(1R,2S,3R,6S,7R,8S,9R,10S,13R,14S)-3,4,5,6,17,17-hexachloro-15,16-dioxahexacyclo[6.6.1.13,6.110,13.02,7.09,14]heptadeca-4,11-diene | 126347-57-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: (1R,2S,3R,6S,7R,8S,9R,10S,13R,14S)-3,4,5,6,17,17-hexachloro-15,16-dioxahexacyclo[6.6.1.13,6.110,13.02,7.09,14]heptadeca-4,11-diene
• CAS: 126347-57-7
• 化学式: C₁₅H₁₀Cl₆O₂
• 分子量: 434.961
• InChiKey: TXRVDNQRTGKLSE-RRAUQHRESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  环戊二烯 、 (1R,2S,3R,6S,7R,8S,9R,10S,13R,14S)-3,4,5,6,17,17-hexachloro-15,16-dioxahexacyclo[6.6.1.13,6.110,13.02,7.09,14]heptadeca-4,11-diene 以 氯仿 为溶剂， 反应 72.0h， 以82%的产率得到(1S,2R,3S,4R,5S,8R,9S,10R,11S,12R,13R,14S,17R,18S)-5,6,7,8,22,22-hexachloro-19,21-dioxaoctacyclo[10.6.1.13,10.15,8.114,17.02,11.04,9.013,18]docosa-6,15-diene
  参考文献：
  名称：

  THE SYNTHESIS OFO-BRIDGED LATICYCLIC POLYNORBORNADIENES

  摘要：

  The synthesis of the parent oxabridged laticyclic diene, COC-[3]isopolynorbornadiene 5 and the bis(oxabridged) laticyclic diene, (COC)-C-2- [4]isopolynorbornadiene 7 have each been achieved in two steps from known starting materials; the hexachloro-derivatives of 5 and 7 are also reported.

  DOI：

  10.1081/scc-100105673
• 作为产物：
  描述：

  呋喃 、 1,2,3,4,7,7-六氯双环[2.2.1]庚-2,5-二烯 生成 endo-exo-3,4,5,6,12,12-hexachloro-11-oxatetracyclo<6.2.1.1^3,6.0^2,7>dodeca-4,9-diene 、 (1R,2S,3R,6S,7R,8S,9R,10S,13R,14S)-3,4,5,6,17,17-hexachloro-15,16-dioxahexacyclo[6.6.1.13,6.110,13.02,7.09,14]heptadeca-4,11-diene
  参考文献：
  名称：

  六氯降冰片二烯与呋喃的反应

  摘要：

  化学证据得到X射线晶体结构测定的支持，表明六氯降冰片二烯的呋喃加合物明确属于内-外系列的环加合物（以艾德林为代表），而不属于内-内系列的异构体。

  DOI：

  10.1039/c39890001254

文献信息

• Kinetic and thermodynamic control in the formation of stereoisomeric 1:1 (4π+ 2π) thermal cycloadducts of furans with hexachloronorbornadienes
  作者：Kenneth Mackenzie、Edward C. Gravett、Judith A. K. Howard、K. Brian Astin、Andrew M. Tomlins

  DOI：10.1039/p29960001233

  日期：——

  The thermally, relatively stable, main product of the reaction of furan with dienophile 5a has been found to belong unambiguously to the endo-exo series of stereoisomeric adducts analogous to aldrin (endo-exo-3,4,5,6,11,11-hexachlorotetracyclo[6.2.1.1(3.6).0(2.7)]dodeca-4,9-diene) 8. Also, the endo-endo isomeric adduct 16 has been found to comprise a minor component of the total products, In similar reactions of 2-methyl-, 2-ethyl- and 2,5-dimethyl-furan with Sa, it is shown that the respective endo-endo adducts 21, 23 and 25 are important reaction products and that the thermally unstable endo-endo adduct 25 predominates (greater than or equal to 6:1) over its endo-exo isomer 26 in the early phases of reaction, its abundance falling with heating time. The reactions of especially the alkylated furans with 5a provide useful sources of compounds ('oxaisodrins') having the skeletal features of isodrin endo-endo-3,4,5,6,11,11-hexachlorotetracyclo[6.2.1.1(3.6).0(2.7)]dodeca-4,9-diene 1 otherwise not easily accessible.