β-Endosulfan

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机含氧阴离子化合物
• 英文名称: β-Endosulfan
• 英文别名: Endosulfan；alpha-endosulfan；endosulfan I；α-endosulfan；beta-endosulfan；endosulfan II；(1R,2R,8S,9S)-1,9,10,11,12,12-hexachloro-4,6-dioxa-5λ4-thiatricyclo[7.2.1.02,8]dodec-10-ene 5-oxide
• 化学式: C₉H₆Cl₆O₃S
• 分子量: 406.929
• InChiKey: RDYMFSUJUZBWLH-IOPZMNTHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  54.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  β-Endosulfan 在 potassium permanganate 作用下， 以 溶剂黄146 为溶剂， 反应 5.0h， 生成 硫丹硫酸酯
  参考文献：
  名称：

  Interconversion of stereoisomers of endosulfan on chickpea crop under field conditions

  摘要：

  AbstractThe pure individual stereoisomers of endosulfan, alpha‐endosulfan and beta‐endosulfan, were applied as emulsifiable concentrates to chickpea crop at the rate of 175 g a.i. ha −1 and 50 g a.i. ha −1, respectively. The dissipation rate of these isomers revealed that alpha‐endosulfan interconverted to beta‐endosulfan in minor quantities, while it was converted into endosulfan sulfate on chickpea leaves in significant amounts. On application, beta‐endosulfan was converted to endosulfan sulfate and alpha‐endosulfan in relatively smaller amounts. The study indicates that the beta stereoisomer of endosulfan is more persistent because it is resistant to interconversion and metabolic change.

  DOI：

  10.1002/ps.2780400203

文献信息

• A solid-state study of the inclusion of endosulfan in native and derivatised cyclodextrins using X-ray diffraction and thermoanalytical methods
  作者：Dyanne L. Cruickshank、Susan A. Bourne、Mino R. Caira

  DOI：10.1039/c2nj40364a

  日期：——

  Endosulfan is a highly toxic insecticide used in several countries and known to be relatively persistent in the environment. This recently banned agrochemical is capable of forming solid-state inclusion complexes with both native and derivatised cyclodextrins (CDs). Differential scanning calorimetry and powder X-ray diffraction (PXRD) techniques were used to confirm complexation of β-CD, γ-CD and randomly methylated β-CD (RAMEB) with the technical 7α : 3β isomeric sample of endosulfan. The PXRD traces obtained for the inclusion complexes of the native CDs (β-CD and γ-CD) with endosulfan match those of other isostructural CD inclusion complexes. The single crystal X-ray structure of the complex formed between heptakis(2,6-di-O-methyl)-β-CD (DIMEB) and the β-endosulfan isomer is presented and shown to have a novel packing arrangement. The implications of the encapsulation of endosulfan in CDs are discussed with reference to the potential for sequestering the insecticide from contaminated areas.

  硫丹是一种在多个国家使用的剧毒杀虫剂，在环境中具有较强的持久性。这种最近被禁用的农用化学品能够与原生的和衍生的环糊精（CD）形成固态包合物。我们使用差示扫描量热法和粉末 X 射线衍射 (PXRD) 技术确认了 β-CD、γ-CD 和随机甲基化 β-CD (RAMEB) 与技术 7α 的络合物：3β 异构体硫丹样品。原生 CD（β-CD 和 γ-CD）与硫丹的包合复合物所获得的 PXRD 轨迹与其他等结构 CD 包合复合物的 PXRD 轨迹相吻合。本文展示了庚基（2,6-二-O-甲基）-β-CD（DIMEB）与β-硫丹异构体形成的复合物的单晶 X 射线结构，并显示出其具有新颖的堆积排列。讨论了将硫丹封装在 CD 中的影响，以及从受污染地区封存杀虫剂的潜力。
• Interconversion of stereoisomers of endosulfan on chickpea crop under field conditions
  作者：Irani Mukherjee、Madhuban Gopal

  DOI：10.1002/ps.2780400203

  日期：1994.2

  AbstractThe pure individual stereoisomers of endosulfan, alpha‐endosulfan and beta‐endosulfan, were applied as emulsifiable concentrates to chickpea crop at the rate of 175 g a.i. ha −1 and 50 g a.i. ha −1, respectively. The dissipation rate of these isomers revealed that alpha‐endosulfan interconverted to beta‐endosulfan in minor quantities, while it was converted into endosulfan sulfate on chickpea leaves in significant amounts. On application, beta‐endosulfan was converted to endosulfan sulfate and alpha‐endosulfan in relatively smaller amounts. The study indicates that the beta stereoisomer of endosulfan is more persistent because it is resistant to interconversion and metabolic change.