4-chloromethyl-5-tert-butylfuran-2-cyanofuran | 701216-66-2

• 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: 4-chloromethyl-5-tert-butylfuran-2-cyanofuran
• 英文别名: 5-Tert-butyl-4-(chloromethyl)furan-2-carbonitrile
• CAS: 701216-66-2
• 化学式: C₁₀H₁₂ClNO
• 分子量: 197.664
• InChiKey: IPYLPEKPMZSNIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-chloromethyl-5-tert-butylfuran-2-cyanofuran 、 三甲氧基磷 反应 8.0h， 以60%的产率得到4-(dimethoxyphosphorylmethyl)-5-tert-butyl-2-cyanofuran
  参考文献：
  名称：

  3- and 4-Dialkoxyphosphorylmethyl Derivatives of 5-tert-Butylfuran with Electron-Withdrawing Substituents in Position 2

  摘要：

  A procedure for preparing 3- and 4-halomethyl derivatives of 5-tert-butylfuran containing electron-withdrawing substituents in position 2 was developed, and phosphorylation of the resulting products under the conditions of the Arbuzov and Michaelis-Becker reactions was studied. 3-Bromomethyl derivatives are phosphorylated with trimethyl phosphite considerably faster than their 4-chloromethyl analogs. At the same time, 3- and 4- chloromethyl derivatives of N,N-diethyl-5-tert-butylfuran-2-carboxamide under the conditions of the Michaelis-Becker reaction only slightly differ in chemical properties.

  DOI：

  10.1023/b:rugc.0000018647.14195.32
• 作为产物：
  描述：

  4-chloromethyl-5-tert-butylfuran-2-carboxylic acid chloride 在 ammonium hydroxide 、 五氯化磷 、 三乙胺 作用下， 以 1,4-二氧六环 、 水 、 甲苯 为溶剂， 反应 7.33h， 生成 4-chloromethyl-5-tert-butylfuran-2-cyanofuran
  参考文献：
  名称：

  3- and 4-Dialkoxyphosphorylmethyl Derivatives of 5-tert-Butylfuran with Electron-Withdrawing Substituents in Position 2

  摘要：

  A procedure for preparing 3- and 4-halomethyl derivatives of 5-tert-butylfuran containing electron-withdrawing substituents in position 2 was developed, and phosphorylation of the resulting products under the conditions of the Arbuzov and Michaelis-Becker reactions was studied. 3-Bromomethyl derivatives are phosphorylated with trimethyl phosphite considerably faster than their 4-chloromethyl analogs. At the same time, 3- and 4- chloromethyl derivatives of N,N-diethyl-5-tert-butylfuran-2-carboxamide under the conditions of the Michaelis-Becker reaction only slightly differ in chemical properties.

  DOI：

  10.1023/b:rugc.0000018647.14195.32