1(2-butadienyl)pyridinium bromide | 156644-62-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1(2-butadienyl)pyridinium bromide
• 英文别名: Pyridinium, 1-(1-methylene-2-propenyl)-, bromide；1-buta-1,3-dien-2-ylpyridin-1-ium;bromide
• CAS: 156644-62-1
• 化学式: Br*C₉H₁₀N
• 分子量: 212.089
• InChiKey: ZNWPEVSDIDAKEB-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.37
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  3.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1(2-butadienyl)pyridinium bromide 在 sodium hexaflorophosphate 作用下， 以 乙腈 为溶剂， 反应 1.0h， 生成 1-(trans-4,5-bis(methoxycarbonyl)-1-cyclohexen-1-yl)pyridinium hexafluorophosphate
  参考文献：
  名称：

  1-(2-Butadienyl)pyridinium Bromide, A Novel Diene in Diels-Alder Reactions

  摘要：

  1-(3-Sulfolenyl)pyridinium bromide (4) serves as the stable precursor for a novel, positively charged diene 6 which undergoes [4 + 2] cycloadditions with a number of electron-poor dienophiles.

  DOI：

  10.1021/jo00095a006
• 作为产物：
  描述：

  1-(3-sulfolenyl)-pyridinium bromide 以 乙腈 为溶剂， 反应 1.0h， 以100%的产率得到1(2-butadienyl)pyridinium bromide
  参考文献：
  名称：

  Synthesis and Diels−Alder Reactions of Butadienylpyridinium Bromides

  摘要：

  1-(3-Sulfolen-3-yl)pyridinium bromide (5) and 1-(3-methyl-2-sulfolen-4-yl)pyridinium bromide (35) have been prepared and served as the stable precursors for the cation-substituted dienes 6a and 32a, respectively. Compounds 6a and 32a are reactive dienes in the Diels-Alder reactions with a number of electron-poor dienophiles. Some [4 + 2] cycloadditions of 66 and 32a can take place in water.

  DOI：

  10.1021/jo971181z

文献信息

• Novel Crossed Diels−Alder Reactions of 1-(2-Butadienyl)pyridinium Bromide
  作者：Shwu-Jiuan Lee、Chiou-Bih Tzeng、Su-Ching Lin、Ito Chao、Hsiu-Feng Lu、Ta-shue Chou

  DOI：10.1021/jo9614809

  日期：1996.1.1

  Crossed Diels-Alder cycloadditions of a positively charged diene, 1-(2-butadienyl)pyridinium bromide (1a), with cyclopentadiene in acetonitrile proceed stereospecifically and regioselectively. The regioselectivity of 1a as, the dienophile is especially unique.
• Synthesis and Diels−Alder Reactions of Butadienylpyridinium Bromides
  作者：Shwu-Jiuan Lee、Chiou-Bih Tzeng、Yung-I Liu、Chao-Jung Chien、Ta-shue Chou

  DOI：10.1021/jo971181z

  日期：1997.10.1

  1-(3-Sulfolen-3-yl)pyridinium bromide (5) and 1-(3-methyl-2-sulfolen-4-yl)pyridinium bromide (35) have been prepared and served as the stable precursors for the cation-substituted dienes 6a and 32a, respectively. Compounds 6a and 32a are reactive dienes in the Diels-Alder reactions with a number of electron-poor dienophiles. Some [4 + 2] cycloadditions of 66 and 32a can take place in water.
• 1-(2-Butadienyl)pyridinium Bromide, A Novel Diene in Diels-Alder Reactions
  作者：Shwu-Jiuan Lee、Chao-Jung Chien、Chin-Jen Peng、Ito Chao、T. Chou

  DOI：10.1021/jo00095a006

  日期：1994.8

  1-(3-Sulfolenyl)pyridinium bromide (4) serves as the stable precursor for a novel, positively charged diene 6 which undergoes [4 + 2] cycloadditions with a number of electron-poor dienophiles.