1,2,3,4,5-Pentachloro-5-methoxy-1,3-cyclopentadiene | 172324-01-5

• 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: 1,2,3,4,5-Pentachloro-5-methoxy-1,3-cyclopentadiene
• 英文别名: 1,2,3,4,5-Pentachloro-5-methoxycyclopenta-1,3-diene
• CAS: 172324-01-5
• 化学式: C₆H₃Cl₅O
• 分子量: 268.354
• InChiKey: HVWKWOQGJUJDDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,2,3,4,5-Pentachloro-5-methoxy-1,3-cyclopentadiene 以 various solvent(s) 为溶剂， 生成 1,2,3,4-tetrachloro-7-methoxy-9-oxatricyclo<2.2.1.25,7>non-2-ene
  参考文献：
  名称：

  Ismailov, S. A., Journal of Organic Chemistry USSR (English Translation), 1986, vol. 22, # 9, p. 1806 - 1807

  摘要：

  DOI：
• 作为产物：
  描述：

  甲醇 、 六氯环戊二烯 在 氢氧化钾 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 1,2,3,4,5-Pentachloro-5-methoxy-1,3-cyclopentadiene 、 1,2,4,5,5-Pentachloro-3-methoxycyclopenta-1,3-diene
  参考文献：
  名称：

  Facial selectivity in the inverse-electron-demand Diels-Alder reaction: additions to 1,2,3,4,5-pentachloro-5-methoxy-1,3-cyclopentadiene

  摘要：

  Dienophiles of various types underwent Diels-Alder cycloaddition to 1,2,3,4,5-pentachloro-5-methoxy-1,3-cyclopentadiene (1). Some reactions were predicted to proceed in the inverse-electron-demand mode whereas others were of the ''normal'' electronic configuration. The facial selectivity in, every reaction was the same. Addition was exclusively to the face of 1 syn to its methoxy group. The facial selectivity was consistent with steric and/or torsional control of facial selectivity rather than a consequence of a stereoelectronic phenomenon.

  DOI：

  10.1021/jo00123a033

文献信息

• ISMAILOV S. A., ZH. ORGAN. XIMII, 22,(1986) N 9, 2010-2011
  作者：ISMAILOV S. A.

  DOI：——

  日期：——
• US4053528A
  申请人：——

  公开号：US4053528A

  公开（公告）日：1977-10-11
• US4299758A
  申请人：——

  公开号：US4299758A

  公开（公告）日：1981-11-10
• Facial selectivity in the inverse-electron-demand Diels-Alder reaction: additions to 1,2,3,4,5-pentachloro-5-methoxy-1,3-cyclopentadiene
  作者：Lori C. Burry、John N. Bridson、D. Jean Burnell

  DOI：10.1021/jo00123a033

  日期：1995.9

  Dienophiles of various types underwent Diels-Alder cycloaddition to 1,2,3,4,5-pentachloro-5-methoxy-1,3-cyclopentadiene (1). Some reactions were predicted to proceed in the inverse-electron-demand mode whereas others were of the ''normal'' electronic configuration. The facial selectivity in, every reaction was the same. Addition was exclusively to the face of 1 syn to its methoxy group. The facial selectivity was consistent with steric and/or torsional control of facial selectivity rather than a consequence of a stereoelectronic phenomenon.
• Ismailov, S. A., Journal of Organic Chemistry USSR (English Translation), 1986, vol. 22, # 9, p. 1806 - 1807
  作者：Ismailov, S. A.

  DOI：——

  日期：——