2,5,6,6-tetramethyl-6H-thieno[3,2-b]pyrrole | 830324-60-2

• 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: 2,5,6,6-tetramethyl-6H-thieno[3,2-b]pyrrole
• 英文别名: 6H-Thieno[3,2-b]pyrrole, 2,5,6,6-tetramethyl-；2,5,6,6-tetramethylthieno[3,2-b]pyrrole
• CAS: 830324-60-2
• 化学式: C₁₀H₁₃NS
• 分子量: 179.286
• InChiKey: BUCPEAAZNCROOX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,5,6,6-tetramethyl-6H-thieno[3,2-b]pyrrole 生成 2,4,6,6-tetramethylspiro[2,3-dihydrothieno[3,2-b]pyrrole-5,3'-[3H]naphtho[2,1-b][1,4]oxazine]
  参考文献：
  名称：

  Synthesis and Photochromism of Dihetarylethenes and Spiro Compounds based on Thiophene Derivatives

  摘要：

  Different types of diarylethenes bearing thiophene derivatives were synthesized by a short way and its photchromic properties were examined. It has been demonstrated for the first time that the photochromism of diarylcyclobutenediones depends on aryl substituents and dithienylcyclobutenediones in contrast to the annulated thiophene derivatives of cyclobutenedione, do not exhibit photochromic properties. An efficient approach for the synthesis of spiro compounds of the thieno[3,2-b]pyrrole series was developed starting from easily accessible substituted thienylhydrazine.

  DOI：

  10.1080/15421400590946703
• 作为产物：
  描述：

  N-(2-methyl-3-ethoxycarbonyl-4-thienyl)hydrazine 在 正丁基锂 作用下， 生成 2,5,6,6-tetramethyl-6H-thieno[3,2-b]pyrrole
  参考文献：
  名称：

  基于噻吩并[3,2-b]吡咯的新型光致变色螺环化合物的合成

  摘要：

  摘要 开发了噻吩并[3,2-b]吡咯啉的两条路线，并合成了基于噻吩并吡咯的新型螺吡喃和螺恶嗪。螺分子色烯部分的苯环也被噻吩取代，得到新的部花青。

  DOI：

  10.1080/15421400590946631

文献信息

• Novel photochromic spiro compounds based on thieno[3,2-<i>b</i>]pyrroles
  作者：Mikhail M. Krayushkin、Valerii Z. Shirinian、Alexey A. Shimkin、Arthur K. Mailian、Anatoly V. Metelitsa、Sergei O. Bezugliy

  DOI：10.1002/poc.1238

  日期：2007.11

  Previously unknown spiro compounds of thienopyrroline series were synthesized by a convenient method starting from easily accessible 3-hydroxythiophene derivatives. The photochromic properties of spiro compounds of thienopyrroline series were studied. Copyright © 2007 John Wiley & Sons, Ltd.

  通过方便的方法，从容易获得的3-羟基噻吩衍生物开始，合成了噻吩并吡咯啉系列的未知螺化合物。研究了噻吩并吡咯啉系列螺化合物的光致变色性质。版权所有©2007 John Wiley＆Sons，Ltd.
• Synthesis of first spiropyrans and spirooxazines based on thieno[3,2-b]pyrroles
  作者：M. M. Krayushkin、V. Z. Shirinian、D. M. Nikalin

  DOI：10.1023/b:rucb.0000035664.97032.13

  日期：2004.3
• Synthesis and Photochromism of Dihetarylethenes and Spiro Compounds based on Thiophene Derivatives
  作者：V. Z. Shirinian、M. M. Krayushkin、D. M. Nikalin、A. A. Shimkin、O. Yu. Kuznetsova、A. V. Metelitsa、V. I. Minkin

  DOI：10.1080/15421400590946703

  日期：2005.6.1

  Different types of diarylethenes bearing thiophene derivatives were synthesized by a short way and its photchromic properties were examined. It has been demonstrated for the first time that the photochromism of diarylcyclobutenediones depends on aryl substituents and dithienylcyclobutenediones in contrast to the annulated thiophene derivatives of cyclobutenedione, do not exhibit photochromic properties. An efficient approach for the synthesis of spiro compounds of the thieno[3,2-b]pyrrole series was developed starting from easily accessible substituted thienylhydrazine.
• Synthesis of Novel Photochromic Spiro Compounds based on Thieno[3,2-<i>b</i>]Pyrroles
  作者：A. A. Shimkin、D. M. Nikalin、V. Z. Shirinian、M. M. Krayushkin、L. G. Vorontsova、A. V. Metelitsa、V. I. Minkin

  DOI：10.1080/15421400590946631

  日期：2005.6.1

  ABSTRACT Two routes to thieno[3,2-b]pyrrolenines are developed and new spiropyranes and spirooxazines based on thienopyrrole are synthesized. Benzene ring in the chromene part of the spiro molecule is also replaced with thiophene one to give new merocyanines.

  摘要 开发了噻吩并[3,2-b]吡咯啉的两条路线，并合成了基于噻吩并吡咯的新型螺吡喃和螺恶嗪。螺分子色烯部分的苯环也被噻吩取代，得到新的部花青。