2-(5-苯基四唑-2-基)乙腈 | 125707-88-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 2-(5-苯基四唑-2-基)乙腈
• 英文名称: 5-phenyl-2-tetrazolylacetonitrile
• 英文别名: 2-cyanomethyl-5-phenyltetrazole；5-phenyl-2-cyanomethyltetrazole；5-phenyl-2H-tetrazole-2-acetonitrile；(5-Phenyl-2H-tetrazol-2-yl)acetonitrile；2-(5-phenyltetrazol-2-yl)acetonitrile
• CAS: 125707-88-2
• 化学式: C₉H₇N₅
• mdl: MFCD11129320
• 分子量: 185.188
• InChiKey: NFIHCVIBYVUHFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  67.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(5-苯基四唑-2-基)乙腈 在 sodium azide 、 二乙胺盐酸盐 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以79%的产率得到5-phenyl-2-(tetrazol-2-ylmethyl)tetrazole
  参考文献：
  名称：

  Synthesis of Polynuclear Nonfused Azoles

  摘要：

  Polynuclear blocks consisting of nonfused heterocycles of the azole series, connected through methylene bridges, were synthesized by successive addition of azole units via cycloaddition of organic azides to the triple bond of N-(2-propynyl)azoles, as well as via reaction of azide ion at the cyano group of cyanomethylazoles. Initial N-(2-propynyl)azoles were prepared by reaction of 2-propynyl bromide with 1,2,3-triazoles, benzotriazole, and tetrazoles; cyanomethylazoles were obtained by alkylation of azoles with chloroacetonitrile. An analogous scheme was used to add heterocyclic units to 2-phenyl-1,2,3-triazole-4-carbonitrile. In this case, the first two heterocyclic units are linked through the ring carbon atom.

  DOI：

  10.1023/b:rujo.0000019746.10504.f3
• 作为产物：
  描述：

  5-苯基四唑-2-基乙酸酰胺 在 磷酸酐 作用下， 反应 0.67h， 以83%的产率得到2-(5-苯基四唑-2-基)乙腈
  参考文献：
  名称：

  Buzilova, S. R.; Brekhov, Yu. V.; Afonin, A. V., Journal of Organic Chemistry USSR (English Translation), 1989, vol. 25, # 7.2, p. 1375 - 1379

  摘要：

  DOI：

文献信息

• Tetrazole fungicides
  申请人：Dekeyser A. Mark

  公开号：US20070060631A1

  公开（公告）日：2007-03-15

  The use of certain tetrazole compounds as fungicides is disclosed wherein said compounds are of the structural formula: wherein: R is selected from the group consisting of phenyl groups of the structural formula: and thienyl groups of the structural formula: and X and Y are each selected from the group consisting of hydrogen, haloalkyl, halogen, and nitro. Novel compounds wherein X is selected from the group consisting of haloalkyl, halogen, and nitro and Y is selected from the group consisting of hydrogen, haloalkyl, halogen, and nitro are also disclosed.

  本发明揭示了使用某些四唑类化合物作为杀菌剂，其中所述化合物的结构式如下：其中：R选自苯基的结构式：和噻吩基的结构式：X和Y各自选自氢、卤代烷基、卤素和硝基的群体中。本发明还揭示了新化合物，其中X选自卤代烷基、卤素和硝基的群体中，Y选自氢、卤代烷基、卤素和硝基的群体中。
• Brekhov, Yu. V.; Buzilova, S. R.; Vereshchagin, L. I., Journal of Organic Chemistry USSR (English Translation), 1992, vol. 28, # 9.2, p. 1539 - 1542
  作者：Brekhov, Yu. V.、Buzilova, S. R.、Vereshchagin, L. I.

  DOI：——

  日期：——
• BUZILOVA, S. R.;BREXOV, YU. V.;AFONIN, A. V.;GAREEV, G. A.;VERESHCHAGIN, +, ZH. ORGAN. XIMII, 25,(1989) N, S. 1524-1528
  作者：BUZILOVA, S. R.、BREXOV, YU. V.、AFONIN, A. V.、GAREEV, G. A.、VERESHCHAGIN, +

  DOI：——

  日期：——
• US7572753B2
  申请人：——

  公开号：US7572753B2

  公开（公告）日：2009-08-11
• Synthesis of Polynuclear Nonfused Azoles
  作者：O. N. Verkhozina、V. N. Kizhnyaev、L. I. Vereshchagin、A. V. Rokhin、A. I. Smirnov

  DOI：10.1023/b:rujo.0000019746.10504.f3

  日期：2003.12

  Polynuclear blocks consisting of nonfused heterocycles of the azole series, connected through methylene bridges, were synthesized by successive addition of azole units via cycloaddition of organic azides to the triple bond of N-(2-propynyl)azoles, as well as via reaction of azide ion at the cyano group of cyanomethylazoles. Initial N-(2-propynyl)azoles were prepared by reaction of 2-propynyl bromide with 1,2,3-triazoles, benzotriazole, and tetrazoles; cyanomethylazoles were obtained by alkylation of azoles with chloroacetonitrile. An analogous scheme was used to add heterocyclic units to 2-phenyl-1,2,3-triazole-4-carbonitrile. In this case, the first two heterocyclic units are linked through the ring carbon atom.