3,5-dihydroxylphenyl benzoate | 62191-56-4

• 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-dihydroxylphenyl benzoate
• 英文别名: 3,5-dihydroxyphenyl benzoate；5-benzoyloxyresorcinol；benzoic acid 3,5-dihydroxyphenyl ester；5-benzoyloxy-resorcinol；5-Benzoyloxy-resorcin；Phloroglucin-monobenzoat；Phloroglucinol benzoate；(3,5-dihydroxyphenyl) benzoate
• CAS: 62191-56-4
• 化学式: C₁₃H₁₀O₄
• 分子量: 230.22
• InChiKey: XWCUNSJZUJLZIL-UHFFFAOYSA-N

物化性质

• 熔点：
  198-199 °C
• 沸点：
  425.6±14.0 °C(Predicted)
• 密度：
  1.356±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,5-dihydroxylphenyl benzoate 在 potassium carbonate 、 potassium iodide 、 potassium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 水 、 丙酮 为溶剂， 反应 97.0h， 生成 3,5-didodecyloxyphenol
  参考文献：
  名称：

  在单链双核镧系元素螺旋中实现液晶特性

  摘要：

  瑞士日内瓦大学的 Emmanuel Terazzi 小组受邀为本期封面。封面图片展示了单链双核镧系元素螺旋体（绿色）如何在浸入一滴极性较小的溶剂（例如 CH2Cl2）中幸存下来，并最终自组织成液晶材料。

  DOI：

  10.1002/ejic.201300176
• 作为产物：
  描述：

  3,5-dimethoxyphenyl benzoate 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 生成 3,5-dihydroxylphenyl benzoate
  参考文献：
  名称：

  第一全合成和clusiparalicoline A的神经营养活性，异戊二烯化和从geranylated联芳基Clusia paralicola

  摘要：

  clusiparalicoline A的第一合成，从根分离的异戊二烯化和geranylated联苯化合物Clusia paralicola，一直通过将连续的钯催化的Stille和Suzuki反应的所有CC键的形成上的富电子的芳基实现溴化物和三氟甲磺酸。已经发现，在胎儿大鼠皮层神经元的原代培养物中，Clusiparalicoline A在1.0μM时表现出有效的神经突生长促进活性。

  DOI：

  10.1016/s0040-4039(02)01630-1

文献信息

• Hyperbranched Poly(aryl ester)s as Developer Materials for Thermal Printing System
  作者：Yeon-Im Jang、Won-Ho Choi、Byeong-Kwan An

  DOI：10.5012/bkcs.2013.34.4.1225

  日期：2013.4.20

  A novel class of hyperbranched polyesters, HPpEP and HPmEP, were prepared via a facile one-pot polymerization of a phloroglucinol (as a $B_3$ monomer) with a phthaloyl dichloride (as an $A_2$ monomer) for replacing a problematic BPA developer in thermal printing system. The resulting polymers, HPpEP and HPmEP, had highly branched structures and met well the requirements for high performance developer materials such as colorlessness, easy and inexpensive synthesis, high thermal stability, etc. In addition, these polymers exhibited an efficient reaction with leuco dyes (ODB-2) for a coloring process by releasing protons from linear and terminal phenol groups of polymers when heated.

  一种新型超支化聚酯，HPpEP和HPmEP，通过将酚羟基丙酮（作为单体）与邻苯二甲酰氯（作为单体）进行简单的一锅法聚合而制备，以替代热打字系统中存在问题的BPA显影剂。所得聚合物HPpEP和HPmEP具有高度支化的结构，符合高性能显影材料的要求，如无色、合成简单且成本低、热稳定性高等。此外，这些聚合物在加热时能够与无色染料（ODB-2）有效反应，通过释放聚合物线性和末端酚基团的质子实现着色过程。
• Dendrimer diarylethenes: the memory effect of conformation in polymer matrices
  作者：Yuhei Fujimoto、Takashi Ubukata、Yasushi Yokoyama

  DOI：10.1039/b812503a

  日期：——

  Photochromic dendrimer diarylethenes with a C-2-connected bisbenzothienylethene core were synthesized; the most notable feature of them is the strong memory effect of cyclizable conformation of the open form when generated from the closed form by visible light irradiation in polycarbonate films.

  具有C-2连接的双苯并噻吩乙烯核心的光致变色树枝状二芳基乙烯被成功合成；其最显著的特点是在聚碳酸酯薄膜中通过可见光照射从闭合形式转变为开放形式时，可循环的开放式构象展现出强烈的记忆效应。
• Effect of Guest Molecule Flexibility in Access to Dendritic Interiors
  作者：Sivakumar V. Aathimanikandan、Britto S. Sandanaraj、Christopher G. Arges、Christopher J. Bardeen、S. Thayumanavan

  DOI：10.1021/ol050579b

  日期：2005.7.1

  [structure: see text] Dendrimers are attractive scaffolds for catalysis, since catalytic sites can be isolated and the catalysts are recoverable and reusable. Herein, we show that conformationally constrained molecules have better access to dendritic cores compared to the more flexible counterparts. The results reported here should have implications in utilizing dendrimers as scaffolds for artificial

  树枝状大分子是吸引人的催化支架，因为可以分离出催化位并且催化剂可回收和可重复使用。在本文中，我们表明，与更灵活的对应物相比，构象受限的分子具有更好的进入树突状核心的通道。此处报道的结果应该对利用树枝状大分子作为支架进行催化人工选择性具有启示意义。
• Heterolithic azobenzene-containing supermolecular tripedal liquid crystals self-organizing into highly segregated bilayered smectic phases
  作者：Zsuzsanna T. Nagy、Benoît Heinrich、Daniel Guillon、Jaroslaw Tomczyk、Joachim Stumpe、Bertrand Donnio

  DOI：10.1039/c2jm33751g

  日期：——

  Synthesis, self-organization, and optical properties of supermolecular tripedal liquid crystals incorporating various prototypical mesogenic units such as alkoxy-azobenzene (AZB), alkoxy-biphenylene (BPH) or alkoxy-cyanobiphenyl (OCB) derivatives are reported. Different molecular systems were designed in order to sequentially incorporate the smectogenic-like alkoxy-azobenzene-based chromophore within the molecular structure, whose relative proportion is selectively varied by exchanging with the other mesogens. A divergent synthetic mode was elaborated for their synthesis, starting from the regioselective functionalization of the phloroglucinol-based (PG) inner core. This methodology allowed the preparation of several sets of unconventional tripedal oligomers with conjugated heterolithic structures (made of different blocks, e.g. PG6AZBxBPH3−x and PG6AZBxOCB3−x, x = 1 or 2) along the homolithic parents (all identical blocks, e.g. PGzAZB3, z = 6 or 11, z is the number of methylene in the spacer between PG and the protomesogen, PG6BPH3, and PG6OCB3), respectively. Essentially all the synthesized systems behave as thermotropic liquid crystals and show various types of highly segregated multilayered smectic phases, or, in one case, a nematic phase, depending on the nature of the constitutive anisotropic blocks and on the molecular topology (homolithic versus heterolithic, mesogenic ratio x : 3 − x). The effects of these structural modifications on the mesomorphism (mesophase structures, temperature ranges, and thermodynamic stability) have been investigated by differential scanning calorimetry and small-angle X-ray diffraction experiments combined with dilatometric measurements. Models describing the various supramolecular organizations of these tripedes into such multilayered structures are proposed and discussed. Preliminary results of the investigations of their optical properties will also be presented.

  超分子三脚架液晶的合成、自组织和光学性质，包含各种典型的介晶单元，如烷氧基偶氮苯（AZB）、烷氧基联苯（BPH）或烷氧基氰基联苯（OCB）衍生物。设计了不同的分子系统，以便依次将类层状烷氧基偶氮苯染料嵌入分子结构中，其相对比例通过与其他介晶交换而选择性变化。为了它们的合成，详细阐述了一种发散合成模式，从基于间苯三酚（PG）内核的区域选择性功能化开始。这种方法允许制备几组非传统的三脚架寡聚物，分别具有共轭异质结构（由不同的块组成，例如PG6AZBxBPH3−x和PG6AZBxOCB3−x，x = 1或2）和同质结构（所有相同的块，例如PGzAZB3，z = 6或11，z是间隔子中亚甲基的数量，位于PG和原介晶之间，PG6BPH3和PG6OCB3）。基本上所有合成的系统都表现为热致液晶，并显示出各种高度分层的多层状层状相，或者在一例中显示出向列相，这取决于组成各向异性块的性质和分子拓扑结构（同质与异质，介晶比x:3 - x）。通过差示扫描量热法和X射线小角衍射实验结合膨胀测量，研究了这些结构变化对介晶化（介相结构、温度范围和热力学稳定性）的影响。提出了描述这些三脚架在多层结构中各种超分子组织的模型并进行了讨论。关于它们光学性质研究的部分初步结果也将呈现。
• Synthesis and properties of hyperbranched poly(ether sulfone)s prepared by self-polycondensation of novel AB₂ monomer
  作者：Mitsutoshi Jikei、Daisuke Uchida、Yuuki Haruta、Yuuki Takahashi、Kazuya Matsumoto

  DOI：10.1002/pola.26172

  日期：2012.9.15

  Hyperbranched poly(ether sulfone)s were prepared by the self‐polycondensation of the novel AB2 monomer, 4‐(3,5‐hydroxyphenoxy)‐4′‐fluorodiphenylsulfone. The high‐molecular‐weight polymers were isolated in good yields. The degree of branching (DB) of the resulting polymers was investigated by the preparation of dendritic and linear model compounds. The DB determined by gated decoupling 13C NMR measurements

  超支化聚醚砜是通过新型AB 2单体4-（3,5-羟基苯氧基）-4'-氟代二苯砜的自缩聚反应制得的。高分子量聚合物的分离产率很高。通过制备树枝状和线性模型化合物来研究所得聚合物的支化度（DB）。通过门极去耦确定的DB 13C NMR测量值在0.17–0.41范围内，并且取决于用于自缩聚反应的碱。发现氟化铯是形成DB为0.41的聚合物的有效碱。所得的超支化聚（醚砜）在有机溶剂中显示出良好的溶解性。聚合物的溶解度和玻璃化转变温度受末端官能团的影响。在空气条件下，对羟基封端的超支化聚醚砜进行DSC测量时，观察到了独特的热交联现象。©2012 Wiley Periodicals，Inc. J Polym Sci A部分：Polym Chem，2012年