2,3'-二硝基联苯 | 7391-72-2

• 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: 2,3'-二硝基联苯
• 英文名称: 2,3'-dinitrobiphenyl
• 英文别名: 1,1'-Biphenyl, 2,3'-dinitro-；1-nitro-2-(3-nitrophenyl)benzene
• CAS: 7391-72-2
• 化学式: C₁₂H₈N₂O₄
• 分子量: 244.207
• InChiKey: FMHCZXFBIPODBJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 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：
  91.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2904209090

反应信息

• 作为反应物：
  描述：

  2,3'-二硝基联苯 在 ammonium polysulfide 、 硫酸 、 硝酸 、 溶剂黄146 作用下， 生成 5-bromo-2,2'-dinitro-biphenyl
  参考文献：
  名称：

  The Nitration of Certain Halobiphenyls. IV. Nitro Derivatives of 3-Bromobiphenyl

  摘要：

  DOI：

  10.1021/ja01217a039
• 作为产物：
  描述：

  3-nitrobenzenediazonium 在 sodium hydroxide 、 硝酸 、 magnesium sulfate 作用下， 生成 2,3'-二硝基联苯
  参考文献：
  名称：

  Blakey; Scarborough, Journal of the Chemical Society, 1927, p. 3006

  摘要：

  DOI：

文献信息

• Palladium‐catalysed room‐temperature Suzuki–Miyaura coupling in water extract of pomegranate ash, a bio‐derived sustainable and renewable medium
  作者：Rama Moorhy Appa、S. Siva Prasad、Jangam Lakshmidevi、Bandameeda Ramesh Naidu、Manchala Narasimhulu、Katta Venkateswarlu

  DOI：10.1002/aoc.5126

  日期：2019.10

  the first time as a renewable medium for Pd(OAc)2‐catalysed Suzuki–Miyaura cross‐coupling at room temperature. This method offers a simple and sustainable synthesis of biaryls from aryl halides and arylboronic acids under ligand‐ and external base‐free aerobic and ambient conditions. This method has been found effective for both activated and unactivated aryl halides in the production of biaryls with

  源自农业废物的“石榴灰水提取物”（WEPA）首次用作Pd（OAc）2的可再生介质在室温下催化的Suzuki-Miyaura交叉偶联。该方法可在配体和无碱无氧和环境条件下，从芳基卤化物和芳基硼​​酸简单，可持续地合成联芳基。已经发现该方法对联芳烃的生产中活化和未活化的芳基卤化物均有效，产率中等至几乎定量。该方案显示出在芳基卤化物中相同/相似的反应位上具有较高的化学选择性（即，在芳基卤化物的相同卤素或不同卤素上具有选择性）。该方法表现出高的区域选择性，即卤素对芳族核上不同位置上的其他相同卤素的选择性反应性。因此，我们在此披露干净，良性，
• Syntheses and physical properties of several deuterium-labelled polyphenyls.
  作者：SHIGERU OZASA、YASUHIRO FUJIOKA、MOTOFUMI OKADA、HIROMI IZUMI、EIICHI IBUKI

  DOI：10.1248/cpb.29.370

  日期：——

  A Kharash-type Grignard cross-coupling reaction of phenyl-d5-magnesium bromide and an appropriate diiodo compound in the presence of bis (acetylacetonato) nickel (II) was successfully employed for the syntheses of twelve new decadeuterated polyphenyls, each of which has phenyl-d5 rings at both termini. On the basis of the nuclear magnetic resonance spectra of the deuterated and normal polyphenyls, close correlations between the apparent signal patterns of phenylene groups and the structures of the adjacent groups became apparent. The mass spectral studies revealed that the deuterated polyphenyls containing o-linkage (s) were less stable to electron bombardment than those containing no o-linkage. Inspection of the ultraviolet spectra of the deuterated polyphenyls showed that the isotope effect in their K-bands was hardly detectable.

  在双（乙酰丙酮）镍（II）存在下，苯基-d5-溴化镁和适当的二碘化合物的卡拉什型格氏交叉偶联反应成功地用于合成十二种新的十氘代多苯基，每种都含有苯基-d5 在两个末端均响铃。根据氘代和正态聚苯的核磁共振谱，亚苯基的表观信号模式与相邻基团的结构之间的密切相关性变得明显。质谱研究表明，含有o-键的氘代多苯对电子轰击的稳定性低于不含o-键的氘代多苯。对氘代聚苯的紫外光谱的检查表明，其K带中的同位素效应几乎检测不到。
• Effenberger, Franz; Koch, Markus; Streicher, Willi, Chemische Berichte, 1991, vol. 124, # 1, p. 163 - 173
  作者：Effenberger, Franz、Koch, Markus、Streicher, Willi

  DOI：——

  日期：——
• Palladium(II)-Catalyzed Coupling of Electron-Deficient Arenes via C–H Activation
  作者：Lihong Zhou、Wenjun Lu

  DOI：10.1021/om300114e

  日期：2012.3.26

  Homocoupling and cross-coupling of electron-deficient arenes, including nitrobenzene, (trifluoromethyl)benzene, ethyl benzoate, etc., have been developed to afford biaryls using a catalytic system of Pd(OAc)(2)/trifluoroacetic acid (TFA)/O-2 or K2S2O8. The crucial step is to tune the concentrations of arenes and the loading of TFA carefully to enhance the reaction rates and the selectivity of these couplings involving dual C-H activation.
• The Further Nitration of Certain Dinitrobiphenyls
  作者：Francis H. Case

  DOI：10.1021/ja01261a502

  日期：1942.9