1,2,3,4,7,7-hexachloro-5,6-di(hydroxymethyl)bicyclo<2.2.1>hept-2-ene | 17378-23-3

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 英文名称: 1,2,3,4,7,7-hexachloro-5,6-di(hydroxymethyl)bicyclo<2.2.1>hept-2-ene
• 英文别名: 1,4,5,6,7,7-hexachloro-2,3-bis(hydroxymethyl)norborn-5-ene；Endosulfan-diol；endosulfan diol；endosulfandiol；1,2,3,4,7,7-hexachloro-5endo,6endo-bis-hydroxymethyl-norborn-2-ene；1,2,3,4,7,7-Hexachlor-5endo,6endo-bis-hydroxymethyl-norborn-2-en；[(1S,2R,3S,4R)-1,4,5,6,7,7-hexachloro-3-(hydroxymethyl)-2-bicyclo[2.2.1]hept-5-enyl]methanol
• CAS: 17378-23-3
• 化学式: C₉H₈Cl₆O₂
• 分子量: 360.879
• InChiKey: GTSJHTSVFKEASK-DDYGQXQVSA-N

物化性质

• 沸点：
  411.8±40.0 °C(Predicted)
• 密度：
  1.80±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,2,3,4,7,7-hexachloro-5,6-di(hydroxymethyl)bicyclo<2.2.1>hept-2-ene 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Hapten synthesis and development of ELISAs for detection of endosulfan in water and soil.

  摘要：

  Two enzyme immunoassays, a laboratory assay based on microwell plates and a field test based on the use of small polystyrene tubes, have been developed for the detection of endosulfan (1,4,5,6,7,7-hexachloro-8,9,10-trinorborn-5-en-2,3-ylenedimethyl sulfite) residues in water and soil. To raise antibodies that are sensitive and selective for the toxic forms of endosulfan, three haptens were prepared. One hapten was prepared by derivatization of endosulfan diol [1,4,5,6,7,7-hexachloro-2,3-bis(hydroxymethyl)norborn-5-ene], while the others used derivatives of a rigid five-membered ring adjacent to the bridged hexachlorocyclopentadiene (cyclodiene) ring. Different hapten combinations were used for immunogen and reporter enzyme conjugate in both the microwell and field assays. The optimized assays have detection limits of about 0.2 ppb endosulfan and detect in the range 0.2-10 ppb (0.2-20 ppb for field assay, without sample dilution). Water samples can be analyzed directly without solvent extraction or concentration, while soil samples are simply extracted with 90% methanol. The tests detect endosulfan sulfate (1,4,5,6,7,7-hexachloro-8,9,10-trinorborn-5-en-2,3-ylenedimethyl sulfate) with sensitivity similar to that for endosulfan but-are 4-10 times less sensitive to endosulfan diol, and therefore the assays can potentially determine toxic compounds of endosulfan (endosulfan and endosulfan sulfate) from the total endosulfan residues present in the environment.

  DOI：

  10.1021/jf00054a060
• 作为产物：
  描述：

  β-Endosulfan 在 硫酸 作用下， 生成 1,2,3,4,7,7-hexachloro-5,6-di(hydroxymethyl)bicyclo<2.2.1>hept-2-ene
  参考文献：
  名称：

  Zur Chemie von PolyhalocyclopentadiËnen und verwandten Verbindungen

  摘要：

  DOI：

  10.1007/bf00459137

文献信息

• DE960989
  申请人：——

  公开号：——

  公开（公告）日：——
• Zur Chemie von Polyhalocyclopentadienen, 20. Mitt.: 2-Methylen-1,4,5,6,7,7-hexachlor-bicyclo[2.2.1]hepten-(5)
  作者：R. Riemschneider、F. Herzel、H. J. Koetsch

  DOI：10.1007/bf00924775

  日期：——
• Lindquist; Dahm, Journal of Economic Entomology, 1957, vol. 50, p. 483,484
  作者：Lindquist、Dahm

  DOI：——

  日期：——
• DE1015797
  申请人：——

  公开号：——

  公开（公告）日：——
• Zur Chemie von PolyhalocyclopentadiËnen und verwandten Verbindungen
  作者：Randolph Riemschneider、Jean-Claude Hilscher

  DOI：10.1007/bf00459137

  日期：1959.7