1-(3-nitrophenyl)-2-(4-nitrophenyl)acetylene | 134682-50-1

• 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: 1-(3-nitrophenyl)-2-(4-nitrophenyl)acetylene
• 英文别名: (3-nitro-phenyl)-(4-nitro-phenyl)-acetylene；(3-Nitro-phenyl)-(4-nitro-phenyl)-acetylen
• CAS: 134682-50-1
• 化学式: C₁₄H₈N₂O₄
• 分子量: 268.229
• InChiKey: RCJGJYCXRUWSNN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  86.28
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-(3-nitrophenyl)-2-(4-nitrophenyl)acetylene 在 铁粉 、 溶剂黄146 作用下， 反应 0.58h， 生成 3-((4-aminophenyl)ethynyl)di-aniline
  参考文献：
  名称：

  Magnetic interaction between the triplet centers in ethynylenebis(phenylnitrenes) and 1,3-butadiyne-1,4-diylbis(phenylnitrenes)

  摘要：

  The magnetic interaction of the two triplet phenylnitrene units linked together through an acetylene or a diacetylene linkage has been investigated by ESR spectroscopy. Two regioisomeric (meta,para' and meta,meta') diazides of 1,2-diphenylacetylene 12a and 1,4-diphenyl- 1,3-butadiyne 13a were prepared and photolyzed in a 2-methyltetrahydrofuran glass at 10 K to give the corresponding dinitrenes 12n and 13n. The m,p'-dinitrenes of 12n and 13n showed intense quintet signals which obeyed a Curie law in the temperature range 12-85 K. The m,m'-dinitrenes of 12n and 13n showed signals due to the thermally populated quintet states, the intensities of which reached a maximum at 50 and 28 K for 12n and 13n, respectively. It is concluded that the two remote phenylnitrene units in 12n and 13n interact sufficiently strongly through bonds to form quintet states that are concluded to be the ground state in the meta,para' isomers as predicted by theory. In the meta,meta' isomers, the quintet states are thermally populated from ground singlet states, the energy gaps between the two states (ca. 200 and 100 cal/mol for -C = C- and -C = C-C = C-, respectively) being dependent reasonably upon the distance between the two moieties. The results serve as good guiding principles for designing high-spin conjugated polymers with pendant radical centers.

  DOI：

  10.1021/ja00015a005
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 氢氧化钾 作用下， 生成 1-(3-nitrophenyl)-2-(4-nitrophenyl)acetylene
  参考文献：
  名称：

  Harrison, Journal of the Chemical Society, 1926, p. 1236

  摘要：

  DOI：

文献信息

• Establishing the main determinants of the environmental safety of catalytic fine chemical synthesis with catalytic cross-coupling reactions
  作者：Ksenia S. Egorova、Andrey E. Kolesnikov、Alexandra V. Posvyatenko、Alexey S. Galushko、Ruslan R. Shaydullin、Valentine P. Ananikov

  DOI：10.1039/d3gc04572b

  日期：——

  Fine chemical synthesis is the key area of industry and academic research, with a strong focus on catalytic C–C bond formation targeted at drug design, biologically active compounds and new materials. Until recently, such catalytic technologies had been employed without a rigorous analysis of a plausible ecological impact, which is now a key question that cannot be neglected. In this work, we experimentally

  精细化学合成是工业和学术研究的重点领域，重点关注药物设计、生物活性化合物和新材料的催化 C-C 键形成。直到最近，这种催化技术的使用还没有对可能的生态影响进行严格的分析，而这现在是一个不容忽视的关键问题。在这项工作中，我们通过基于单个反应物质的 24 小时 CC 50 值构建的生物图谱（生物条）对常见 Sonogashira 和 Mizoroki-Heck 交叉偶联反应中使用的全部有害化合物进行了实验分类在不同来源的三种细胞系中进行测量。为了进行全面评估，对 864 个单独反应和 2592 个补充了生物因子 (BF) 和细胞毒性潜力 (CP) 的生物试纸条进行了评估。根据结果​​，从受试化学品对所分析的合成路线“总体细胞毒性”的贡献来看，应密切注意催化剂的选择（因为其细胞毒性较高）和溶剂的选择（因为它们在反应中大量使用。碱的选择也会对生物概况产生重大影响，而起始材料的影响相比之下似乎较低。
• A New Variation of the Sila-Sonogashira Reaction
  作者：E. S. Spesivaya、I. A. Lupanova、Dz. N. Konshina、I. V. Sukhno、V. V. Konshin

  DOI：10.1134/s1070363223060087

  日期：2023.6