1,4-二氰基-6-甲氧基萘 | 159683-68-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 1,4-二氰基-6-甲氧基萘
• 英文名称: 1,4-dicyano-6-methoxynaphthalene
• 英文别名: 6-Methoxy-1,4-naphthalenedicarbonitrile；6-methoxynaphthalene-1,4-dicarbonitrile
• CAS: 159683-68-8
• 化学式: C₁₃H₈N₂O
• 分子量: 208.219
• InChiKey: PYXZOUCXVMUJRK-UHFFFAOYSA-N

物化性质

• 沸点：
  434.3±30.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  56.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,4-二氰基-6-甲氧基萘 在 2,4,6-三甲基吡啶 、 lithium iodide 作用下， 反应 16.0h， 以89%的产率得到6-羟基萘-1,4-二腈
  参考文献：
  名称：

  Photoexcited Proton Transfer from Enhanced Photoacids

  摘要：

  Naphthols with electron-withdrawing groups such as cyano or methanesulfonyl at C-5 and C-8 exhibit greatly enhanced photoacidity. This increase in photoacidity enables the substituted naphthols to undergo excited-state proton transfer (ESPT) in alcohols and Me(2)SO in the absence of water. In aqueous tetrahydrofuran solution, efficient proton transfer to water occurs at much lower water concentrations than with the parent naphthol, and the kinetics of proton transfer indicate that a smaller water cluster is involved.

  DOI：

  10.1021/ja00102a028
• 作为产物：
  描述：

  1,2-bis(bromomethyl)-4-methoxybenzene 以 二甲基亚砜 为溶剂， 反应 10.0h， 生成 1,4-二氰基-6-甲氧基萘
  参考文献：
  名称：

  Photoexcited Proton Transfer from Enhanced Photoacids

  摘要：

  Naphthols with electron-withdrawing groups such as cyano or methanesulfonyl at C-5 and C-8 exhibit greatly enhanced photoacidity. This increase in photoacidity enables the substituted naphthols to undergo excited-state proton transfer (ESPT) in alcohols and Me(2)SO in the absence of water. In aqueous tetrahydrofuran solution, efficient proton transfer to water occurs at much lower water concentrations than with the parent naphthol, and the kinetics of proton transfer indicate that a smaller water cluster is involved.

  DOI：

  10.1021/ja00102a028

文献信息

• Photoexcited Proton Transfer from Enhanced Photoacids
  作者：Laren M. Tolbert、Jeanne E. Haubrich

  DOI：10.1021/ja00102a028

  日期：1994.11

  Naphthols with electron-withdrawing groups such as cyano or methanesulfonyl at C-5 and C-8 exhibit greatly enhanced photoacidity. This increase in photoacidity enables the substituted naphthols to undergo excited-state proton transfer (ESPT) in alcohols and Me(2)SO in the absence of water. In aqueous tetrahydrofuran solution, efficient proton transfer to water occurs at much lower water concentrations than with the parent naphthol, and the kinetics of proton transfer indicate that a smaller water cluster is involved.