3,4-Bis-(brommethyl)-2,5-bis-(methoxycarbonyl)-thiophen | 64663-84-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 3,4-Bis-(brommethyl)-2,5-bis-(methoxycarbonyl)-thiophen
• 英文别名: 3,4-bis-bromomethyl-thiophene-2,5-dicarboxylic acid dimethyl ester；Dimethyl 3,4-bis(bromomethyl)thiophene-2,5-dicarboxylate
• CAS: 64663-84-9
• 化学式: C₁₀H₁₀Br₂O₄S
• 分子量: 386.061
• InChiKey: FDULIXDGNNEGTH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  80.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,4-Bis-(brommethyl)-2,5-bis-(methoxycarbonyl)-thiophen 在 碲化氢 、 sodium iodide 作用下， 以 乙二醇二甲醚 为溶剂， 生成 4-Acetoxy-4H,6H-tellurolo[3,4-c]thiophene-1,3-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  Generation of the First Tellurium-Containing Diheteropentalene

  摘要：

  [GRAPHICS]The known diester dibromomethylthiophene was converted to the tellurolo[3,4-c]thiphene, the first example of a diheteropentalene containing a tellurophene annelated across the 3,4-c position to thiophene. It is stable in solution and adds to DMAD across the 2,5-positions in tellurophene. The intermediate loses tellurium and collapses to a tetracarbomethoxy benzo[c]thiophene derivative.

  DOI：

  10.1021/ol0256466

文献信息

• Condensed Thiophenes and Selenophenes:  Thionyl Chloride and Selenium Oxychloride as Sulfur and Selenium Transfer Reagents
  作者：Ramiya R. Amaresh、M. V. Lakshmikantham、Jeffrey W. Baldwin、Michael. P. Cava、Robert M. Metzger、Robin D. Rogers

  DOI：10.1021/jo010858m

  日期：2002.4.1

  give dicyano substituted thieno(3,4-c)thiophenes. The use of selenium oxychloride furnished the corresponding cyano substituted seleno(3,4-c)thiophene. 1,2-Phenylenediacetonitriles gave the corresponding cyano substituted benzo(c)thiophenes and benzo(c)selenenophenes, respectively, upon reaction with thionyl chloride and selenium oxychloride in the presence of base.

  3,4-氰基甲基取代的噻吩在碱的存在下与亚硫酰氯反应生成二氰基取代的噻吩并（3,4-c）噻吩。氯氧化硒的使用提供了相应的氰基取代的硒代（3,4-c）噻吩。在碱的存在下，与亚硫酰氯和氯氧化硒反应后，1,2-苯二乙腈分别生成相应的氰基取代的苯并（c）噻吩和苯并（c）硒代苯酚。
• Thieno[3,4-c]thiophenes: novel synthesis of 1,3-dicarbomethoxy-4,6-dicyanothieno[3,4-c]thiophene
  作者：Ramiya R Amaresh、M.V Lakshmikantham、Rongxia Geng、Michael P Cava

  DOI：10.1016/s0040-4039(00)01567-7

  日期：2000.11

  The first thieno[3,4-c]thiophene bearing all EWGs has been synthesized and found to be very stable.

  已经合成了带有所有EWG的第一个噻吩并[3,4- c ]噻吩，并且非常稳定。
• KONAR, A., CHEM. SCR., 1984, 23, N 2, 53-63
  作者：KONAR, A.

  DOI：——

  日期：——
• Generation of the First Tellurium-Containing Diheteropentalene
  作者：Desikan Rajagopal、M. V. Lakshmikantham、Eva H. Mørkved、Michael P. Cava

  DOI：10.1021/ol0256466

  日期：2002.4.1

  [GRAPHICS]The known diester dibromomethylthiophene was converted to the tellurolo[3,4-c]thiphene, the first example of a diheteropentalene containing a tellurophene annelated across the 3,4-c position to thiophene. It is stable in solution and adds to DMAD across the 2,5-positions in tellurophene. The intermediate loses tellurium and collapses to a tetracarbomethoxy benzo[c]thiophene derivative.