4-(3-nitrophenyl)-1,2,3-selenadiazole | 52376-72-4

• 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: 4-(3-nitrophenyl)-1,2,3-selenadiazole
• 英文别名: 4-(3-nitrophenyl)selenadiazole
• CAS: 52376-72-4
• 化学式: C₈H₅N₃O₂Se
• 分子量: 254.107
• InChiKey: MZDVPDODRXSFFE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.11
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  71.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(3-nitrophenyl)-1,2,3-selenadiazole 在 氢氧化钾 、 potassium tert-butylate 作用下， 以 乙醇 为溶剂， 反应 5.5h， 生成 2-(3-Nitro-phenylethynylselanyl)-propionic acid
  参考文献：
  名称：

  Ethynylselenocarboxylic Acids

  摘要：

  DOI：

  10.1055/s-1984-30923
• 作为产物：
  描述：

  间硝基苯乙酮 在 selenium(IV) oxide 、 sodium acetate 、 溶剂黄146 作用下， 生成 4-(3-nitrophenyl)-1,2,3-selenadiazole
  参考文献：
  名称：

  Preparation of 2-Arylethynylselanylacetonitriles from 4-Aryl-1,2,3-selenadiazoles

  摘要：

  Base decomposition of 4‐(substituted phenyl)‐1,2,3‐selenadiazoles at room temperature resulted in 2‐(substituted phenyl)‐ethynylselenolate anions, which were immediately reacted with bromoacetonitrile to give a series of 2‐(substituted phenyl)ethynylselanylacetonitriles.

  DOI：

  10.1002/jhet.2216

文献信息

• Synthesis and 1H nuclear magnetic resonance spectra of some aryl-1,2,3-selenadiazoles
  作者：Alon Caplin

  DOI：10.1039/p19740000030

  日期：——

  A series of aryl-1,2,3-selenadiazoles has been prepared, and their n.m.r. spectral parameters are recorded. The ranges of chemical shifts of the 5-proton due to meta- or para-substitution in the 4-aryl substituent are similar to those for the corresponding protons in the side-chains of substituted benzenes.

  制备了一系列芳基1,2,3-3-硒代二唑，并记录了它们的核磁共振光谱参数。由于4-芳基取代基中的间位或对位取代而引起的5-质子的化学位移范围与取代苯侧链中相应质子的化学位移范围相似。
• Novel transformation of 4-(nitroaryl)-1,2,3-selenadiazoles into 1-benzoselenophen-2-amines
  作者：M. L. Petrov、A. G. Lyapunova、D. A. Androsov

  DOI：10.1134/s107042801304026x

  日期：2013.4
• A Novel Synthesis of Benzo[<i>b</i>]selenophenes via Regioselective Intramolecular Transformation of 4-(3-Nitroaryl)-1,2,3-selenadiazoles
  作者：Anna G. Lyapunova、Mikhail L. Petrov、Dmitry A. Androsov

  DOI：10.1021/ol400547n

  日期：2013.4.5

  Base-promoted transformation of 4-(3-nitroaryl)-1,2,3-selenadiazoles via intermediate formation of eneselenolates followed by 5-exo-trig cyclization Is reported. The regiochemistry of the intramolecular cyclization is condition-dependent. In the presence of an oxidant, the oxidative nucleophilic substitution of the hydrogen (ONSH, SNArH) pathway, by oxidative aromatization of the rapidly formed sigma(H)-adduct, takes place. In the absence of oxidant, the reaction proceeds via intermediate formation of the sigma(Cl)-adduct, following nucleophilic aromatic substitution of the halogen (SNArCl) pathway.
• LALEZARI, I., SYNTHESIS, BRD, 1984, N 8, 660-661
  作者：LALEZARI, I.

  DOI：——

  日期：——
• Preparation of 2-Arylethynylselanylacetonitriles from 4-Aryl-1,2,3-selenadiazoles
  作者：N. A. O'Connor、N. D. Sachinvala、I. Ganjian

  DOI：10.1002/jhet.2216

  日期：2015.7

  Base decomposition of 4‐(substituted phenyl)‐1,2,3‐selenadiazoles at room temperature resulted in 2‐(substituted phenyl)‐ethynylselenolate anions, which were immediately reacted with bromoacetonitrile to give a series of 2‐(substituted phenyl)ethynylselanylacetonitriles.