2',6-dinitro-2-carboxybiphenyl | 2566-65-6

• 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: 2',6-dinitro-2-carboxybiphenyl
• 英文别名: 2-carboxy-2',6-dinitrophenyl；6.2'-dinitro-biphenyl-carboxylic acid-(2)；(+/-)-6.2'-Dinitro-biphenyl-carbonsaeure-(2)；6.2'-Dinitro-biphenyl-carbonsaeure-(2)；2',6-Dinitro-2-carboxybiphenyl；3-nitro-2-(2-nitrophenyl)benzoic acid
• CAS: 2566-65-6；126572-83-6
• 化学式: C₁₃H₈N₂O₆
• 分子量: 288.216
• InChiKey: KMYUWALOVGHFND-UHFFFAOYSA-N

物化性质

• 沸点：
  451.1±35.0 °C(Predicted)
• 密度：
  1.509±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  129
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2',6-dinitro-2-carboxybiphenyl 在 硫酸 作用下， 生成 4,5-dinitrofluorenone
  参考文献：
  名称：

  Molecular structure of 2,5- and 4,5-dinitrofluorenones

  摘要：

  DOI：

  10.1007/bf00748001
• 作为产物：
  描述：

  2-溴-3-硝基苯甲酸甲酯 在 sodium hydroxide 、 铜 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 2',6-dinitro-2-carboxybiphenyl
  参考文献：
  名称：

  New biphenylic derivatives: synthesis, characterisation and enantiodiscrimination in chiral aggregates

  摘要：

  Chiral discrimination of racemic 2,2'-diamino-6-(octanoyloxymethyl)biphenyl and 2,3'-diamino-6-(octanoyloxymethyl)biphenyl in micelles formed either by N-alkyl-NN-dimethyl-N-(S)-(1-phenyl)ethylammonium bromide or sodium N-dodecanoyl-L-prolinate has been investigated by H-1 NMR spectroscopy. The rotational barrier of 2,3'-diamino-6-(octanoyloxymethyl)biphenyl has been evaluated by HPLC and by dynamic NMR. The rotational barrier of 2,3-diamino-6-(acetoxymethyl)biphenyl was evaluated by theoretical calculations and compared with the experimental data relative to its analogue. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.01.038

文献信息

• POLYNITRO COMPOUNDS OF FLUORENE
  作者：FRANCIS EARL RAY、WILLIAM C. FRANCIS

  DOI：10.1021/jo01189a009

  日期：1943.1
• Stereochemistry of Biphenyls. XLVIII. A Comparison of the Racemization Rates of Three Isomeric 2,2′,6-Nitro-, Carboxy-, Methyl-biphenyls
  作者：Roger. Adams、J. B. Hale

  DOI：10.1021/ja01265a076

  日期：1939.10.1
• New biphenylic derivatives: synthesis, characterisation and enantiodiscrimination in chiral aggregates
  作者：Romana Andreani、Cecilia Bombelli、Stefano Borocci、Juri Lah、Giovanna Mancini、Paolo Mencarelli、Gorazd Vesnaver、Claudio Villani

  DOI：10.1016/j.tetasy.2004.01.038

  日期：2004.3

  Chiral discrimination of racemic 2,2'-diamino-6-(octanoyloxymethyl)biphenyl and 2,3'-diamino-6-(octanoyloxymethyl)biphenyl in micelles formed either by N-alkyl-NN-dimethyl-N-(S)-(1-phenyl)ethylammonium bromide or sodium N-dodecanoyl-L-prolinate has been investigated by H-1 NMR spectroscopy. The rotational barrier of 2,3'-diamino-6-(octanoyloxymethyl)biphenyl has been evaluated by HPLC and by dynamic NMR. The rotational barrier of 2,3-diamino-6-(acetoxymethyl)biphenyl was evaluated by theoretical calculations and compared with the experimental data relative to its analogue. (C) 2004 Elsevier Ltd. All rights reserved.
• Molecular structure of 2,5- and 4,5-dinitrofluorenones
  作者：O. V. Semidetko、L. A. Chetkina、V. K. Bel'skii、A. N. Poplavskii、A. M. Andrievskii、K. M. Dyumaev

  DOI：10.1007/bf00748001

  日期：——