2-(2-Bicyclo[2.2.1]hept-5-enylmethoxy)-4,6-dichloro-1,3,5-triazine | 1092368-70-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 2-(2-Bicyclo[2.2.1]hept-5-enylmethoxy)-4,6-dichloro-1,3,5-triazine
• 英文别名: 2-(2-bicyclo[2.2.1]hept-5-enylmethoxy)-4,6-dichloro-1,3,5-triazine
• CAS: 1092368-70-1
• 化学式: C₁₁H₁₁Cl₂N₃O
• 分子量: 272.134
• InChiKey: WQMQSOHGQYXTFS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  47.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  三聚氯氰 、 5-降冰片烯-2-甲醇 在 2,4,6-三甲基吡啶 作用下， 以 四氢呋喃 为溶剂， 以83%的产率得到2-(2-Bicyclo[2.2.1]hept-5-enylmethoxy)-4,6-dichloro-1,3,5-triazine
  参考文献：
  名称：

  High-Load, Oligomeric Dichlorotriazine: A Versatile ROMP-Derived Reagent and Scavenger

  摘要：

  A new high-load, soluble oligomeric dichlorotriazine (ODCT) reagent derived from ring-opening metathesis polymerization (ROMP) is reported as an effective coupling reagent, scavenger of nucleophilic species, and activator of DMSO for the classic Swern oxidations. Two variants of this reagent (ODCT)-O-2G 4 and (ODCT)-O-1G 16, possessing theoretical loads of 5.3 and 7.3 mmol/g, respectively, have been synthesized. Preparation was accomplished via simple synthetic protocols affording free flowing powders, amenable for large-scale production. Removal of the spent oligomeric reagent was achieved via either precipitation of the spent reagent or simple filtration utilizing a silica SPE, followed by solvent removal, to deliver products in excellent yield and purity. In addition, the corresponding norbornenyl monomer 3 was successfully demonstrated in a couple-ROMP-filter protocol utilizing in situ polymerization, achieving comparable results versus the corresponding oligomeric variant.

  DOI：

  10.1021/jo801578f

文献信息

• High-Load, Oligomeric Dichlorotriazine: A Versatile ROMP-Derived Reagent and Scavenger
  作者：Alan Rolfe、Donald A. Probst、Kelly A. Volp、Iman Omar、Daniel L. Flynn、Paul R. Hanson

  DOI：10.1021/jo801578f

  日期：2008.11.21

  A new high-load, soluble oligomeric dichlorotriazine (ODCT) reagent derived from ring-opening metathesis polymerization (ROMP) is reported as an effective coupling reagent, scavenger of nucleophilic species, and activator of DMSO for the classic Swern oxidations. Two variants of this reagent (ODCT)-O-2G 4 and (ODCT)-O-1G 16, possessing theoretical loads of 5.3 and 7.3 mmol/g, respectively, have been synthesized. Preparation was accomplished via simple synthetic protocols affording free flowing powders, amenable for large-scale production. Removal of the spent oligomeric reagent was achieved via either precipitation of the spent reagent or simple filtration utilizing a silica SPE, followed by solvent removal, to deliver products in excellent yield and purity. In addition, the corresponding norbornenyl monomer 3 was successfully demonstrated in a couple-ROMP-filter protocol utilizing in situ polymerization, achieving comparable results versus the corresponding oligomeric variant.