(3-Brombicyclo<2.2.1>hepta-2,5-dien-7-yl)methanol | 121676-26-4

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 英文名称: (3-Brombicyclo<2.2.1>hepta-2,5-dien-7-yl)methanol
• 英文别名: 3-bromobicyclo[2.2.1]hepta-2,5-diene-2-methanol；(3-Bromo-2-bicyclo[2.2.1]hepta-2,5-dienyl)methanol
• CAS: 121676-26-4
• 化学式: C₈H₉BrO
• 分子量: 201.063
• InChiKey: UVTYXRDNYZWUJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (3-Brombicyclo<2.2.1>hepta-2,5-dien-7-yl)methanol 在 sodium hydroxide 、 草酰氯 、 四丁基溴化铵 、 4-甲基苯磺酸吡啶 、 二甲基亚砜 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 65.5h， 生成
  参考文献：
  名称：

  Intramolecular 1,3-Dipolar Cycloadditions of Norbornadiene-Tethered Nitrones

  摘要：

  Efficient routes to the synthesis of norbornadiene-tethered nitrones have been developed, and their intramolecular 1,3-dipolar cycloadditions were studied. The cycloadditions occurred in moderate to good yields for a variety of substrates and were found to be highly regio- and stereoselective, giving single regio- and stereoisomers in most cases.

  DOI：

  10.1021/jo015610b
• 作为产物：
  描述：

  聚合甲醛 、 2,3-dibromonorbornadiene 在 叔丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 以85%的产率得到(3-Brombicyclo<2.2.1>hepta-2,5-dien-7-yl)methanol
  参考文献：
  名称：

  Intramolecular 1,3-Dipolar Cycloadditions of Norbornadiene-Tethered Nitrones

  摘要：

  Efficient routes to the synthesis of norbornadiene-tethered nitrones have been developed, and their intramolecular 1,3-dipolar cycloadditions were studied. The cycloadditions occurred in moderate to good yields for a variety of substrates and were found to be highly regio- and stereoselective, giving single regio- and stereoisomers in most cases.

  DOI：

  10.1021/jo015610b

文献信息

• Intramolecular 1,3-Dipolar Cycloadditions of Norbornadiene-Tethered Nitrones
  作者：Geoffrey K. Tranmer、William Tam

  DOI：10.1021/jo015610b

  日期：2001.7.1

  Efficient routes to the synthesis of norbornadiene-tethered nitrones have been developed, and their intramolecular 1,3-dipolar cycloadditions were studied. The cycloadditions occurred in moderate to good yields for a variety of substrates and were found to be highly regio- and stereoselective, giving single regio- and stereoisomers in most cases.