1,1-bis(2-thenoyl)methane

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,1-bis(2-thenoyl)methane
• 英文别名: 2-methyl-1,3-di(thiophen-2-yl)propane-1,3-dione；2-Methyl-1,3-dithiophen-2-ylpropane-1,3-dione
• 化学式: C₁₂H₁₀O₂S₂
• 分子量: 250.342
• InChiKey: XZLHRWINPUJNQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  90.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  以 乙腈 为溶剂， 生成 1,1-bis(2-thenoyl)methane
  参考文献：
  名称：

  Steady state and laser photolysis studies of keto-enol tautomerizations in 2-alkyl-1,3-diketones having five-membered rings in acetonitrile: Temporal UV-A sunscreen

  摘要：

  Keto-enol tautomerization in 2-alkyl-1,3-diketons having five-membered rings was studied using steady state and laser flash photolysis techniques in solution. The alkyl keto-diketones undergo photoinduced tautomerization mainly in the triplet state to the enol in acetonitrile. The alkyl enol-diketones, thus formed, undergo thermal tautomerization to the original keto forms in a few days. The alkyl enol-diketones show fast internal conversion from the excited singlet state to the ground state without yielding the corresponding isomeric forms (rotamer). Based on the computation for state energies of the keto, enol and isomer forms, a schematic energy diagram for the tautomerization was drawn. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2015.10.010

文献信息

• Copper-catalyzed methylation of 1,3-diketones with tert-butyl peroxybenzoate
  作者：Zhi-Hao Zhou、Cheng-Kun Li、Shao-Fang Zhou、Adedamola Shoberu、Jian-Ping Zou

  DOI：10.1016/j.tet.2017.03.058

  日期：2017.5

  Copper-catalyzed radical methylation of 1,3-diketones with tert-butyl peroxybenzoate in air is described, providing a general pathway to α-methyl 1,3-diketones in moderate to good yields. This protocol has been scaled up to 50 g, and one of the synthesized products can be used in the synthesis of medicine, Rosuvastatin.

  描述了在空气中用叔丁基过氧苯甲酸酯的铜催化的1，3-二酮的自由基甲基化，提供了以中等至良好产率获得α-甲基1，3-二酮的一般途径。该协议已放大至50 g，其中一种合成产品可用于合成药物瑞舒伐他汀。
• POLYMERS DERIVED FROM BIS(THIENOCYCLOPENTA)BENZOTHIADIAZOLE AND THEIR USE AS ORGANIC SEMICONDUCTORS
  申请人：Merck Patent GmbH

  公开号：EP2331600A1

  公开（公告）日：2011-06-15
• [EN] POLYMERS DERIVED FROM BIS(THIENOCYCLOPENTA)BENZOTHIADIAZOLE AND THEIR USE AS ORGANIC SEMICONDUCTORS<br/>[FR] POLYMÈRES DÉRIVÉS DE BIS(THIÉNOCYCLOPENTA)BENZOTHIADIAZOLE ET LEUR UTILISATION EN TANT QUE SEMI-CONDUCTEURS ORGANIQUES
  申请人：MERCK PATENT GMBH

  公开号：WO2010031479A1

  公开（公告）日：2010-03-25

  The invention relates to conjugated polymers comprising bis(thienocyclopenta)benzothiadiazole units or derivatives thereof, to methods of their preparation, to novel monomer units used therein, to the use of the polymers in organic electronic (OE) devices, and to OE devices comprising the polymers.
• Steady state and laser photolysis studies of keto-enol tautomerizations in 2-alkyl-1,3-diketones having five-membered rings in acetonitrile: Temporal UV-A sunscreen
  作者：Yurie Suwa、Minoru Yamaji

  DOI：10.1016/j.jphotochem.2015.10.010

  日期：2016.2

  Keto-enol tautomerization in 2-alkyl-1,3-diketons having five-membered rings was studied using steady state and laser flash photolysis techniques in solution. The alkyl keto-diketones undergo photoinduced tautomerization mainly in the triplet state to the enol in acetonitrile. The alkyl enol-diketones, thus formed, undergo thermal tautomerization to the original keto forms in a few days. The alkyl enol-diketones show fast internal conversion from the excited singlet state to the ground state without yielding the corresponding isomeric forms (rotamer). Based on the computation for state energies of the keto, enol and isomer forms, a schematic energy diagram for the tautomerization was drawn. (C) 2015 Elsevier B.V. All rights reserved.