3,4-dibromo-5-methyl-2-thiophene aldehyde | 363606-41-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,4-dibromo-5-methyl-2-thiophene aldehyde
• 英文别名: 3,4-dibromo-5-methylthiophene-2-carbaldehyde
• CAS: 363606-41-1
• 化学式: C₆H₄Br₂OS
• 分子量: 283.971
• InChiKey: UROATTXPFLNJRW-UHFFFAOYSA-N

物化性质

• 沸点：
  316.1±37.0 °C(Predicted)
• 密度：
  2.039±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 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：

  3,4-dibromo-5-methyl-2-thiophene aldehyde 在 lithium hydroxide 、 正丁基锂 、 氯化亚砜 、 水 、 potassium carbonate 作用下， 以 四氢呋喃 、 N-甲基吡咯烷酮 、 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 87.33h， 生成 2-(2-benzothiazolyl)-5-methylthieno[3,2-b]thiophene
  参考文献：
  名称：

  摘要：

  1,2- Bis(5-(2-benzothiazolyl)-2-methyl-6-trifluoromethylthieno[3,2-b]thiophen-3-yl)hexafluorocyclopentene possessing high fatigue resistance was synthesized for the first time. Its photochromic and fluorescence properties were studied. The structure of its cyclic form was established by X-ray diffraction analysis.

  DOI：

  10.1023/a:1009589521335
• 作为产物：
  描述：

  2,4-二溴-3,5-二甲基噻吩 在 三氟化硼乙醚 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 二氯甲烷-D2 为溶剂， 反应 41.0h， 生成 3,4-dibromo-5-methyl-2-thiophene aldehyde
  参考文献：
  名称：

  Photochemical and electrochemical behavior of thiophene-S-oxides

  摘要：

  The photochemical and electrochemical behavior of thiophene-S-oxides as a class was studied for the first time. It was shown that in both cases deoxygenation of the S-O functionality takes place. The outcome of the photoirradiation is very dependent on the substituent pattern of the starting material. Thiophene-S-oxides show different reduction behaviors in presence and absence of proton donors. In the absence of proton donors the reduction potential of the compounds is dependent on the substituents of the molecules. In the presence of proton donors, the substituents play a less significant role and a number of thiophene-S-oxides were reduced electrochemically to the corresponding thiophenes in presence of a 10-fold excess of benzoic acid. Copyright (C) 2000 John Wiley & Sons, Ltd.

  DOI：

  10.1002/1099-1395(200010)13:10<648::aid-poc290>3.0.co;2-t

文献信息

• The mechanism of the heterogeneous catalytic monooxidation of thiophene derivatives at the S position by hydrogen peroxide
  作者：I. T. Nagieva

  DOI：10.1134/s0036024409110119

  日期：2009.1

  A biomimetic catalytic reaction system for hetero-oriented monooxidation of heteroaromatic compounds was developed experimentally. The system consisted of two interacting synchronous reactions of the decomposition of H2O2 and substrate oxidation. The problem related to the preparation, isolation, and identification of thiophene derivative S-monoxides was solved.
• Mass spectrometric study of heterogeneous catalytic monooxidation of the S-position of thiophenes with hydrogen peroxide
  作者：I. T. Nagieva

  DOI：10.1134/s0036024409130330

  日期：2009.1

  A biomimetic catalytic reaction system is developed experimentally for heteromonooxidation of heteroaromatic compounds. The system consists of two interacting simultaneous reactions, decomposition of H2O2 and oxidation of the substrate. This leads to the synthesis, isolation, and identification of the S-monoxide of thiophenes.