5-chloro-1',3',3'-trimethyl-7-hydroxyspiro[2H-benzopyran-2,2'-indoline] | 23022-11-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 5-chloro-1',3',3'-trimethyl-7-hydroxyspiro[2H-benzopyran-2,2'-indoline]
• 英文别名: spiro[2H-1-benzopyran-2,2’-(7-hydroxy-1’,3’,3’-trimethylindoline)]；1,3,3-Trimethylspiro；1',3',3'-trimethyl-1',3'-dihydro-spiro[chromene-2,2'-indol]-7-ol；1',3',3'-Trimethylspiro[chromene-2,2'-indole]-7-ol
• CAS: 23022-11-9
• 化学式: C₁₉H₁₉NO₂
• 分子量: 293.365
• InChiKey: XMUABOSGKJBAEY-UHFFFAOYSA-N

物化性质

• 沸点：
  461.2±45.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  32.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-chloro-1',3',3'-trimethyl-7-hydroxyspiro[2H-benzopyran-2,2'-indoline] 以 二氯甲烷 为溶剂， 生成 C₁₉H₁₉NO₂
  参考文献：
  名称：

  Mercury ion induced activation of the C–O bond in a photo-responsive spiropyran

  摘要：

  The conversion of 7-hydroxy-BIPS in solution from colourless form to colored form can be induced using both light and the addition of Hg2+ ion No significant color change is observed when other ions (Ca2+ Mg2+ Zn2+ Cd2+ Co2+ Cu2+ Mn2+ Fe2+ Ni2+ Pb2+ K+ Na+ Li+ and Ag+) were used (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.dyepig.2010.06.011
• 作为产物：
  描述：

  1-(7-甲基萘-1-基)乙烷-1-酮 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 1.58h， 生成 5-chloro-1',3',3'-trimethyl-7-hydroxyspiro[2H-benzopyran-2,2'-indoline]
  参考文献：
  名称：

  Synthesis of 7-Hydroxyspiropyran

  摘要：

  The 7-acetoxyspiropyrans (4a and 4b) have been prepared by the reaction of Fischer's bases (3) with 2,4-diacetoxybenzaldehyde in refluxing ethanol in moderate yields. The acetyl group of 7-acetoxyspiropyran 4a was easily removed to give a 7-hydroxyspiropyran 6 in high yield under the basic condition.

  DOI：

  10.1080/00397910008087399

文献信息

• Improving the Synthesis of Spiropyran Derivatives Using Microwave Irradiation Method
  作者：Siti Aishah Hasbullah、Atisya Rohadi、Azwan Mat Lazim、Rumaisa Nordin

  DOI：10.3987/com-13-12920

  日期：——

  A solvent free synthesis of spiropyran derivatives has been developed from the condensation of indoline and salicylaldehyde using a microwave irradiation method. This method starts from readily available starting materials and provides biologically interesting products. The microwave irradiation method was remarkably successful and gave spiropyran derivatives in higher yield (72-99%) with a much shorter reaction time (10-15 min) compared to the conventional heating method. The chemical structures of the compounds prepared were characterized through IR, H-1 NMR and C-13 NMR spectral data.
• US5551973A
  申请人：——

  公开号：US5551973A

  公开（公告）日：1996-09-03
• US5593486A
  申请人：——

  公开号：US5593486A

  公开（公告）日：1997-01-14
• US5633109A
  申请人：——

  公开号：US5633109A

  公开（公告）日：1997-05-27
• Synthesis of 7-Hydroxyspiropyran
  作者：Young Jin Cho、Seung Hwan Lee、Jong Woo Bae、Sung Hoon Kim、Sam Rok Keum、Cheol Min Yoon

  DOI：10.1080/00397910008087399

  日期：2000.1

  The 7-acetoxyspiropyrans (4a and 4b) have been prepared by the reaction of Fischer's bases (3) with 2,4-diacetoxybenzaldehyde in refluxing ethanol in moderate yields. The acetyl group of 7-acetoxyspiropyran 4a was easily removed to give a 7-hydroxyspiropyran 6 in high yield under the basic condition.