ter(5-hydroxyisophthalic acid)-trimesate | 258330-87-9

• 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: ter(5-hydroxyisophthalic acid)-trimesate
• 英文别名: tris(3,5-dicarboxylphenyl) trimesate；5-[3,5-Bis[(3,5-dicarboxyphenoxy)carbonyl]benzoyl]oxybenzene-1,3-dicarboxylic acid
• CAS: 258330-87-9
• 化学式: C₃₃H₁₈O₁₈
• 分子量: 702.495
• InChiKey: YGWQAWFSWYXILE-UHFFFAOYSA-N

物化性质

• 熔点：
  >250 °C (decomp)
• 沸点：
  1148.8±65.0 °C(Predicted)
• 密度：
  1.693±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  51
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  303
• 氢给体数：
  6
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  ter(5-hydroxyisophthalic acid)-trimesate 在 氯化亚砜 作用下， 反应 3.0h， 生成
  参考文献：
  名称：

  具有C3对称核的手性偶氮芳族树枝状聚合物的合成与手性

  摘要：

  从1,3,5-三氯三羰基苯为核心分子开始合成了新的手性偶氮芳族树枝状大分子体系。（S的同时存在）-3-羟基吡咯烷基环作为光学活性部分，偶氮苯供体-受体共轭系统作为具有永久偶极矩的光致变色基团，使得这些系统可能成为纳米技术中先进应用的材料。表征所有获得的化合物时，应特别注意改变发色基团中的吸电子基团所引起的作用及其光学活性。在这些衍生物中观察到与连接到对称核的手性单元数目有关的手性的强烈非线性增强，这表明存在构象手性亚结构。《手性》，2010年。©2009 Wiley-Liss，Inc.。

  DOI：

  10.1002/chir.20712
• 作为产物：
  描述：

  5-羟基间苯二甲酸 在 氯化亚砜 、 草酰氯 、 potassium tert-butylate 、 三氟乙酸 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 ter(5-hydroxyisophthalic acid)-trimesate
  参考文献：
  名称：

  Mechanism of Site-Directed Protein Cross-Linking. Protein-Directed Selectivity in Reactions of Hemoglobin with Aryl Trimesates

  摘要：

  Site-directed cross-linking of hemoglobin has become an efficient way to produce a structurally defined altered protein with desirable functional properties. The reagent trimesoyl tris(3,5-dibromosalicylate) (1) introduces a bis amide cross-link derived from the epsilon-amino groups of the side chains of the two beta-Lys-82 residues in human hemoglobin. The basis of its specificity was investigated using a set of analogues of 1 (2-12). There are marked differences in the reaction patterns of these compounds with amino groups in hemoglobin compared to reactions with n-propylamine. The compounds that effectively modify the protein contain a carboxyl group ortho to the phenolic oxygen of the ester, while materials with meta or para carboxyl groups give little or no reaction. In contrast, the reactions with n-propylamine are slowest with the ortho carboxyl materials. Addition of the unreactive compound 5 to a solution containing hemoglobin reduces the ability of 1 to modify the protein, showing that the unreactive compound binds but does not react. On the basis of these observations and the known reaction patterns of salicylates, it is clear that: the environment in the protein controls the reaction, regardless of the inherent reactivity of the reagent. We propose that the carboxyl group positions the reagent critically within the protein. Only the ortho arrangement permits transfer of the acyl function to the nucleophile.

  DOI：

  10.1021/jo991514n