5-Naphthalen-1-ylmethyl-benzene-1,2,4-tricarbonitrile | 62103-79-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-Naphthalen-1-ylmethyl-benzene-1,2,4-tricarbonitrile
• 英文别名: Agn-PC-0N5dmp；5-(naphthalen-1-ylmethyl)benzene-1,2,4-tricarbonitrile
• CAS: 62103-79-1
• 化学式: C₂₀H₁₁N₃
• 分子量: 293.327
• InChiKey: SNPJWYOXGSDQSO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  71.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  Benzene-1,2,4,5-tetracarbonitrile; compound with naphthalen-1-yl-acetic acid 反应 24.0h， 生成 1-萘甲醛 、 甲基萘 、 5-Naphthalen-1-ylmethyl-benzene-1,2,4-tricarbonitrile
  参考文献：
  名称：

  Solid-State Photodecarboxylation Induced by Exciting the CT Bands of the Complexes of Arylacetic Acids and 1,2,4,5-Tetracyanobenzene

  摘要：

  Crystalline charge transfer complexes (3a, 3b, and 3c) of 1- and 2-naphthylacetic and 3-indoleacetic acid (la, Ib, and Ic) with 1,2,4,5-tetracyanobenzene (2) were prepared by crystallization from the acetonitrile solutions. Irradiation of 3a and 3b gave methylnaphthalenes by decarboxylation and naphthyl(2,4,5-tricyanophenyl)methanes by subsequent dehydrocyanating condensation in the solid state. On the other hand, the photoreactivity of the crystal 3c was low; similar photoreaction occurred only at high temperature. These solid-state reactions are induced by exciting the CT bands of 3a and 3b. The product selectivities were different from those of the solution photoreaction. The relationships between the photoreactivities and the crystal structures of 3a and 3c are discussed.

  DOI：

  10.1021/jo951642l

文献信息

• Solid-State Photodecarboxylation Induced by Exciting the CT Bands of the Complexes of Arylacetic Acids and 1,2,4,5-Tetracyanobenzene
  作者：Hideko Koshima、Kuiling Ding、Yosuke Chisaka、Teruo Matsuura、Yuji Ohashi、Manabu Mukasa

  DOI：10.1021/jo951642l

  日期：1996.1.1

  Crystalline charge transfer complexes (3a, 3b, and 3c) of 1- and 2-naphthylacetic and 3-indoleacetic acid (la, Ib, and Ic) with 1,2,4,5-tetracyanobenzene (2) were prepared by crystallization from the acetonitrile solutions. Irradiation of 3a and 3b gave methylnaphthalenes by decarboxylation and naphthyl(2,4,5-tricyanophenyl)methanes by subsequent dehydrocyanating condensation in the solid state. On the other hand, the photoreactivity of the crystal 3c was low; similar photoreaction occurred only at high temperature. These solid-state reactions are induced by exciting the CT bands of 3a and 3b. The product selectivities were different from those of the solution photoreaction. The relationships between the photoreactivities and the crystal structures of 3a and 3c are discussed.