6,6'-二硝基联苯-2,2'-二甲酸 | 5457-32-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 6,6'-二硝基联苯-2,2'-二甲酸
• 英文名称: 6,6'-dinitro-2,2'-dicarboxybiphenyl
• 英文别名: (+/-)-6,6'-Dinitro-diphensaeure；6,6'-Dinitrodiphenic acid；2-(2-carboxy-6-nitrophenyl)-3-nitrobenzoic acid
• CAS: 5457-32-9
• 化学式: C₁₄H₈N₂O₈
• 分子量: 332.226
• InChiKey: HSXZZWGNLDGWIC-UHFFFAOYSA-N

物化性质

• 熔点：
  297 °C
• 沸点：
  510.5±50.0 °C(Predicted)
• 密度：
  1.632±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  166
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  6,6'-二硝基联苯-2,2'-二甲酸 在 锂硼氢 、 氯化亚砜 、 硫酸 、 氢溴酸 作用下， 以 乙醚 为溶剂， 反应 45.25h， 生成 (R)-(+)-6,6'-dinitro-2,2'-bis(bromomethyl)biphenyl
  参考文献：
  名称：

  Insole, Joan M., Journal of Chemical Research, Miniprint, 1988, # 2, p. 701 - 719

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 sodium hydroxide 作用下， 生成 6,6'-二硝基联苯-2,2'-二甲酸
  参考文献：
  名称：

  Restoration of riparian habitat using experimental flooding

  摘要：

  We evaluated treatments designed to remove saltcedar (Tamarix ramosissima) monocultures from riparian habitats using root plows (mechanical treatment) and aerial applications of the herbicide imazapyr (chemical treatment) within twelve 4-ha impoundments in the Middle Rio Grande Valley in central New Mexico, USA. Following these treatments, impoundments were flooded and water levels were reduced to stimulate native species re-establishment from seed. Water manipulations within saltcedar-removal areas consisted of stage drawdowns of 5 cm/day and 10 cm/day. Mechanically cleared areas had fewer saltcedar resprouts (26 resprouts/ha) than chemically treated areas (2,500 resprouts/ha). Saltcedar and cottonwood (Populus deltoides subsp. wislizinii) seedling density and cottonwood survival were greater in mechanically treated areas than in chemically treated areas. This effect is attributed to soil disturbance resulting from root plowing. Cottonwood seedling density and survival did not differ between 5 cm/day and 10 cm/day stage drawdowns and decreased throughout summer as a result of excessive moisture stress. The absence of a drawdown treatment effect indicates that both drawdowns were too fast for seedling roots to keep up with declining water tables. Seedlings that survived were using moisture from the unsaturated zone.

  DOI：

  10.1672/0277-5212(2002)022[0049:rorhue]2.0.co;2

文献信息

• Preparation of (R)-(-)-6,6'-Bis(3,5-dinitrobenzamido)biphenyl-2,2'-dicarboxylic Acid, a Potential Chiral HPLC Selector
  作者：Miloš Tichý、Jiří Závada

  DOI：10.1135/cccc19952161

  日期：——

  The title optically active diacid I has been prepared as a potential selector for chiral stationary phase in the HPLC separation of enantiomers.

  具有光学活性的二元酸已被制备为HPLC对映体分离中的手性固定相的潜在选择器。

• Organic electroluminescent device
  申请人：Merck Patent GmbH

  公开号：US09337430B2

  公开（公告）日：2016-05-10

  The present invention relates to electronic devices, in particular organic electroluminescent devices, comprising compounds of the formula (1), to the corresponding compounds, and to a process for the preparation of these compounds.

  本发明涉及电子器件，特别是有机电致发光器件，包括式(1)的化合物，以及相应的化合物，以及制备这些化合物的方法。
• Diamine-Tethered Bis(thiourea) Organocatalyst for Asymmetric Henry Reaction
  作者：Jan Otevrel、Pavel Bobal

  DOI：10.1021/acs.joc.7b00079

  日期：2017.8.18

  We have developed a novel multifunctional C2-symmetric biphenyl-based diamine-tethered bis(thiourea) organocatalyst, which was tested in the asymmetric Henry reaction. Under thoroughly optimized conditions, the catalyst provided exceptionally high yields and excellent enantioselectivities especially for electron-deficient aromatic and heterocyclic substrates. Due to a high affinity of the catalyst

  我们已经开发了一种新型的多功能的C 2对称联苯基二胺系双（硫脲）有机催化剂，在不对称亨利反应中进行了测试。在充分优化的条件下，该催化剂可提供极高的收率和出色的对映选择性，尤其是对于电子不足的芳族和杂环底物而言。由于催化剂对硅胶的亲和力高，因此简单的无色谱硝基硝基醇分离方法是可行的。进行了初步的动力学和光谱实验，以完成有机催化的硝基醛缩醛化过程的机理图。最后，已开发的合成策略成功地应用于对映纯的催化对映选择性合成（S）-益康唑和（R）-米拉贝隆是后期中间体。
• Biaryl Formation in the Copper(I) Mediated Arylation of Stable Enolate Anions with<i>o</i>-Halogenonitrobenzenes
  作者：Singanallore V. Thiruvikraman、Hitomi Suzuki

  DOI：10.1246/bcsj.58.1597

  日期：1985.5

  o-Bromo- and o-iodonitrobenzenes react with stable enolate anions in hot DMF in the presence of copper(I) iodide, to afford not the expected arylation products but the coupling products, 2,2′-dinitrobiphenyls.

  o-溴和o-碘硝基苯在热DMF中与稳定的烯醇负离子反应，与碘化亚铜的存在下，产生的不是预期的芳基化产物，而是偶联产物2,2′-二硝基联苯。
• ORGANIC ELECTROLUMINESCENT DEVICE
  申请人：Merck Patent GmbH

  公开号：US20140249308A1

  公开（公告）日：2014-09-04

  The present invention relates to electronic devices, in particular organic electroluminescent devices, comprising compounds of the formula (1), to the corresponding compounds, and to a process for the preparation of these compounds.

  本发明涉及电子设备，特别是有机电致发光器件，包括式（1）的化合物，对应的化合物以及制备这些化合物的方法。