1,2,4-苯三甲腈,5-(环丙基甲基)- | 139071-47-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1,2,4-苯三甲腈,5-(环丙基甲基)-
• 英文名称: 5-(Cyclopropylmethyl)-1,2,4-tricyanobenzene
• 英文别名: 5-(Cyclopropylmethyl)benzene-1,2,4-tricarbonitrile
• CAS: 139071-47-9
• 化学式: C₁₃H₉N₃
• 分子量: 207.235
• InChiKey: OZPKARWLDFJBSF-UHFFFAOYSA-N

物化性质

• 沸点：
  407.4±45.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 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：

  1,2,4,5-四氰基苯 、 ((trimethylsilyl)methyl)cyclopropane 在 高氯酸四乙基铵 、 丙烯腈 作用下， 以 乙腈 为溶剂， 生成 5-(3-Butenyl)-1,2,4-tricyanobenzene 、 1,2,4-苯三甲腈,5-(环丙基甲基)-
  参考文献：
  名称：

  电子转移光诱导芳族腈烷基化的范围和机理

  摘要：

  在四烷基硅烷或-锡烷衍生物以及2,2-二烷基二氧戊环存在下，对1,2,4,5-四氰基苯进行光诱导的烷基化

  DOI：

  10.1016/s0040-4020(01)80656-6

文献信息

• Electron transfer photoinduced cleavage of acetals. A mild preparation of alkyl radicals
  作者：M. Mella、E. Fasani、A. Albini

  DOI：10.1021/jo00037a020

  日期：1992.5

  Electron transfer from 2-alkyl- and 2,2-dialkyldioxolanes as well as from open-chain ketals to singlet excited benzene-1,2,4,5-tetracarbonitrile (TCNB) is followed by fragmentation of the donors radical cation to yield alkyl radicals and dialkoxy carbocations. The first species are trapped by TCNB to yield alkylbenzenetricarbonitriles (substitution of a second cyano group can be obtained sequentially) and in a minor path are reduced to alkanes, while the latter ones react with nucleophiles to give ortho acid derivatives. In view of the results of radical clock experiments, it is assumed that part of the process is a concerted (radical cation cleavage-addition to the aromatic) reaction, while another part involves the free-radical cation. On the other hand, intersystem crossing from the singlet radical ion pair to the triplet manifold causes cleavage of the acetal to the corresponding carbonyl derivative. This reaction offers a mild method for the preparation of alkyl radicals via C-C bond cleavage.
• Scope and mechanism of the electron transfer photoinduced alkylation of an aromatic nitrile
  作者：Maurizio Fagnoni、Mariella Mella、Angelo Albini

  DOI：10.1016/s0040-4020(01)80656-6

  日期：1994.1

  The photoinduced alkylation of 1,2,4,5-tetracyanobenzene in the presence of tetralkylsilane or - stannane derivatives as well of 2,2-dialkyldioxolanes

  在四烷基硅烷或-锡烷衍生物以及2,2-二烷基二氧戊环存在下，对1,2,4,5-四氰基苯进行光诱导的烷基化