2,6-dimethyl-4-(thiophen-2-yl)pyridine-3,5-dicarboxylic acid | 91901-61-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2,6-dimethyl-4-(thiophen-2-yl)pyridine-3,5-dicarboxylic acid
• 英文别名: 2,6-dimethyl-4-thiophen-2-yl-pyridine-3,5-dicarboxylic acid；2,6-dimethyl-4-[2]thienyl-pyridine-3,5-dicarboxylic acid；H2smpdc；2,6-Dimethyl-4-[2]thienyl-pyridin-3,5-dicarbonsaeure；2,6-Dimethyl-4-thienyl-(2)-pyridin-dicarbonsaeure-(3,5)；2,6-Dimethyl-4-(2-thienyl)pyridine-3,5-dicarboxylic acid；2,6-dimethyl-4-thiophen-2-ylpyridine-3,5-dicarboxylic acid
• CAS: 91901-61-0
• 化学式: C₁₃H₁₁NO₄S
• 分子量: 277.301
• InChiKey: ICZSZWFKBXSBAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  116
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,6-dimethyl-4-(thiophen-2-yl)pyridine-3,5-dicarboxylic acid 在 PPA 作用下， 反应 5.0h， 生成 5,7-dimethyl-4-oxo-4H-thieno[2',3':3,4]cyclopenta[1,2-c]pyridine-8-carboxylic acid
  参考文献：
  名称：

  Beger,J.; Treibs,W., Justus Liebigs Annalen der Chemie, 1962, vol. 652, p. 204 - 211

  摘要：

  DOI：
• 作为产物：
  描述：

  2,6-dimethyl-4-thiophen-2-yl-pyridine-3,5-dicarboxylic acid diethyl ester 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 生成 2,6-dimethyl-4-(thiophen-2-yl)pyridine-3,5-dicarboxylic acid
  参考文献：
  名称：

  Treibs,W.; Beger,J., Justus Liebigs Annalen der Chemie, 1962, vol. 652, p. 192 - 203

  摘要：

  DOI：

文献信息

• Photoluminescent metal(II)-organic complexes with two distinct atropisomeric units from axially prochiral ligands through C–H⋯O hydrogen bonds (M=zinc, cobalt, nickel)
  作者：Kun-Lin Huang、Yan-Ting He、Guo-Ming Liang、Yu-Yang Sun、Chang-Wen Hu

  DOI：10.1016/j.ica.2006.11.016

  日期：2007.5

  By taking advantage of rich-electron modification of pyridine-3,5-dicarboxylates, three photoluminescent isostructural metal-organic complexes, namely, [M(HsmpdC)(2)(H2O)(4)] center dot 6H(2)O (smpdc = 2,6-dimethyl-4-(thiophen-2-yl)pyridine-3,5-dicarboxylate, M = Zn (1), Co (2) and Ni (3)), were synthesized and characterized by single crystal X-ray analyses. There are interesting hydrogen-bonded M2+(H2O)(8) ionic clusters in the structures of title compounds. And of the most interesting is that S- and R-atropisomeric units are constructed from axially prochiral organic ligands through C-H center dot center dot center dot O hydrogen bonds. Strong photoluminescent emission at 543 nm with obvious red shift might make compound 1 a potentially photoactive solid-state material for its thermal and chemical stability. (C) 2006 Elsevier B.V. All rights reserved.