2,5-bis-(phenylhydroxymethyl)-3,4-dimethoxythiophene | 496801-01-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,5-bis-(phenylhydroxymethyl)-3,4-dimethoxythiophene
• 英文别名: [5-[Hydroxy(phenyl)methyl]-3,4-dimethoxythiophen-2-yl]-phenylmethanol；[5-[hydroxy(phenyl)methyl]-3,4-dimethoxythiophen-2-yl]-phenylmethanol
• CAS: 496801-01-5
• 化学式: C₂₀H₂₀O₄S
• 分子量: 356.442
• InChiKey: AZAYDUYANWOHQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  87.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  吡咯 、 2,5-bis-(phenylhydroxymethyl)-3,4-dimethoxythiophene 在 BF₃*(OEt)2 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 为溶剂， 生成 2,3,12,13-tetramethoxy-5,10,15,20-tetraphenyl-21,23-dithiaporphyrin
  参考文献：
  名称：

  Synthesis and crystal structure of 2,3,12,13-tetraalkoxy-21, 23-dithiaporphyrinsElectronic supplementary information (ESI) available: 1H-NMR, LD-MS spectra and X-ray crystal structure data. See http://www.rsc.org/suppdata/cc/b2/b208017f/

  摘要：

  首次合成了在β-噻吩碳上带有甲氧基、丁氧基、辛氧基和十二氧基取代基的21,23-二硫吡咯并。丁氧基衍生物的晶体结构表明，β-噻吩碳上的取代基使得吡咯环更加平面化。

  DOI：

  10.1039/b208017f
• 作为产物：
  描述：

  2,5-噻吩二羧酸,3,4-二甲氧基- 在 喹啉 、 copper chromite 、 四甲基乙二胺 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 4.25h， 生成 2,5-bis-(phenylhydroxymethyl)-3,4-dimethoxythiophene
  参考文献：
  名称：

  Synthesis and crystal structures of 2,3,12,13-tetraalkoxy-21,23-dithiaporphyrins and 2,3-dialkoxy-21-monothiaporphyrins

  摘要：

  The tetraalkoxy and dialkoxy substituted 21,23-dithiaporphyrins and 21-monothiaporphyrins, respectively, having methoxy, butoxy, octyloxy and dodecyloxy substituents at beta-thiophene carbons were synthesized and characterized. The X-ray structure was solved for tetrabutoxy substituted 21,23-dithiaporphyrin and it exhibited a more planar structure compared with unsubstituted S2TPP, whereas the dimethoxy substituted 21-monothiaporphyrin showed a saddle shaped structure similar to unsubstituted STPPH. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.09.008

文献信息

• Synthesis and crystal structure of 2,3,12,13-tetraalkoxy-21, 23-dithiaporphyrinsElectronic supplementary information (ESI) available: 1H-NMR, LD-MS spectra and X-ray crystal structure data. See http://www.rsc.org/suppdata/cc/b2/b208017f/
  作者：Neeraj Agarwal、Sarada P. Mishra、Anil Kumar、C.-H. Hung、M. Ravikanth

  DOI：10.1039/b208017f

  日期：2002.11.4

  21,23-Dithiaporphyrins with methoxy, butoxy, octyloxy and dodecyloxy substituents at β-thiophene carbons were synthesised for the first time and the crystal structure of the butoxy derivative indicated that the substituents at the β-thiophene carbons induce more planarity in the porphyrin ring.

  首次合成了在β-噻吩碳上带有甲氧基、丁氧基、辛氧基和十二氧基取代基的21,23-二硫吡咯并。丁氧基衍生物的晶体结构表明，β-噻吩碳上的取代基使得吡咯环更加平面化。
• Synthesis and crystal structures of 2,3,12,13-tetraalkoxy-21,23-dithiaporphyrins and 2,3-dialkoxy-21-monothiaporphyrins
  作者：Neeraj Agarwal、C.-H. Hung、Mangalampalli Ravikanth

  DOI：10.1016/j.tet.2004.09.008

  日期：2004.11

  The tetraalkoxy and dialkoxy substituted 21,23-dithiaporphyrins and 21-monothiaporphyrins, respectively, having methoxy, butoxy, octyloxy and dodecyloxy substituents at beta-thiophene carbons were synthesized and characterized. The X-ray structure was solved for tetrabutoxy substituted 21,23-dithiaporphyrin and it exhibited a more planar structure compared with unsubstituted S2TPP, whereas the dimethoxy substituted 21-monothiaporphyrin showed a saddle shaped structure similar to unsubstituted STPPH. (C) 2004 Elsevier Ltd. All rights reserved.