3,6-二硝基香豆素 | 37630-80-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 中文名称: 3,6-二硝基香豆素
• 英文名称: 3,6-dinitro-coumarin
• 英文别名: 3,6-Dinitro-cumarin；Dinitro-3,6-cumarin；3,6-Dinitrocumarin；3,6-dinitro-2H-chromen-2-one；3,6-dinitrochromen-2-one
• CAS: 37630-80-1
• 化学式: C₉H₄N₂O₆
• 分子量: 236.141
• InChiKey: IGEODTNNBLXDIU-UHFFFAOYSA-N

物化性质

• 熔点：
  180-181 °C
• 沸点：
  452.7±45.0 °C(Predicted)
• 密度：
  1.67±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  118
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,6-二硝基香豆素 在 alkaline permanganate 作用下， 生成 5-硝基水杨酸
  参考文献：
  名称：

  Clayton, Journal of the Chemical Society, 1910, vol. 97, p. 1407

  摘要：

  DOI：
• 作为产物：
  描述：

  6-硝基香豆素 在 硫酸 、 硝酸 作用下， 生成 3,6-二硝基香豆素
  参考文献：
  名称：

  Clayton, Journal of the Chemical Society, 1910, vol. 97, p. 1407

  摘要：

  DOI：

文献信息

• Lifetime prediction of laser-precracked fused silica subjected to subsequent cyclic laser pulses
  作者：Faiz Dahmani、Ansgar W. Schmid、John C. Lambropoulos、Stephen J. Burns、Semyon Papernov

  DOI：10.1557/jmr.2000.0167

  日期：2000.5

  Measurements of fatigue failure strength of laser-cracked fused silica in air at room temperature for different numbers of laser shots and laser fluences are presented. The failure-strength variability is found to be due mainly to the spectrum of crack depths. Agreement with theory suggests the incorporation of a residual term into the failure–strength equation. Due to its sign, the residual stress is of mouth-opening displacement nature at the crack. Analysis of the residual stress data shows a linear proportionality with crack depth, whereas the failure–strength is inversely proportional to the square root of the crack depth.

  本文介绍了室温下不同激光发射次数和激光通量下空气中激光裂纹熔融石英的疲劳破坏强度测量结果。结果发现，失效强度的变化主要是由裂纹深度谱造成的。与理论一致的结论表明，应在破坏强度方程中加入残余项。根据其符号，残余应力在裂缝处具有张口位移的性质。对残余应力数据的分析表明，残余应力与裂纹深度成线性比例，而破坏强度与裂纹深度的平方根成反比。
• l-Proline catalyzed condensation of salicylaldehydes with ethyl nitroacetate: an efficient access to 3-nitrocoumarins
  作者：Rajesh Kumar Sharma、Priyanka、Diksha Katiyar

  DOI：10.1007/s00706-016-1736-4

  日期：2016.12

  Abstractl-Proline catalyzed condensation of salicylaldehydes and ethyl nitroacetate afforded 3-nitrocoumarins in good to high yields under mild conditions. This organocatalyzed process offers a much improved yield of 3-nitrocoumarins and well tolerates both electron-donating and electron-withdrawing substituents on the phenyl ring. Graphical abstract

  Abstractl-Proline catalyzed condensation of salicylaldehydes and ethyl nitroacetate afforded 3-nitrocoumarins in good to high yields under mild conditions. This organocatalyzed process offers a much improved yield of 3-nitrocoumarins and well tolerates both electron-donating and electron-withdrawing substituents on the phenyl ring. Graphical abstract
• Lewis acid-controlled divergent condensation of 1,1-bis(methylthio)-2‑nitroethylene and salicylaldehydes for the synthesis of 3-nitrocoumarins and 4H-chromenes
  作者：Li Han、Xiaocao Quan、Xusheng Shao、Xiaoyong Xu、Zhong Li

  DOI：10.1016/j.tetlet.2022.154080

  日期：2023.3

  An efficient Lewis acid-controlled divergent synthesis of 3-nitrocoumarins and 4H-chromenes under mild conditions has been developed. The corresponding 3-nitrocoumarin products were obtained in moderate to excellent yields through FeCl3-catalyzed annulation of 1,1-bis (methylthio)-2‑nitroethylene with various salicylaldehydes, while 4H-chromene products were afforded by using BF3·OEt2 as catalyst with

  已开发出一种在温和条件下有效的路易斯酸控制发散合成 3-硝基香豆素和 4 H-色烯的方法。FeCl 3催化1,1-双(甲硫基)-2-硝基乙烯与各种水杨醛环化得到相应的3-硝基香豆素产物，收率中等，而4 H-色烯产物通过BF 3 ·OEt得到2作为具有相同起始原料的催化剂。
• Dey; Row, Journal of the Chemical Society, 1924, vol. 125, p. 561
  作者：Dey、Row

  DOI：——

  日期：——
• Nanjo,K.; Sekija,M., Chemical and pharmaceutical bulletin, 1979, vol. 27, p. 198 - 203
  作者：Nanjo,K.、Sekija,M.

  DOI：——

  日期：——