3-formylselenophene | 18168-59-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-formylselenophene
• 英文别名: 3-Selenophenecarboxaldehyde；selenophene-3-carbaldehyde
• CAS: 18168-59-7
• 化学式: C₅H₄OSe
• 分子量: 159.046
• InChiKey: IPWXJCOSPVHJLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.56
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2912190090

反应信息

• 作为反应物：
  描述：

  3-formylselenophene 在 sodium hydroxide 、 sodium methylate 作用下， 以 水 为溶剂， 反应 1.5h， 生成 (E)-2-<2-(3-selenienyl)vinyl>benzoic acid
  参考文献：
  名称：

  通过二异丙基氨基锂介导的2-邻-羧基苯基乙烯基呋喃，噻吩和硒代苯的环化反应，新颖合成某些三环酮

  摘要：

  10H-苯并[4,5]环庚[2，1 - b ]-噻吩-10-酮的合成10H-苯并[4,5]环庚[2,1 - b ]硒苯酚-10-酮和10H-二异丙基氨基锂诱导的（Z）-2- [2-（2-噻吩基）-乙烯基]苯甲酸环化反应生成苯并[4,5]环庚[2,1 - b ]呋喃-10-酮（1a-c），分别报道了（Z）-2- [2-（3-（硒烯基）乙烯基]苯甲酸和（Z）-2- [2-（3-呋喃基）乙烯基]苯甲酸（2a-c）。

  DOI：

  10.1016/s0040-4020(01)91860-5
• 作为产物：
  描述：

  Selenophen-3-selenocarbonsaeure-Se-p-tolylester 以2%的产率得到
  参考文献：
  名称：

  BEELITZ K.; PRAEFCKE K.; GRONOWITZ S., J. ORGANOMETAL. CHEM., 1980, 194, NO 2, 167-171

  摘要：

  DOI：

文献信息

• Organische photochemie
  作者：Klaus Beelitz、Klaus Praefcke、Salo Gronowitz

  DOI：10.1016/s0022-328x(00)86665-6

  日期：1980.7

  The two new ring systems 9H-selenolo[3,2-b][1]benzoselenine and 4H-selenolo [2,3-b][1]benzoselenine are described; these compounds are synthesized by photoinduced selenol esterseleninone transformations of Se-p-tolylselenophenselenocarboxylates

  描述了两个新的环系统9 H-硒代[3,2- b ] [1]苯并硒氨酸和4 H-硒代[2,3- b ] [1]苯并硒氨酸；这些化合物由光诱导的硒醇esterseleninone变换合成硒- p -tolylselenophenselenocarboxylates
• Synthesis, Crystal Structures, and Electrical Properties of Anion Radical Salts of Novel Electron Acceptors, 2,6-Dicyanomethylene-4-oxo-2,6-dihydrocyclopentadithiophene (CPDT-TCNQ) and Its Diselenophene Analogue (CPDS-TCNQ), Having Three Electron-Withdrawing Groups
  作者：Shinji Tarutani、Kazuko Takahashi

  DOI：10.1246/bcsj.77.463

  日期：2004.3

  Novel heterophene analogues of tetracyanodiphenoquinodimethane (TCNDQ) having three electron-withdrawing groups in one molecule, 2,6-dicyanomethylene-4-oxo-2,6-dihydrocyclopentadithiophene (CPDT-TCNQ: 1) and 2,6-dicyanomethylene-4-oxo-2,6-dihydrocyclopentadiselenophene (CPDS-TCNQ: 2), have been synthesized. CPDT-TCNQ and CPDS-TCNQ have a good coplanar conformation and have a fairly high electron-accepting ability due to the existence of the central carbonyl group in addition to the two terminal dicyanomethylene groups. The anion radical salts, Me4X(CPDT-TCNQ)2 (X = N, P, and As), Et4N(CPDT-TCNQ)2, and Me4X(CPDS-TCNQ)2 (X = P and As), showed a metallic conducting behavior (σrt = 260 to 42 S cm−1) down to 130–255 K. In the crystal structures of Me4X(CPDT-TCNQ)2 (X = N, P, and As), which are isostructural with each other, the acceptor molecules form rigid and tight two-dimensional networks consisting of strong S···N and O···H inter-column contacts in the side-by-side direction. However, these salts have an extremely one-dimensional electronic structure along the stacking direction. This fact indicates that the chalcogen atoms in the acceptor molecules do not increase the dimensionality of the electronic structures of the anion radical salts; that property is significantly different from the role of chalcogen atoms of TTF or BEDT-TTF type donor molecules. The existence of the central carbonyl group in CPDT-TCNQ and in CPDS-TCNQ plays a very important role to give metallic anion radical salts due to the rigid conformation. The phase transition at 130 K on Me4N(CPDT-TCNQ)2 is regarded as 2kF CDW instability. The origins of the phase transitions at 165 K for Me4P(CPDT-TCNQ)2 and 185 K for Me4As(CPDT-TCNQ)2 are regarded as 4kF CDW. Thus the phase transition mechanisms of these salts are significantly different from each other, although the crystal structures are isostructural.

  ion离子。
• HALLBERG, A.;PEDAJA, P., TETRAHEDRON, 1983, 39, N 5, 819-821
  作者：HALLBERG, A.、PEDAJA, P.

  DOI：——

  日期：——
• DUBUS P.; DECROIX B.; MOREL J.; PASTOUR P., BULL. SOC. CHIM. FRANCE <BSCF-AS>, 1976, NO 3-4, PART. 2, 628-634
  作者：DUBUS P.、 DECROIX B.、 MOREL J.、 PASTOUR P.

  DOI：——

  日期：——
• GRONOWITZ, SALO;SVENSSON, ARNE, CHEM. SCR., 27,(1987) N 2, 249-252
  作者：GRONOWITZ, SALO、SVENSSON, ARNE

  DOI：——

  日期：——

表征谱图