4,5-bis(2,5-dimethyl-3-thienyl)-1,3-dioxol-2-one | 514814-17-6

• 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: 4,5-bis(2,5-dimethyl-3-thienyl)-1,3-dioxol-2-one
• 英文别名: 4,5-Bis(2,5-dimethylthiophen-3-yl)-1,3-dioxol-2-one
• CAS: 514814-17-6
• 化学式: C₁₅H₁₄O₃S₂
• mdl: MFCD06014760
• 分子量: 306.406
• InChiKey: STKIJTRICOJQIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  92
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4,5-bis(2,5-dimethyl-3-thienyl)-1,3-dioxol-2-one 在 tetraphosphorus decasulfide 作用下， 以 甲醇 、 xylene 为溶剂， 反应 17.0h， 生成 4,5-bis(2,5-dimethyl-3-thienyl)-3-methyl-1,3-oxazole-2(3H)-thione
  参考文献：
  名称：

  Synthesis and photochromic properties of 1,2-dihetarylethenes with 1,3-dioxole- and 1,3-oxazole-2-thione bridges

  摘要：

  开发了以 1,3- 二氧杂环戊烯和 1,3- 恶唑-2-硫酮片段为乙烯桥的取代双（2,5-二甲基-3-噻吩基）乙烯的合成方法。这些化合物具有光致变色特性。

  DOI：

  10.1007/s11172-005-0405-2
• 作为产物：
  描述：

  以 乙腈 为溶剂， 生成 4,5-bis(2,5-dimethyl-3-thienyl)-1,3-dioxol-2-one
  参考文献：
  名称：

  摘要：

  Procedures were developed for the synthesis of substituted bis(2,5-dimethyl-3-thienyl)ethenes containing the imidazol-2-one, 1,3-dioxol-2-one, or 1,3-oxazol-2-one fragments as ethene bridges. These compounds were demonstrated to exhibit the photochromic properties. The cyclic forms of some imidazolone and oxazolone photochromes possess high thermal stability. The structure of photochromic 4,5-bis(4-acetyl-2,5-dimethyl-3-thienyl)-3-methyl-2,3-dihydro-1,3-oxazol-2-one was established by X-ray diffraction analysis. The molecule adopts an anti-parallel conformation similar to that of perfluorocyclopentene-bridged dithienylethenes.

  DOI：

  10.1023/a:1021367909022

文献信息

• Thermally irreversible organic photochromic compounds for optical memory
  作者：V. A. Barachevsky、Yu. P. Strokach、Yu. A. Puankov、M. M. Krayushkin

  DOI：10.1002/poc.1191

  日期：2007.11

  some photochromic compounds (58 diarylethenes and 9 fulgimides), the results of our spectral and kinetic studies are presented. Aiming at targeted synthesis of new photochromic compounds, the structure – photochromic behavior relationship (SPBR) for the synthesized compounds has been analyzed. The perspectives for application of these compounds in development of recording media for use in optical memory

  对于某些光致变色化合物（58个双芳硫醚和9个全黄酰亚胺），我们给出了光谱和动力学研究的结果。为了有针对性地合成新的光致变色化合物，已经分析了合成化合物的结构-光致变色行为关系（SPBR）。概述了这些化合物在开发用于光学存储设备的记录介质中的应用前景。版权所有©2007 John Wiley＆Sons，Ltd.
• Photochromic organic compounds for optical memory
  作者：V. A. Barachevsky、M. M. Krayushkin

  DOI：10.1007/s11172-008-0124-6

  日期：2008.4

  For the purpose of target syntheses of new photochromic compounds, a relationship between the structure and properties of a series of the known thermally irreversible photochromes was analyzed using the spectral kinetic data obtained by the authors.

  为了合成新的光致变色化合物，使用作者获得的光谱动力学数据分析了一系列已知的热不可逆光致变色化合物的结构和性质之间的关系。
• Femtosecond dynamics of photocyclization of 1-[(4-{5-[4-chloromethyl-2,5-dimethyl-3-thienyl]-2-oxo-1,3-dioxol-4-yl}-2,5-dimethyl-3-thienyl)methyl]pyridinium chloride
  作者：S. M. Aldoshin、E. A. Yur’eva、N. A. Sanina、M. M. Krayushkin、D. V. Tsyganov、F. E. Gostev、I. V. Shelaev、O. M. Sarkisov、V. A. Nadtochenko

  DOI：10.1007/s11172-011-0176-x

  日期：2011.6

  The photochromic ring closure in diarylethylene was studied by femtosecond laser spectroscopy. The absorption spectrum of the initial excited state under pulse excitation at 305 nm was observed. The kinetic scheme of transitions from the initial excited state to the closed-ring isomer as the final product is proposed.

  通过飞秒激光光谱研究了二芳基乙烯中的光致变色闭环。在 305 nm 脉冲激发下观察初始激发态的吸收光谱。提出了从初始激发态到作为最终产物的闭环异构体跃迁的动力学方案。
• WO2006/80647
  申请人：——

  公开号：——

  公开（公告）日：——
• Photochromic Dihetarylethenes: XX. Synthesis and Photochromic Properties of Dithienylethenes with a Fixed Conformation
  作者：M. M. Krayushkin、S. N. Ivanov、B. V. Lichitskii、A. A. Dubinov、L. G. Vorontsova、Z. A. Starikov、A. Yu. Martynkin

  DOI：10.1023/b:rujo.0000034913.28011.34

  日期：2004.1

  A procedure was developed for the synthesis of bis(2,5-dimethyl-3-thienyl)ethenes with partially fixed molecular conformation, and their photochromic properties in solution were studied. The structure of photochromic 1-(2,5-dimethyl-3-thienyl)-7,9-dimethyl-5,6-dihydrothieno[3'4': 3,4]pyrido[1,2-c][1,3]oxazol-3-one, as well as of 1-(2,5-dimethyl-3-thienyl)-7,9-dimethylthieno[3',4' : 3,4]pyrido[1,2-c][1,3]oxazol-3-one possessing no photochromic properties, was determined by X-ray analysis.