2-(methylphosphonate acid diethyl ester)-3-methylthiophene | 76695-27-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: 2-(methylphosphonate acid diethyl ester)-3-methylthiophene
• 英文别名: diethyl (3-methylthiophen-2-yl)methylphosphonate；2-(diethoxyphosphorylmethyl)-3-methylthiophene
• CAS: 76695-27-7
• 化学式: C₁₀H₁₇O₃PS
• 分子量: 248.283
• InChiKey: IMJNMTOOSKYSRB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.82
• 重原子数：
  15.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-二对甲苯胺基苯甲醛 、 2-(methylphosphonate acid diethyl ester)-3-methylthiophene 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以81%的产率得到2-{2-[p-(di-p-tolylamino)phenyl]vinyl}-3-methylthiophene
  参考文献：
  名称：

  Low-cost dyes based on methylthiophene for high-performance dye-sensitized solar cells

  摘要：

  Three donor-acceptor, pi-conjugated (D-pi-A) dyes containing methylthiophene or vinylene methylthiophene as pi-conjugated spacer were utilised in dye-sensitized nanocrystalline TiO2 solar cells. The relationship between the structure of the dyes and their photophysical, electrochemical and photovoltaic properties was investigated systematically. The vinyl unit, introduced as the pi-conjugated spacer, leads to unfavorable back-electron transfer and decrease of the open-circuit voltage. A dye-sensitized solar cell based on 2-cyano-3-(5-(4-(diphenylamino)phenyl)-4-methylthiophenyl-2-yl) acrylic acid displayed the most efficient solar-to-electricity conversion efficiency of the dyes with a maximum eta value of 8.27% (V-oc = 0.72 V, J(sc) = 15.76 mA cm(-2), FF = 0.73) under simulated AM 1.5 G solar irradiation (100 mW cm(-2)). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2010.03.029
• 作为产物：
  描述：

  diethyl(3-methyl-1,2,4-pentatrienyl)phosphonate 在 氯硫基甲烷 作用下， 以 四氯化碳 为溶剂， 生成 2-(methylphosphonate acid diethyl ester)-3-methylthiophene
  参考文献：
  名称：

  烷基亚磺酰氯与3-甲基-1,2,4-戊三烯膦酸酯的相互作用中噻吩环的形成

  摘要：

  3-甲基-1，2，4-戊三烯膦酸的二烷基酯与烷基亚磺酰氯反应生成2-噻吩基膦酸的二烷基酯。

  DOI：

  10.1016/s0040-4039(00)78727-2

文献信息

• 1,2-Alkatrienephosphonates in the Reactions with Sulfenyl- and Selenenylbromides
  作者：Dobromir D. Enchev、Stanimir P. Stankolov

  DOI：10.1080/10426500701340857

  日期：2007.6.14

  The interaction of 1,2-alkatrienephosphonic dichlorides and dialkyl esters with sulfenyl- and selenenylbromides is investigated and a possible mechanism of the reactions is discussed. The possibility to control the structure of the products by variation of the type of the electrophile and of the substrate is also shown.
• ANGELOV C. M.; KIRILOV M.; VACHKOV K. V.; SPASSOV S. L., TETRAHEDRON LETT. 1980, 21, NO 36, 3507-3508
  作者：ANGELOV C. M.、 KIRILOV M.、 VACHKOV K. V.、 SPASSOV S. L.

  DOI：——

  日期：——
• ANGELOV, X. M.;VACHKOV, K. V.
  作者：ANGELOV, X. M.、VACHKOV, K. V.

  DOI：——

  日期：——