di(2,2'-bithiophen-5-yl)methanone | 135887-27-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: di(2,2'-bithiophen-5-yl)methanone
• 英文别名: Bis(2,2'-bithien-5-yl)ketone；2,2'-Bithiophen-5-yl ketone；bis(5-thiophen-2-ylthiophen-2-yl)methanone
• CAS: 135887-27-3
• 化学式: C₁₇H₁₀OS₄
• 分子量: 358.53
• InChiKey: COKPLEFIVSQTNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  130
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  di(2,2'-bithiophen-5-yl)methanone 在 吡啶 、 四氯化钛 、 锌 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 72.0h， 以84%的产率得到1,1,2,2-tetra(2,2'-bithiophen-5-yl)ethene
  参考文献：
  名称：

  Oligothiophenes III: Synthesis of Tetra‐thienyl‐Substituted Ethylenes Including an Abnormal McMurry Coupling Result

  摘要：

  This article describes the synthesis of some selected tetra-thiophenyl-substituted ethenes by McMurry coupling of some selected thienyl ketones, including a surprising coupling product. The products were analyzed by MS, NMR, UV, and x-ray crystallography. Their cyclic voltagrams were recorded.

  DOI：

  10.1080/00397910701199037
• 作为产物：
  描述：

  2,2'-联二噻吩 、 2,2’-联噻吩-5-羰酰氯 以 二氯甲烷 、 正戊烷 、 苯 为溶剂， 以66%的产率得到di(2,2'-bithiophen-5-yl)methanone
  参考文献：
  名称：

  Photochromic naphtho [2,1-b]pyran compounds containing bithienyl or terthienyl substituents, process for their manufacture, and photochromic materials and articles obtained

  摘要：

  该发明的光致变色化合物对应于以下结构式：其中Th2代表萘环系统中5到10位置的二噻吩基团，R1表示二噻吩或三噻吩基团，R2表示二噻吩、三噻吩、芳基、萘基、噻吩基、呋喃基、吡咯基或N-烷基吡咯基团。

  公开号：

  US06312811B1

文献信息

• Poly(cyclopropenone)s: Formal Inclusion of the Smallest Hückel Aromatic into π-Conjugated Polymers
  作者：Patricia A. Peart、John D. Tovar

  DOI：10.1021/jo101108f

  日期：2010.8.20

  hydrolyzed to the respective cyclopropenones. The unusually strong dipole moment associated with the cyclopropenone renders this core formally aromatic, an electronic structure that becomes more important within individual monomers upon protonation of the carbonyl function with trifluoroacetic acid or alkylation with triethyloxonium salts. The electronic properties of cyclopropenone polymers in their pristine

  描述了π-共轭环丙烯聚合物的前体的合成。通过亲电取代原位生成的环丙烯阳离子，可以轻松制备用于化学和电化学操作的单体，然后将其水解为相应的环丙烯酮。与环丙烯酮相关的异常强的偶极矩使该核芯具有正式的芳香性，这种电子结构在用三氟乙酸将羰基官能化或用三乙基氧鎓盐进行烷基化后在单个单体中变得更加重要。讨论了处于原始状态和酸化后的环丙烯酮聚合物的电子性能，以及对酸也敏感但没有添加芳香族元素的共轭含羰基聚合物。
• Krishnaswamy, N. R.; Kumar, Ch. Siva Sai Kamana; Prasanna, S., Journal of Chemical Research, Miniprint, 1991, # 7, p. 1801 - 1830
  作者：Krishnaswamy, N. R.、Kumar, Ch. Siva Sai Kamana、Prasanna, S.

  DOI：——

  日期：——
• US6312811B1
  申请人：——

  公开号：US6312811B1

  公开（公告）日：2001-11-06
• Photochromic naphtho [2,1-b]pyran compounds containing bithienyl or terthienyl substituents, process for their manufacture, and photochromic materials and articles obtained
  申请人：Essilor International Compagnie Generale d'Optique

  公开号：US06312811B1

  公开（公告）日：2001-11-06

  The photochromic compounds of the invention correspond to the formula: in which Th2 represents a bithienyl group in one of the positions 5 to 10 of the naphthenic ring system system, R1 denotes a bithienyl or trithienyl group and R2 denotes a bithienyl, trithienyl, aryl, naphthyl, thienyl, furyl, pyrrolyl or N-alkylpyrrolyl group.

  该发明的光致变色化合物对应于以下结构式：其中Th2代表萘环系统中5到10位置的二噻吩基团，R1表示二噻吩或三噻吩基团，R2表示二噻吩、三噻吩、芳基、萘基、噻吩基、呋喃基、吡咯基或N-烷基吡咯基团。
• Oligothiophenes III: Synthesis of Tetra‐thienyl‐Substituted Ethylenes Including an Abnormal McMurry Coupling Result
  作者：Harald Halvorsen、Jan Skramstad、Håkon Hope

  DOI：10.1080/00397910701199037

  日期：2007.4.1

  This article describes the synthesis of some selected tetra-thiophenyl-substituted ethenes by McMurry coupling of some selected thienyl ketones, including a surprising coupling product. The products were analyzed by MS, NMR, UV, and x-ray crystallography. Their cyclic voltagrams were recorded.