3-(N-ethylamino)-5-nitrobenzoic acid | 90558-10-4

• 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: 3-(N-ethylamino)-5-nitrobenzoic acid
• 英文别名: 3-(ethylamino)-5-nitrobenzoic acid；3-Aethylamino-5-nitro-benzoesaeure
• CAS: 90558-10-4
• 化学式: C₉H₁₀N₂O₄
• 分子量: 210.189
• InChiKey: CHNQJEHMJWYBAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  95.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(N-ethylamino)-5-nitrobenzoic acid 在 palladium on activated charcoal 、 氢气 、 chlorotriphenylphosphonium chloride 作用下， 以 乙醇 、 氯仿 、 1,1,2,2-四氯乙烷 为溶剂， 反应 29.0h， 生成 N'-phenyl-N-[2,9,16-triethyl-13,20-bis[(C-hydroxy-N-phenylcarbonimidoyl)amino]-3,10,17-trioxo-2,9,16-triazatetracyclo[16.3.1.14,8.111,15]tetracosa-1(22),4,6,8(24),11,13,15(23),18,20-nonaen-6-yl]carbamimidic acid
  参考文献：
  名称：

  Calix[3]amide-based anion receptors: high affinity for fluoride ions and a twisted binding model

  摘要：

  Tris-phenylurea-substituted calix[3]amides (3a, 3b) and tris-phenylthiourea-substituted calix[3]amides (4a, 4b) were synthesised by the reaction of amine with isocyanates and thioisocyanate, respectively. Single crystal X-ray analysis revealed that the cyclic trimers adopt a syn conformation with all of the urea groups on the same side. The binding affinities of these compounds towards anions were measured using 1H NMR titrations in DMF-d7, DMSO-d6 or CDCl3. Each receptor was observed to bind halogen anions in a 1:1 stoichiometry, exclusively through hydrogen bonding, and the anion selectivity was in the order F- Cl->> Br- I-. DFT calculations revealed that the fluoride anion is anchored in the centre of the six N-H hydrogen atoms of 3a through H center dot center dot center dot F interactions.

  DOI：

  10.1080/10610278.2010.514909
• 作为产物：
  描述：

  3-氨基-5-硝基苯甲酸乙酯 在 吡啶 、 盐酸 、 sodium hydride 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 生成 3-(N-ethylamino)-5-nitrobenzoic acid
  参考文献：
  名称：

  杯[3]酰胺-碗状环状三聚体，用于分子识别的结构单元：晶体中的自互补二聚体结构

  摘要：

  通过间位取代的3-（烷基氨基）苯甲酸与二氯三苯基磷烷的缩合反应，可以高收率简单地合成碗状的芳香族酰胺环状三聚体。环状酰胺以顺式构象存在，具有小的手性腔，一对对映异构构象异构体在晶体中形成二聚结构。

  DOI：

  10.1016/j.tetlet.2005.11.082

文献信息

• Chiral Spherical Molecule Constructed from Aromatic Amides: Facile Synthesis and Highly Ordered Network Structure in the Crystal
  作者：Hyuma Masu、Kosuke Katagiri、Takako Kato、Hiroyuki Kagechika、Masahide Tominaga、Isao Azumaya

  DOI：10.1021/jo800585h

  日期：2008.7.1

  A novel chiral spherical molecule composed of aromatic amide was synthesized in short steps. The molecule is constructed from four benzene rings connected by six amide bonds and has multiple functionalizable points and an asymmetric structure. The racemic spherical molecule constructed channel network structures in the crystalline state.
• Huebner; Rollwage, Chemische Berichte, 1877, vol. 10, p. 1704
  作者：Huebner、Rollwage

  DOI：——

  日期：——
• PHOTODAMAGE MITIGATION COMPOUNDS AND SYSTEMS
  申请人：Yue Stephen

  公开号：US20120052488A1

  公开（公告）日：2012-03-01

  Compositions, devices, systems and methods for reducing and/or preventing photo-induced damage of one or more reactants in an illuminated analytical reaction by addition of one or more photoprotective compounds to the reaction mixture and allowing the reaction to proceed for a period that is less than a photo-induced damage threshold period.
• US8834847B2
  申请人：——

  公开号：US8834847B2

  公开（公告）日：2014-09-16
• US9732382B2
  申请人：——

  公开号：US9732382B2

  公开（公告）日：2017-08-15