane, 1,4-dithiane, and pentamethylene sulfide. Another example of remote participation during photooxidation at sulfur?

  摘要：

  The photooxidations of 1,5-dithiacyclooctane (1,5-DTCO), 1,4-dithiane, and pentamethylene sulfide have been compared. The photooxidation of 1,5-DTCO differs significantly from the other substrates in several respects: (1) the ratio of chemical quenching to total quenching of singlet oxygen during photooxidation of 1,5-DTCO is 70%, in comparison to 5% for 1,4-dithiane and 2.9% for pentamethylene sulfide; (2) a sulfone is produced in all of the photooxidations except in that of 1,5-DTCO; and (3) the value of k(T) is larger for 1,5-DTCO than for any previously reported sulfide. A novel sulfur-sulfur interaction during photooxidation of 1,5-DTCO is utilized in order to explain these results. A cis-bissulfoxide was isolated from the photooxidation of 1,5-DTCO. It crystallizes in space group P1BAR of the triclinic system with two molecules in a cell of the following dimensions: a = 5.348 (3), b = 6.755 (5), c = 11.677 (7) angstrom, alpha = 90.46 (6), beta = 97.04 (5), gamma = 101.88 (6)-degrees. The structure has been refined to a final value of 0.0477 for the conventional R factor on the basis of 951 independent observed intensities.

  DOI：

  10.1021/ja00034a039