2-thienylpropiolic acid chloride | 110720-46-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 2-thienylpropiolic acid chloride
• 英文别名: 3-thiophen-2-ylprop-2-ynoyl chloride
• CAS: 110720-46-2
• 化学式: C₇H₃ClOS
• 分子量: 170.619
• InChiKey: OLVJYZNENWUAPJ-UHFFFAOYSA-N

物化性质

• 沸点：
  265.9±32.0 °C(predicted)
• 密度：
  1.40±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.86
• 重原子数：
  10.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-thienylpropiolic acid chloride 在 三乙胺 作用下， 以 甲苯 为溶剂， 25.0~500.0 ℃ 、13.33 Pa 条件下， 反应 4.0h， 生成 ethyl 5-(2-thienyl)penta-2,4-diynoate
  参考文献：
  名称：

  Flash vacuum pyrolysis of stabilised phosphorus ylides. Part 4. Stepwise construction of terminal 1, 3-diynes, conjugated diacetylenic esters and a triacetylenic ester

  摘要：

  Thirteen examples of stabilised alkynoyl ylides 6 have been prepared and are found, upon flash vacuum pyrolysis (FVP) at 500 degrees C, to undergo extrusion of Ph(3)PO to give the diacetylenic esters 7 in moderate yield. At 750 degrees C the same ylides afforded terminal 1.3-diynes 8 although often in poor yield. For R = 2-MeSC(6)H(4) both 7 and 8 undergo secondary loss of Me(.) and cyclisation to give 2-alkynylbenzothiophene derivatives 9 and 10 in low yield. The first example of an alkadiynoyl ylide 11 has been prepared and is converted by FVP at 500 degrees C into the triacetylenic ester 12.

  DOI：

  10.1039/p19940002461
• 作为产物：
  描述：

  2-(3,3,3-trimethoxyprop-1-ynyl)thiophene 在 盐酸 、 sodium hydroxide 、 氯化亚砜 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 17.5h， 生成 2-thienylpropiolic acid chloride
  参考文献：
  名称：

  Preparation of arylpropiolate esters from trichlorocyclopropenium cation and elaboration of the esters to unsymmetrical 1,4-pentadiyn-3-ones and unsymmetrical tellurapyranones

  摘要：

  DOI：

  10.1021/jo00392a031

文献信息

• 2,5-Diarylisothiazolone: novel inhibitors of cytokine-induced cartilage destruction
  作者：Stephen W. Wright、Joseph J. Petraitis、Bruce Freimark、John V. Giannaras、Michael A. Pratta、Susan R. Sherk、Jean M. Williams、Ronald L. Magolda、Elizabeth C. Arner

  DOI：10.1016/0968-0896(96)00053-3

  日期：1996.6

  A series of 2,5-diarylisothiazolones is reported that inhibit the IL-lp-induced breakdown of bovine nasal septum cartilage in an organ culture assay. The synthesis and preliminary SAR of these compounds are described. These compounds represent a novel, nonpeptide lead series approach to the mediation of the chronic cartilage breakdown associated with arthritic disease. These compounds are relatively resistant to reductive metabolism by liver microsomal preparations and appear to inhibit cartilage breakdown by interfering with the proteolytic activation of matrix metalloproteinases. Copyright (C) 1996 Elsevier Science Ltd
• AITKEN, R. ALAN;SETH, SHIRLEV, SYNLETT.,(1990) N, C. 212-213
  作者：AITKEN, R. ALAN、SETH, SHIRLEV

  DOI：——

  日期：——
• Aitken R. Alan, Seth Shirley, J. Chem. Soc. Perkin Trans., (1994) N 17, S 2461-2466
  作者：Aitken R. Alan, Seth Shirley

  DOI：——

  日期：——
• WADSWORTH, D. H.;GEER, S. M.;DETTY, M. R., J. ORG. CHEM., 52,(1987) N 16, 3662-3668
  作者：WADSWORTH, D. H.、GEER, S. M.、DETTY, M. R.

  DOI：——

  日期：——