1-(3-噻吩基)-1-戊酮 | 90534-16-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(3-噻吩基)-1-戊酮
• 英文名称: 3-pentanoylthiophene
• 英文别名: 3-Valerylthiophene；1-thiophen-3-ylpentan-1-one
• CAS: 90534-16-0
• 化学式: C₉H₁₂OS
• 分子量: 168.26
• InChiKey: YEKDVGQIWIPINK-UHFFFAOYSA-N

物化性质

• 沸点：
  149-153 °C(Press: 35 Torr)
• 密度：
  1.051±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  45.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(3-噻吩基)-1-戊酮 在 sodium hydroxide 、 sodium amalgam 、 正丁基锂 作用下， 以 乙醇 为溶剂， 生成
  参考文献：
  名称：

  Bandgap control through reduction of bond length alternation in bridged poly(diethienylethylene)s

  摘要：

  一项新型刚性双噻吩乙烯的X射线结构分析显示，观察到的HOMO-LUMO间隙的缩小是由于键长交替的放松所致。

  DOI：

  10.1039/a607890g
• 作为产物：
  描述：

  3-噻吩甲醛 在 chromium(VI) oxide 作用下， 生成 1-(3-噻吩基)-1-戊酮
  参考文献：
  名称：

  Bandgap control through reduction of bond length alternation in bridged poly(diethienylethylene)s

  摘要：

  一项新型刚性双噻吩乙烯的X射线结构分析显示，观察到的HOMO-LUMO间隙的缩小是由于键长交替的放松所致。

  DOI：

  10.1039/a607890g

文献信息

• Bandgap control through reduction of bond length alternation in bridged poly(diethienylethylene)s
  作者：Hugues Brisset、Philippe Blanchard、Bertrand Illien、Amédée Riou、Jean Roncali

  DOI：10.1039/a607890g

  日期：——

  X-Ray structure analysis of a new rigid dithienylethylene shows that the observed reduction of the HOMO–LUMO gap results from a relaxation of bond length alternation.

  一项新型刚性双噻吩乙烯的X射线结构分析显示，观察到的HOMO-LUMO间隙的缩小是由于键长交替的放松所致。
• Process for preparing 3-substituted thiophene
  申请人：Matsushita Akio

  公开号：US20090137822A1

  公开（公告）日：2009-05-28

  The present invention relates to a process for preparing a 3-substituted thiophene represented by the formula (2): wherein R represents a cyano group, a formyl group, a carboxyl group, a hydrocarbyloxycarbonyl group which may have a substituent(s) or an acyl group which may have a substituent(s), which comprises reacting a vinyl compound represented by the formula (1): RCH═CHY  (1) wherein R has the same meaning as defined above, and Y represents a leaving group, and an α-mercaptoacetaldehyde or a multimer thereof.

  本发明涉及一种制备式（2）的3-取代噻吩的方法，其中R代表氰基、甲酰基、羧基、可具有取代基的烃氧羰基基团或可具有取代基的酰基基团；所述方法包括将式（1）表示的乙烯化合物与α-巯基乙醛或其多聚体反应，式（1）中R的含义与上述定义相同，Y表示离去基团。
• WO2006/123648
  申请人：——

  公开号：——

  公开（公告）日：——
• A remarkable effect of ionic liquids in transition-metal-free aerobic oxidation of benzylic alcohols
  作者：Yoshiro Oda、Koji Hirano、Tetsuya Satoh、Susumu Kuwabata、Masahiro Miura

  DOI：10.1016/j.tetlet.2011.08.053

  日期：2011.10

  The transition-metal-free aerobic oxidation of benzylic alcohols is uniquely accelerated by a 1-butyl-3-methylimidazolium hexafluorophosphate (BMI-PF(6))/PhCF(3) biphasic system and Cs(2)CO(3) to afford the corresponding ketones in good yields. The reaction system is also applicable to an oxidative cross-esterification of primary benzyl alcohols with a higher aliphatic alcohol. (C) 2011 Elsevier Ltd. All rights reserved.
• Benzotriazole-Mediated Conversions of Aromatic and Heteroaromatic Aldehydes to Functionalized Ketones
  作者：Alan R. Katritzky、Hengyuan Lang、Zuoquan Wang、Zhongxing Zhang、Huimin Song

  DOI：10.1021/jo00128a039

  日期：1995.11

  Aromatic and heteroaromatic aldehydes reacted with benzotriazole and triethyl orthoformate in THF to give the corresponding alpha-(benzotriazol-1-yl)aryl ethyl ethers 7 in good yield. The novel acyl anion precursors 7 underwent smooth lithiation at the methine group followed by trapping with alkyl halides, aldehydes, ketones, and imines to yield the expected substituted intermediates of type 9, which were hydrolyzed under mild conditions without isolation. Benzaldehyde, methyl-, chloro-, and methoxy-substituted benzaldehydes, 1-naphthalenecarboxaldehyde, 2- and 3-furaldehydes, 2- and 3-thiophenecarboxaldehydes, and 2-pyridinecarboxaldehyde were all transformed in this manner into a variety of aryl and heteroaryl ketones with alkyl (10), alpha-hydroxyalkyl (12 and 13), alpha-aminoalkyl (14) and acyl(15) substituents.