2-(4-硝基苯甲酰)氧乙基 4-硝基苯甲酸酯 | 41106-71-2

• 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-(4-硝基苯甲酰)氧乙基 4-硝基苯甲酸酯
• 中文别名: 2-(4-硝基苯甲酰)氧乙基4-硝基苯甲酸酯
• 英文名称: Ethylenglykolbis(4-nitrobenzoat)
• 英文别名: 1,2-Bis-(4-nitro-benzoyloxy)-ethan；2-(4-Nitrobenzoyl)oxyethyl 4-nitrobenzoate
• CAS: 41106-71-2
• 化学式: C₁₆H₁₂N₂O₈
• 分子量: 360.28
• InChiKey: PLCJVXNGSALRQG-UHFFFAOYSA-N

物化性质

• 熔点：
  145 °C
• 沸点：
  553.2±45.0 °C(Predicted)
• 密度：
  1.442±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  144
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-(4-硝基苯甲酰)氧乙基 4-硝基苯甲酸酯 在 sodium hydrogensulfide 作用下， 以 乙醇 为溶剂， 生成 1,2-Bis<4-(5-octyl-2-thienylmethylidenamino)-phenylcarbonyloxy>ethan
  参考文献：
  名称：

  Kossmehl, Gerhard; Budwill, Detlev, Zeitschrift fur Naturforschung, B: Chemical Sciences, 1987, vol. 42, # 4, p. 478 - 488

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 碘 、 苯 作用下， 生成 2-(4-硝基苯甲酰)氧乙基 4-硝基苯甲酸酯
  参考文献：
  名称：

  Jacquemain; Moskovits, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1937, vol. 204, p. 134

  摘要：

  DOI：

文献信息

• Organocatalytic Double Ugi Reaction with Statistical Amplification of Product Enantiopurity: A Linker Cleavage Approach To Access Highly Enantiopure Ugi Products
  作者：Qi-Yun Feng、Jieping Zhu、Mei-Xiang Wang、Shuo Tong

  DOI：10.1021/acs.orglett.9b04239

  日期：2020.1.17

  Here we report an organocatalytic double Ugi reaction combining the enantioselective process and ee enhancement in a single operation to afford the chiral Ugi products with very high ee values. Both bisisocyanides and bisanilines tethered by carbonate and diester, respectively, were designed to accomplish this double multicomponent reaction that formed 10 new chemical bonds (4 C-N, 2 C-C, 2 C-O, and

  在这里，我们报告了有机催化双重Ugi反应，在单个操作中将对映选择性过程和ee增强相结合，以提供具有非常高ee值的手性Ugi产品。设计分别由碳酸酯和二酯束缚的双异氰化物和双苯胺，以完成这种双多组分反应，形成10个新的化学键（4个CN，2个CC，2个CO和2个NH键）。该策略进一步用于对映体富集的大环化合物的快速构建。
• Synthesis, Spectroscopic Studies and Crystal Structure of 1,2-bis (4-nitro benzoyloxy) ethane
  作者：Muhammad Saif Ullah Khan、Michael Bolte、Zareen Akhter、Humaira M. Siddiqi

  DOI：10.1007/s10870-011-0067-x

  日期：2011.8

  The dinitro compound, 1,2-bis (4-nitro benzoyloxy) ethane, was synthesized by nucleophilic substitution reaction under inert atmosphere using Schotten–Baumann conditions and characterized by its melting point, elemental analysis, FT-IR, 1H and 13C-NMR spectroscopic studies. The structure of the title compound was also determined by single crystal X-ray crystallography. The compound crystallizes in the orthorhombic space group Aba2 with cell parameters a = 33.119(2) Å, b = 8.1301(5) Å, c = 11.9784(8) Å, V = 3225.3(4) Å3 and Z = 8. The central O–CH2–CH2–O unit present in the compound shows a partially eclipsed conformation. The dihedral angle between the two aromatic rings is 45.87 (6)o. The terminal nitro groups and the bridging ester groups present in the compound are almost coplanar with the aromatic rings to which they are attached. A dinitro-diester precursor (1,2-bis (4-nitro benzoyloxy) ethane) for processable high performance polymers was synthesized and subsequently characterized by spectroscopic studies and single crystal X-ray crystallography.

  二硝基化合物1,2-双(4-硝基苯甲酰氧基)乙烷通过在惰性气氛下使用Schotten-Baumann条件进行的亲核取代反应合成，并通过熔点、元素分析、FT-IR、1H和13C-NMR光谱研究进行表征。标题化合物的结构也通过单晶X射线晶体学确定。该化合物结晶于正交空间群Aba2，晶胞参数a = 33.119(2) Å，b = 8.1301(5) Å，c = 11.9784(8) Å，V = 3225.3(4) Å3，Z = 8。化合物中的中心O–CH2–CH2–O单元显示出部分重叠构象。两个芳环之间的二面角为45.87(6)度。化合物中的末端硝基和桥连酯基团几乎与其所连接的芳环共平面。可加工高性能聚合物的二硝基二酯前体（1,2-双(4-硝基苯甲酰氧基)乙烷）被合成，随后通过光谱研究和单晶X射线晶体学进行表征。
• Synthesis, characterization and morphological studies of some novel siloxane-based block copolymeric materials containing organometallic as well as organic polyesteramides
  作者：Muhammad Saif Ullah Khan、Zareen Akhter、Naseer Iqbal、Mohammad Siddiq

  DOI：10.1016/j.jorganchem.2013.08.002

  日期：2013.11

  A series of semi-aromatic diamine monomers (1,m-bis (4-amino benzoyloxy) alkanes; m = 2-6) having in-built ester linkages with variable methylene spacers were synthesized in two steps from aliphatic diols and p-nitrobenzoyl chloride and characterized by their melting points, elemental analysis, FTIR, H-1 and C-13 NMR spectroscopic studies. The diamines were then polymerized in-situ with ferrocene-based organometallic and terephthaloyl-as well as isophthaloyl-based organic acyl chlorides along with telechelic polydimethylsiloxane oligomer to produce a novel set of ferrocene-containing siloxane-based block copolymers and their organic analogues. The corresponding polyesteramides of the synthesized copolymers, without siloxane segment, were also prepared for comparative studies. The structural features of the organometallic and organic block copolymers along with their respective polyesteramides were confirmed by their physical properties and spectroscopic studies. The molecular parameters of all these materials were determined by static laser light scattering (LLS) technique and glass transition temperatures (T-g) were obtained by differential scanning calorimetry (DSC). The materials were soluble in sulphuric acid and partially soluble in common organic solvents at room temperature, yet become readily soluble upon N-trifluoroacetylation. The morphological information of the synthesized materials was obtained by X-ray diffraction and surface studies (SEM and AFM). (C) 2013 Elsevier B.V. All rights reserved.
• Deguire, Suzanne; Brisse, Francois, Canadian Journal of Chemistry, 1988, vol. 66, p. 2545 - 2552
  作者：Deguire, Suzanne、Brisse, Francois

  DOI：——

  日期：——
• Reduction of Diesters of 1,2-Diols. Regioselective C−O Bond Cleavage of the Anionic Forms
  作者：Norma A. Macías-Ruvalcaba、Cheryl L. Moy、Zi-Rong Zheng、Dennis H. Evans

  DOI：10.1021/jo060535w

  日期：2006.6.1

  [GRAPHICS]The electrochemical reduction of benzoate diesters of glycols has been studied in acetonitrile and N, N-dimethylformamide as solvents. The reductions occur in two closely spaced one-electron steps, and it was found that the dianion diradicals decompose by one of two routes, depending on the substituents on the ethylene moiety: cleavage of two benzoates to produce alkene or formation of benzil by way of a postulated cyclic intermediate to produce also the dianion of the diol. These correspond to cleavage of the R-OC( O) Ar bonds and the RO-C( O) Ar bonds, respectively. When the radical formed by the former cleavage is a primary or secondary radical, the reaction is too slow to compete with the latter reaction that produces benzil. However, when that radical is either tertiary or benzylic, the former cleavage reaction is fast and no benzil is detected. The dianions of p-cyano-and p-nitrobenzoate esters are rather stable on the voltammetric time scale. However, the addition of lithium ions results in detectable formation of 4,4'-dicyanobenzil from four different p-cyanobenzoate diesters.