3,5-bis(benzoyloxy)benzoic acid | 143330-93-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 3,5-bis(benzoyloxy)benzoic acid
• 英文别名: 3.5-Dibenzoyloxy-benzoesaeure；3,5-Bis-benzoyloxy-benzoesaeure；3,5-dibenzoyloxybenzoic acid
• CAS: 143330-93-2
• 化学式: C₂₁H₁₄O₆
• 分子量: 362.339
• InChiKey: IPLHXEYTRBCVMM-UHFFFAOYSA-N

物化性质

• 沸点：
  572.7±45.0 °C(Predicted)
• 密度：
  1.347±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  89.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,5-bis(benzoyloxy)benzoic acid 在 氯化亚砜 作用下， 反应 2.0h， 生成 (3-Benzoyloxy-5-carbonochloridoylphenyl) benzoate
  参考文献：
  名称：

  （R）-特布他林的绿色合成，用于离子液体中的可循环催化不对称转移加氢。

  摘要：

  我们通过可循环的催化不对称转移氢化（RCATH）合成了光学活性（R）-特布他林2，这是一种抗哮喘药。制备了各种氯酮4并对其进行了RCATH。产物表现出中等至高的对映选择性。特别地，酰基取代的底物4c的氢化以良好的产率和对映选择性产生手性仲醇5c。此外，（R）-叔丁胺2可以在不消旋的情况下由所得仲醇5一步合成。

  DOI：

  10.1248/cpb.c16-00949
• 作为产物：
  描述：

  3,5-二羟基苯甲酸 在 硫酸 、 溶剂黄146 、 N,N'-二环己基碳二亚胺 、 DPTS 、 锌 作用下， 以 四氢呋喃 为溶剂， 反应 48.75h， 生成 3,5-bis(benzoyloxy)benzoic acid
  参考文献：
  名称：

  不寻常的大分子结构：树枝状聚酯和新型嵌段共聚物的趋同生长方法

  摘要：

  描述了树枝状聚酯的通用方法及其在制备两种不同类型的新型大分子结构中的用途，代表树枝状嵌段共聚物。为合成树枝状聚酯而开发的化学过程涉及通过使用二环己基碳二亚胺 (DCC) 和 4-(二甲氨基) 对甲苯磺酸吡啶 (DPTS) 的酯化步骤生成代生长，然后通过用锌去除其三氯乙酯基团来激活焦点在醋酸中。然后通过围绕中央多功能核以径向或同心方式受控放置不同的醚和酯化学物质来获得不寻常的球状嵌段结构。所以，树枝状链段-嵌段共聚物是通过将结合了聚酯和聚醚化学的径向交替树枝状链段连接到多官能核上而获得的。类似地，在最终偶联到核心部分的树枝状片段的制备中，通过醚和酯连接的层的同心交替获得树枝状层嵌段。用于制备醚连接片段的单体单元是 3,5-二羟基苯甲醇，而 3,5-二羟基苯甲酸 2,2,2-三氯乙酯用于酯连接片段。通过 NMR 光谱法和尺寸排阻色谱法对新嵌段共聚物的分析表明它们是纯的和单分散的。在它们链端的性质没有很大差异的情况下，

  DOI：

  10.1021/ja00048a009

文献信息

• Rapid synthesis of polyester dendrimers
  作者：Zhishan Bo、Xi Zhang、Changmei Zhang、Zhiqiang Wang、Meilin Yang、Jiacong Shen、Yiping Ji

  DOI：10.1039/a700841d

  日期：——

  Aryl polyester dendrimers and dendrons have been prepared by using ‘branched monomer strategies’, in which the surface and the focal point of the multi-branched monomer have been protected with two different kinds of protective group. The protective group for the focal point was stable during deprotection of the surface. Different wedges could be attached to the multi-branched monomers to form large dendrons whilst active dendrons could be attached to different cores to form various dendrimers with different wedges and different cores.

  已经通过“分支单体策略”制备了芳香聚酯树枝状高分子和树枝。该策略中，多分支单体的表面和焦点使用两种不同的保护基团进行保护。在去保护表面时，焦点的保护基团是稳定的。可以将不同的楔形结构连接到多分支单体上，以形成大型树枝状高分子，同时活性树枝可以连接到不同的核心，以形成具有不同楔形结构和不同核心的各种树枝状高分子。
• New unsymmetrical Schiff base Ni(<scp>ii</scp>) complexes as scaffolds for dendritic and amino acid superstructures
  作者：Dariusz Pawlica、Marek Marszałek、Grzegorz Mynarczuk、Lesław Sieroń、Julita Eilmes

  DOI：10.1039/b409298h

  日期：——

  An efficient stepwise template approach has been developed that leads to a novel Ni(II) complex of an unsymmetrical 1∶1∶1 Schiff base derived from o-phenylenediamine, benzoylacetone and salicylic aldehyde [abbreviated as salophbac Ni(II)]. The 3- and 5-hydroxysubstituted salicylic aldehydes lead to complexes containing reactive OH groups that were further employed as points of attachment for the ligand superstructures. A range of new O-substituted derivatives of salophbac Ni(II) complexes have been synthesized bearing N-protected (L)-amino acid moieties as well as poly(arylether) and poly(arylester) dendrons. New products have been characterized by means of 1H and 13C NMR, MS and IR data. The crystal structures of the 3-Boc–(L)-phenylalanyloxy, 3-Ac–(D,L)-alanyloxy and (3′,5′-dibenzyloxy)-3-benzyloxy derivatives of salophbac Ni(II) complexes have been determined. The supramolecular C–H⋯π, π⋯π interactions and hydrogen bonds are discussed on the basis of the crystallographic data.

  我们开发了一种高效的分步模板方法，从而得到了一种新型 Ni(II) 配合物，它是由邻苯二胺、苯甲酰丙酮和水杨醛衍生的不对称 1∶1∶1 席夫碱[缩写为 salophbac Ni(II)]。3- 羟基和 5-羟基取代的水杨醛产生了含有活性 OH 基团的配合物，这些基团被进一步用作配体超结构的连接点。我们合成了一系列新的水杨酸镍(II)O-取代衍生物，这些衍生物带有 N 保护的 (L)- 氨基酸分子以及聚（芳基醚）和聚（芳基酯）树枝状结构。通过 1H 和 13C NMR、MS 和 IR 数据对新产品进行了表征。此外，还测定了 3-Boc-(L)-phenylalanyloxy、3-Ac-(D,L)-alanyloxy 和 (3′,5′-dibenzyloxy)-3-benzyloxy 衍生物的丹酚巴克 Ni(II) 复合物的晶体结构。在晶体学数据的基础上讨论了超分子 C-H⋯π、π⋯π 相互作用和氢键。
• Synthesis of Carboxylic Acid and Ester Mid-Functionalized Polymers using RAFT Polymerization and ATRP
  作者：Nino Malic、Richard A. Evans

  DOI：10.1071/ch06317

  日期：——

  Polymers with a single central point of carboxylic acid functionality were prepared by living radical polymerization methods, RAFT and ATRP. A convenient water-based synthesis of a Y-branched ATRP initiator from 3,5-dihydroxybenzoic acid and 2-bromopropionyl bromide, from which the Y-branched RAFT agent is then subsequently derived, is described. Polymerization occurred uniformly from both of the RAFT groups to give chains of equal length as shown by hydrolysis. ATRP polymerization based on an ester derivative of 3,5-bis(2-bromopropionyloxy)benzoic acid as initiator was well controlled, whereas the free carboxylic acid gave inconsistent performance. The ability to couple functional molecules to the middle of polymers would provide better protection or interaction of the functional molecule with the polymer than conventional end attachment. This would find applications such as in drug delivery where more efficient protection would allow the use of lower molecular weight polymers.

  通过活自由基聚合方法、RAFT 和 ATRP 制备了具有单中心点羧酸官能团的聚合物。本文介绍了一种方便的水基合成方法，即从 3,5-二羟基苯甲酸和 2-溴丙酰溴合成 Y-支链 ATRP 起始剂，然后再从该 起始剂衍生出 Y-支链 RAFT 剂。正如水解作用所显示的那样，聚合作用从两个 RAFT 基团均匀地发生，从而得到等长的链。以 3,5-双（2-溴丙酰氧基）苯甲酸的酯类衍生物为引发剂的 ATRP 聚合反应得到了很好的控制，而游离羧酸的聚合反应则表现不稳定。与传统的末端连接相比，将功能分子连接到聚合物中间的能力可以更好地保护功能分子或使其与聚合物相互作用。这将应用于药物输送等领域，在这些领域中，更有效的保护将允许使用分子量较低的聚合物。
• Quadruply Bonded Dimolybdenum Atoms Surrounded by Dendrons:  Preparation, Characterization, and Electrochemistry
  作者：Teerayuth Liwporncharoenvong、Rudy L. Luck

  DOI：10.1021/ja0155130

  日期：2001.4.1
• Dicopper moieties stabilized by Fréchet-type dendrons: Syntheses and structural characterizations
  作者：Linsheng Feng、Zhichao Chen、Matthias Zeller、Rudy L. Luck

  DOI：10.1016/j.poly.2014.04.013

  日期：2014.9

  Five paddlewheel-shaped dicopper molecules, 1, 2a, 2b, 3 and 4, were synthesized from the reaction of copper acetate and different generations of Frechet-type dendrons (HG1-HG4). All compounds showed diagnostic bands in their FTIR spectra for the coordinated carboxylate groups with separations of COasym and COsym lower than 200 cm(-1) suggesting the formation of dimers. A broad absorbance band centered at 700, 695, 695 and 693 nm was observed for compounds 1-4 respectively, which is ascribed to the d-d charge-transfer in Cu(II) complexes. A LMCT absorption was observed near 304, 290, 298 and 294 nm for compounds 1-4 respectively. Magnetic susceptibility measurements for 1, 2a and 3 at 1.53, 1.53 and 1.7 respectively in the solid state at 293 K are also suggestive of a dimeric arrangement. The structures of HG2, 1, 2a, and 2b were characterized unambiguously with single crystal X-ray diffraction. Three molecules constituted the asymmetric unit of HG2 in the monoclinic space group P2(1)/n and resulted in dimers formed via intermolecular carboxylic acid-type hydrogen bonds. Compounds 1, 2a, and 2b contain centrosymmetric paddlewheel-shaped dinuclear copper molecules bridged by four carboxylate groups in syn, syn arrangements. The copper centers in compounds 1, 2a, and 2b are all coordinated by four carboxylate O atoms in a square pyramidal geometry and the ligands on the apical positions are disordered and occupied by either water, THF, pyridine or methanol molecules. In 1, all the hydroxyl O atoms are involved in hydrogen bonding, which results in the formation of a 3D network. pi-pi stacking interactions involving phenyl rings were observed in the crystal structures of HG2, 2a and 2b. (C) 2014 Elsevier Ltd. All rights reserved.