p-Tolylselanyl-acetonitrile | 111118-92-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: p-Tolylselanyl-acetonitrile
• 英文别名: Acetonitrile, [(4-methylphenyl)seleno]-；2-(4-methylphenyl)selanylacetonitrile
• CAS: 111118-92-4
• 化学式: C₉H₉NSe
• 分子量: 210.137
• InChiKey: JQNFYYMADBVPIM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.27
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  p-Tolylselanyl-acetonitrile 在 sodium azide 、 zinc dibromide 作用下， 以 水 为溶剂， 反应 24.0h， 以71%的产率得到5-[(4-methylphenyl)selanylmethyl]-2H-tetrazole
  参考文献：
  名称：

  Synthesis of novel selenium and tellurium-containing tetrazoles: a class of chalcogen compounds with antifungal activity

  摘要：

  We describe herein the synthesis and antifungal activity of new 5-arylchalcogenoalkyl-1H-tetrazoles 4. Arylchalcogenoalkyl-1H-tetrazoles 4 have been synthesized in high yields by reaction of arylchalcogenolate anions with chloronitriles 2, and subsequent [2+3] cycloaddition of resulting arylchalcogenoalkylnitriles 3 with sodium azide by zinc catalysis in aqueous solution. The obtained compound 4a was screened for antifungal activity and presented inhibitory property against seven fungal strains. This protocol is an efficient method to produce new selenium-nitrogen compounds with antifungal activity. (C) 2012 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2012.04.040
• 作为产物：
  描述：

  di-p-tolyl diselenide 、 溴乙腈 在 三氢化钐 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以75%的产率得到p-Tolylselanyl-acetonitrile
  参考文献：
  名称：

  Chen, Rener; Su, Weike; Zhong, Weihui, Journal of Chemical Research, 2005, # 10, p. 620 - 621

  摘要：

  DOI：

文献信息

• Synthesis of 4-(Phenylchalcogenyl)tetrazolo[1,5-a]quinolines by Bicyclization of 2-Azidobenzaldehydes with Phenylchalcogenylacetonitrile
  作者：Loana I. Monzon、Nicole C. M. Rocha、Gabriela T. Quadros、Pâmela P. P. Nunes、Roberta Cargnelutti、Raquel G. Jacob、Eder J. Lenardão、Gelson Perin、Daniela Hartwig

  DOI：10.3390/molecules28135036

  日期：——

  A general methodology to access valuable 4-(phenylchalcogenyl)tetrazolo[1,5-a]quinolines was developed by the reaction of 2-azidobenzaldehyde with phenylchalcogenylacetonitriles (sulfur and selenium) in the presence of potassium carbonate (20 mol%) as a catalyst. The reactions were conducted using a mixture of dimethylsulfoxide and water (7:3) as solvent at 80 °C for 4 h. This new methodology presents

  通过 2-叠氮苯甲醛与苯基硫属基乙腈（硫和硒）在碳酸钾 (20 mol%) 作为催化剂存在下反应，开发了一种获取有价值的 4-(苯基硫属基)四唑并[1,5-a]喹啉的通用方法。使用二甲亚砜和水(7:3)的混合物作为溶剂在80℃下进行反应4小时。这种新方法对缺电子和富电子取代基具有良好的官能团耐受性，以中等至优异的产率选择性地提供总共十二种不同的4-(苯基硫属基)四唑并[1,5-a]喹啉。通过X射线分析证实了合成的4-(苯基硒基)四唑并[1,5-a]喹啉的结构。
• Chen; Su, Journal of the Indian Chemical Society, 2005, vol. 82, # 11, p. 958 - 959
  作者：Chen、Su

  DOI：——

  日期：——
• Synthesis of novel selenium and tellurium-containing tetrazoles: a class of chalcogen compounds with antifungal activity
  作者：Francieli M. Libero、Maurício C.D. Xavier、Francine N. Victoria、Patrícia S. Nascente、Lucielli Savegnago、Gelson Perin、Diego Alves

  DOI：10.1016/j.tetlet.2012.04.040

  日期：2012.6

  We describe herein the synthesis and antifungal activity of new 5-arylchalcogenoalkyl-1H-tetrazoles 4. Arylchalcogenoalkyl-1H-tetrazoles 4 have been synthesized in high yields by reaction of arylchalcogenolate anions with chloronitriles 2, and subsequent [2+3] cycloaddition of resulting arylchalcogenoalkylnitriles 3 with sodium azide by zinc catalysis in aqueous solution. The obtained compound 4a was screened for antifungal activity and presented inhibitory property against seven fungal strains. This protocol is an efficient method to produce new selenium-nitrogen compounds with antifungal activity. (C) 2012 Published by Elsevier Ltd.
• Chen, Rener; Su, Weike; Zhong, Weihui, Journal of Chemical Research, 2005, # 10, p. 620 - 621
  作者：Chen, Rener、Su, Weike、Zhong, Weihui

  DOI：——

  日期：——