5-Hydroxy-3-thia-tricyclo[5.2.2.0^2,6]undeca-2(6),4,8-triene-4-carboxylic acid | 819850-00-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 5-Hydroxy-3-thia-tricyclo[5.2.2.0^2,6]undeca-2(6),4,8-triene-4-carboxylic acid
• 英文别名: 5-Hydroxy-3-thiatricyclo[5.2.2.02,6]undeca-2(6),4,8-triene-4-carboxylic acid；5-hydroxy-3-thiatricyclo[5.2.2.02,6]undeca-2(6),4,8-triene-4-carboxylic acid
• CAS: 819850-00-5
• 化学式: C₁₁H₁₀O₃S
• 分子量: 222.265
• InChiKey: ZWNXIWWBOMEOTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  85.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-Hydroxy-3-thia-tricyclo[5.2.2.0^2,6]undeca-2(6),4,8-triene-4-carboxylic acid 在 硫酸 potassium hexacyanoferrate(III) 作用下， 以 水 、 乙酸乙酯 、 1,2-二氯乙烷 为溶剂， 反应 0.17h， 生成 trans-thioindigo
  参考文献：
  名称：

  Thioindigo precursor: control of polymorph of thioindigo

  摘要：

  2,2'-Bi[-3(2H)-thioplienon]ylidene with two bicyclo[2.2.2]-octadiene moieties was quantitatively converted to thioindigo by the retro-Diels-Alder reaction. The thioindigo solid obtained from the precursor had the P2(1)/c structure which was different from the commercial thioindigo samples (P2(1)/n). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.10.028
• 作为产物：
  描述：

  Ethyl 3-(benzenesulfonyl)bicyclo[2.2.2]octa-2,5-diene-2-carboxylate 在 sodium hydride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 生成 5-Hydroxy-3-thia-tricyclo[5.2.2.0^2,6]undeca-2(6),4,8-triene-4-carboxylic acid
  参考文献：
  名称：

  Thioindigo precursor: control of polymorph of thioindigo

  摘要：

  2,2'-Bi[-3(2H)-thioplienon]ylidene with two bicyclo[2.2.2]-octadiene moieties was quantitatively converted to thioindigo by the retro-Diels-Alder reaction. The thioindigo solid obtained from the precursor had the P2(1)/c structure which was different from the commercial thioindigo samples (P2(1)/n). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.10.028

文献信息

• Thioindigo precursor: control of polymorph of thioindigo
  作者：Hidemitsu Uno、Kana Moriyama、Takayuki Ishikawa、Noboru Ono、Hidenori Yahiro

  DOI：10.1016/j.tetlet.2004.10.028

  日期：2004.11

  2,2'-Bi[-3(2H)-thioplienon]ylidene with two bicyclo[2.2.2]-octadiene moieties was quantitatively converted to thioindigo by the retro-Diels-Alder reaction. The thioindigo solid obtained from the precursor had the P2(1)/c structure which was different from the commercial thioindigo samples (P2(1)/n). (C) 2004 Elsevier Ltd. All rights reserved.