3,4-dibutoxy-benzoic acid | 206536-14-3

• 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: 3,4-dibutoxy-benzoic acid
• 英文别名: 3,4-Dibutoxy-benzoesaeure；3,4-dibutoxybenzoic Acid
• CAS: 206536-14-3
• 化学式: C₁₅H₂₂O₄
• mdl: MFCD01462074
• 分子量: 266.337
• InChiKey: NKULZYZHHWIWCP-UHFFFAOYSA-N

物化性质

• 熔点：
  142-143 °C
• 沸点：
  385.9±22.0 °C(Predicted)
• 密度：
  1.069±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.533
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,4-dibutoxy-benzoic acid 在 palladium on activated charcoal 4-二甲氨基吡啶 、 氢气 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 24.0h， 生成 [4-(3,4-Dibutoxybenzoyl)oxyphenyl] 6-[5-[4-(3,4-dibutoxybenzoyl)oxyphenoxy]carbonylpyridin-2-yl]pyridine-3-carboxylate
  参考文献：
  名称：

  The synthesis and mesomorphism of di-, tetra- and hexa-catenar liquid crystals based on 2,2′-bipyridine

  摘要：

  2,2'-联吡啶已知可与多种金属中心配位。本文合成了液晶态的二链（二联）、四链（四联）和六链（六联）联吡啶，并描述了它们的介晶性质。对于四联联吡啶，合成了一系列完整的同系物，从四甲氧基到四十四烷氧基，相图显示了从短链长度的向列相和近晶C相，经过立方相到柱状相的经典演化过程。

  DOI：

  10.1039/a706400d
• 作为产物：
  描述：

  3,4-dibutoxybenzaldehyde 在 氢氧化钾 、 silver nitrate 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 3,4-dibutoxy-benzoic acid
  参考文献：
  名称：

  雷莫拉宁新半合成衍生物的合成和初步生物学表征。

  摘要：

  雷莫拉宁是一种糖脂肽肽抗生素，对革兰氏阳性细菌（包括耐万古霉素的肠球菌）具有活性。雷莫拉宁通过不同于糖肽的机制抑制细菌细胞壁的生物合成，因此对这些抗生素没有交叉耐药性。到目前为止，由于静脉内注射时局部耐受性低，因此一直无法阻止雷莫拉汀的全身使用。为了克服这个问题，选择性去除了拉莫普林的脂肪酸侧链，并用各种不同的羧酸代替。许多新的雷莫拉宁衍生物显示出与天然前体相似的抗微生物活性，并具有明显改善的局部耐受性。

  DOI：

  10.1021/jm070042z

文献信息

• Tailoring thermotropic cubic mesophases: amphiphilic polyhydroxy derivatives
  作者：Konstanze Borisch、Siegmar Diele、Petra Göring、Horst Kresse、Carsten Tschierske

  DOI：10.1039/a705359b

  日期：——

  Novel amphiphilic polyhydroxy compounds [N-(3,4-dialkoxybenzoyl)-1-amino-1-deoxy-d-glucitols (glucamides), N-(3,4-dialkoxybenzoyl)-1-deoxy-1-methylamino-d-glucitols, N-(3,4,5-trialkoxybenzoyl)-1-deoxy-1-methylamino-d-glucitols (N-methylgucamides), 1-benzoylaminopropane-2,3-diols, 2-benzoylaminopropane-1,3-diols, 2-(3,4,5-tridodecyloxybenzoylamino)-2-(hydroxymethyl)propane-1,3-diol and (3,4,5-tridodecyloxybenzoyl)bis(2,3-dihydroxypropyl)amine] have been synthesized. Their thermotropic liquid crystalline phases were investigated by means of polarizing microscopy, differential scanning calorimetry and X-ray diffraction. Depending on the chain length, and the size of the hydrophilic polyhydroxy units, different mesophases have been found: smectic A phases (SA), inverted bicontinuous cubic phases (CubV2 , Ia3d), hexagonal columnar phases (ColH2) and micellar cubic mesophases (CubI2 , Pn3m or P43n). In strong analogy to lyotropic systems, the type of thermotropic mesophase depends on the ratio between the volume of the lipophilic moiety and the surface area of the hydrophilic moiety at the hydrophilic–lipophilic interface. The crossing from zero interface curvature (SA phase) to the finite negative curvature of the inverted cylindrical aggregates of the columnar mesophase takes place via bicontinuous cubic mesophases. The cylindrical aggregates of the columnar mesophase are stable over a rather broad range of variation of the structural parameter. At a certain degree of the size of the lipophilic moiety in respect to the surface area of the hydrophilic group, however, the transition from the hexagonal columnar to a micellar cubic mesophase takes place. On the basis of proton conductivity measurements and from packing considerations we propose that this cubic lattice is built up by eight closed micelles per unit cell which have a rod-like shape and represent small segments of extended columns. Therefrom we can propose a model for the transformations between these different thermotropic mesophases.

  新型两亲聚羟基化合物[N-(3,4-二烷氧基苯甲酰)-1-氨基-1-脱氧-d-葡萄糖醇（葡萄糖酰胺）、N-(3,4-二烷氧基苯甲酰)-1-脱氧-1-甲基氨基-d-葡萄糖醇、N-(3,4,5-三烷氧基苯甲酰)-1-脱氧-1-甲基氨基-d-葡萄糖醇（N-甲基葡萄糖酰胺）、1-苯甲酰氨基-丙烷-2,3-二醇、2-苯甲酰氨基-丙烷-1,3-二醇、2-(3,4,5-三十二烷氧基苯甲酰氨基)-2-(羟甲基)丙烷-1,3-二醇以及(3,4,5-三十二烷氧基苯甲酰)双(2,3-二羟基丙基)胺]已被合成。通过偏光显微镜、差示扫描量热法和X射线衍射法研究了它们的热致液晶相。根据链长和亲水性聚羟基单元的大小，发现了不同的介相：斜方相（SA）、倒置双连续立方相（CubV2，Ia3d）、六角柱相（ColH2）和胶束立方介相（CubI2，Pn3m或P43n）。与液晶系统非常相似，热致介相的类型取决于亲脂部分的体积与亲水部分在亲水-亲脂界面的表面积之间的比率。从零界面曲率（SA相）到柱状介相的有限负曲率倒置圆柱聚集体的过渡，通过双连续立方介相进行。柱状介相的圆柱聚集体在结构参数变化的较宽范围内是稳定的。然而，在亲脂部分与亲水基团表面积的某个比率下，发生从六角柱相到胶束立方介相的转变。根据质子导电性测量和包装考虑，我们提出该立方格子由每个单元格的八个闭合胶束构成，这些胶束呈杆状，代表扩展柱的小段。由此，我们可以提出一个不同热致介相之间转变的模型。
• Synthesis and mesomorphic characterization of some novel steroidal mesogens: A structure–property correlation
  作者：Vanishree Bhat S、V.A. Raghunathan、Sandeep Kumar

  DOI：10.1016/j.molliq.2021.117219

  日期：2021.10

  The steroidal derivatives are found to be extremely good mesogens since their inception. Because of their inherent chirality, they have the potential to induce a wide variety of liquid crystalline phases, including frustrated phases depending upon the structure of the steroidal skeleton and the substituents attached. In this report, a series of novel monoalkoxy and dialkoxy benzoate derivatives of

  发现甾体衍生物自出现以来就是极好的介晶。由于它们固有的手性，它们有可能诱导多种液晶相，包括受阻相，这取决于甾体骨架的结构和连接的取代基。本报告合成了一系列新的麦角甾醇单烷氧基和二烷氧基苯甲酸酯衍生物和一些豆甾醇的单烷氧基衍生物，并研究了它们的介晶性质。衍生物表现出各种中间相，包括 SmA、SmC*、N*、TGB 和蓝相。此外，还研究了这些衍生物中的一些与各种有机溶剂的胶凝能力。此外，这些衍生物的介晶现象已与类似的胆固​​醇对应物进行了比较。
• Combinatorial synthesis of isoxazole library and their liquid crystalline properties
  作者：Masahiro Tanaka、Takeharu Haino、Keiko Ideta、Kanji Kubo、Akira Mori、Yoshimasa Fukazawa

  DOI：10.1016/j.tet.2006.11.005

  日期：2007.1

  on solid support in a parallel fashion. Highly regioselective 1,3-dipolar cycloaddition of the nitrile oxides to the triple bond of the solid-attached ethynylbenzamides gave isoxazoles on solid support in good yield. Thirty molecules of them exhibited mesomorphic properties. The combination of molecular mechanics calculations and X-ray diffraction experiments of 2g and 3g revealed that the smectic phase

  在固体支持物上通过组合合成以平行方式合成了六种类型的包括60个分子的异恶唑。腈氧化物对与固体连接的乙炔基苯甲酰胺的三键的高度区域选择性的1，3-偶极环加成反应以良好收率得到了在固体载体上的异恶唑。它们的三十个分子表现出介晶性质。分子力学计算和X射线衍射实验的组合2克和3克揭示的近晶相2克有双层结构，而3克呈单层液晶相。与2g和3g的单晶结构相比，它们得到了支持。
• Hydroxamic Acid Derivatives and the Preparation Method Thereof
  申请人：Rho Ho Sik

  公开号：US20080242730A1

  公开（公告）日：2008-10-02

  The present invention provides hydroxamic acid derivatives represented by the formula, having antioxidation, collagen biosynthesis promotion and skin pore contraction effects, and a method for preparation thereof. Further, the present invention provides skin-care external compositions for preventing skin aging, containing said hydroxamic acid derivatives represented by the formula as an active ingredient.

  本发明提供了由以下式表示的羟羧胺酸衍生物，具有抗氧化、胶原蛋白合成促进和皮肤毛孔收缩效果，以及其制备方法。此外，本发明提供了用作预防皮肤衰老的护肤外用组合物，含有上述由该式表示的羟羧胺酸衍生物作为活性成分。
• Organogels from unsymmetrical π-conjugated 1,3,4-oxadiazole derivatives
  作者：Chengxiao Zhao、Haitao Wang、Binglian Bai、Songnan Qu、Jianxi Song、Xia Ran、Yan Zhang、Min Li

  DOI：10.1039/c3nj40648b

  日期：——

  In this study, the unsymmetrical π-conjugated gelators, 2-(3,4-bis(alkoxy)phenyl)-5-(pyridine-4-yl)-1,3,4-oxadiazole [4-POXD-Bn (n = 4, 8, 12)], were synthesized and screened for gelation in various solvents. The tendencies of the critical gelation concentration (CGC) and the gel–sol phase transition temperatures (Tgel) of the 4-POXD-B8 gels, as well as the relationship between the end-chain length of gelator and gelation ability, indicated that the solvophobic effect has a critical role in gelation. For the specific gelator that we studied, we observed that the strength of the solvophobic force was related to the solvent properties. The solvent effect on gelation was studied quantitatively using the solvent polarity parameters: polar solubility parameter (δa), dielectric constant (ε), and polarity parameter (ET(30)). The results revealed that the favorable δa domain and ET(30) domain for the gelation of 4-POXD-B8 was in the range of 8.1–12.6 (cal cm−3)1/2 and 43.3–55.7 kcal mol−1, respectively. Meanwhile, a decrease of δa and ET(30) in the solvents is unfavorable for gelation. Furthermore, the solvent effect on the microstructure of the gels was studied via scanning electron microscopy (SEM). The SEM images revealed that the gels from 4-POXD-B8 in DMSO and DMF were composed of helical ribbons, whereas those formed in other solvents consisted of flat ribbons.

  在这项研究中，我们合成并筛选了非对称Β-共轭凝胶剂2-(3,4-双(烷氧基)苯基)-5-(吡啶-4-基)-1,3,4-恶二唑[4-POXD-Bn (n = 4, 8, 12)]在各种溶剂中的凝胶化性能。4-POXD-B8凝胶的临界凝胶浓度(CGC)和凝胶-溶液相变温度(Tgel)的趋势以及凝胶剂端链长度与凝胶化能力之间的关系表明，疏溶剂效应在凝胶化过程中起着关键作用。对于我们所研究的特定凝胶剂，我们观察到疏溶剂力的强度与溶剂性质有关。我们使用溶剂极性参数：极性溶解度参数(Δa)、介电常数(µ)和极性参数(ET(30))对溶剂对凝胶化的影响进行了定量研究。结果表明，4-POXD-B8凝胶化的有利Δa域和ET(30)域分别在8.1-12.6 (cal cm-3)1/2和43.3-55.7 kcal mol-1的范围内。同时，溶剂中Δa和ET(30)的降低不利于凝胶化。此外，我们通过扫描电子显微镜(SEM)研究了溶剂对凝胶微观结构的影响。SEM图像显示，4-