4-formyl-3-hydroxyphenyl 4-methoxybenzoate | 940880-67-1

• 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: 4-formyl-3-hydroxyphenyl 4-methoxybenzoate
• CAS: 940880-67-1
• 化学式: C₁₅H₁₂O₅
• 分子量: 272.257
• InChiKey: BTUJSBXKAJDKSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.43
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  72.83
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  异烟肼 、 4-formyl-3-hydroxyphenyl 4-methoxybenzoate 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  Synthesis, Mesophase Behavior and Thermal Stability of Liquid Crystals Based on Different Central Linkages with Lateral Substitution and Terminal Heterocyclic Moieties

  摘要：

  The synthesis and evaluation of thermal behavior of two new mesogenic homologous series of liquid crystalline compound containing 1,2,4-triazole and isonicotinic acid ring at the terminus of the molecule have been reported, viz. 3-hydroxy-4-[(4-1,2,4-triazol-4-ylimino)methyl] phenyl 4-alkoxybenzoate (Series-I) and 3-hydroxy-4 (isonicotinoyl carbonohydrazonoyl) phenyl 4-alkoxy benzoate (Series-II).[GRAPHICS]The compounds of both the series have been characterized by elemental Analysis, FT-IR, mass spectrometry, (1)H-NMR and (13)C-NMR. Phase transition temperatures and the thermal parameters were obtained from differential scanning calarimetry (DSC). The texture observation was performed under polarizing optical microscopy (PMO) attached with Mettler hot stage. All the derivatives are mesomorphic in nature showing nematic phase as well as higher members of both the series show smectic phase. The use of triazole and isonicotinic acid as a terminal group has a very dramatic effect on the melting and clearing points. Similarly lateral -OH substitution on central phenyl ring shows higher clearing temperature due to intermolecular hydrogen bonding. The mesomorphic behavior has been analyzed in terms of structural property relation.

  DOI：

  10.1080/15421400903054501
• 作为产物：
  描述：

  对羟基苯甲酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 、 sodium hydroxide 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 生成 4-formyl-3-hydroxyphenyl 4-methoxybenzoate
  参考文献：
  名称：

  碲取代希夫碱配体的 Pd(II) 配合物：通过原位生成的钯纳米颗粒，侧链烷基对 Suzuki 和 Heck 偶联的影响

  摘要：

  合成了两种具有不同侧链碳链（L1中的−Me 和L2中的−C 10 H 21 ）的碲取代席夫碱L1 / L2及其相应的方形平面Pd(II)-配合物( 1/2 ) 及其结构使用多核核磁共振和元素分析进行​​了表征。配体L2显示出近晶液晶相，并在 81 °C 时熔化成各向同性液体，而L1和配合物 ( 1 / 2 ) 则不显示任何液晶特性。方形平面 Pd(II) 配合物 ( 1 / 2）通过配体（L1 / L2）分别以单阴离子三齿模式（Te，N，O -）配位形成，钯中心的第四配位层被氯离子占据。两种配合物1 / 2（1 至 2 mol%）均已 作为 Suzuki 和 Heck 偶联反应的催化剂进行了检验，其活性很大程度上取决于烷基侧链的长度。从Hg-/PPh 3中毒和Suzuki-Miyaura耦合的三相测试获得的结果表明受配体或其片段保护的均质和异质钯物质的参与。

  DOI：

  10.1016/j.ica.2023.121671

文献信息

• Palladium(<scp>ii</scp>)-selenated Schiff base complex catalyzed Suzuki–Miyaura coupling: Dependence of efficiency on alkyl chain length of ligand
  作者：Gyandshwar Kumar Rao、Arun Kumar、Bharat Kumar、Dinesh Kumar、Ajai Kumar Singh

  DOI：10.1039/c1dt11695a

  日期：——

  The new selenated Schiff bases L1–L4 which differ in the chain lengths (longest in L4) of non-coordinating substituents and their square planar complexes [Pd(L–H)Cl] (1–4) [L = L1–L4, behaving as (Se, N, O−) ligand] have been synthesized and characterized by multinuclei NMR. The molecular structure of 1 has been elucidated by X-ray diffraction on its single crystal [Pd–Se = 2.3965(9) Å]. All the complexes 1–4 (0.5 mol%) have been found suitable to catalyze Suzuki–Miyaura coupling reactions under mild conditions. The activity of 4 which has ligand L4 has been found highest. The formation of palladium(0) nano-particles (NPs) stablilized by organoselenium species appears to be the catalytic pathway. The length of the pendent alkyl chain present in the complex molecule unprecedentedly controls the dispersion and composition of these particles and consequently the catalytic activity.

  我们合成了新的硒化希夫碱 L1âL4 及其方形平面配合物 [Pd(LâH)Cl] (1â4) [L = L1âL4, 行为为 (Se, N, Oâ) 配体]，并通过多核核磁共振对其进行了表征。通过对 1 的单晶体进行 X 射线衍射[PdâSe = 2.3965(9) Ã ]，阐明了 1 的分子结构。研究发现，所有的配合物 1â4 (0.5 mol%) 都适合在温和的条件下催化铃木-米亚乌拉偶联反应。其中配体 L4 的活性最高。有机硒稳定化的钯（0）纳米颗粒（NPs）的形成似乎是催化途径。复合物分子中存在的垂烷基链的长度前所未有地控制着这些微粒的分散和组成，从而控制着催化活性。
• New Liquid Crystalline Homologous Series Exhibiting the Smectic C Phase
  作者：Sakumitsu Sakagami

  DOI：10.1246/bcsj.60.1153

  日期：1987.3

  A liguid crystalline homologous series of N-[4-(4-alkoxybenzoyloxy)benzylidene]-4-butylanilines and their hydroxyl derivatives at the 2-position were synthesized, and then the liquid-crystalline-phase transitions were determined using a differential scanning calorimeter and a polarizing microscope. All of the members exhibit a nematic phase, and a smectic C phase can be observed for the homologues

  合成了N-[4-(4-烷氧基苯甲酰氧基)亚苄基]-4-丁基苯胺及其2位羟基衍生物的液态结晶同系系列，然后使用差示扫描量热仪测定液晶相转变和偏光显微镜。所有成员都表现出向列相，对于具有较长烷氧基链的同系物可以观察到近晶C相。
• Coordination Induction of Nonlinear Molecular Shape in Mesomorphic and Luminescent Zn ^II Complexes Based on Salen‐Like Frameworks
  作者：Daniela Pucci、Iolinda Aiello、Anna Bellusci、Alessandra Crispini、Mauro Ghedini、Massimo La Deda

  DOI：10.1002/ejic.200900536

  日期：2009.10

  spacer in the central core and the presence of the tetrahedral ZnII centre introduce nonlinearity in the central part of the molecule, responsible for the appearance of an intercalated smectic C mesophase. Moreover, the coordination of the ZnII ion to the salen-like framework induces, in all the corresponding complexes, interesting blue-light-emitting properties at room temperature in dichloromethane

  合成了一系列具有可变长度 (Rm) 末端链和中心柔性 (CH2)n 间隔基 (Ln = 10 和 12) 的四齿二聚水杨醛亚胺配体 (H2LnRm)。对于所有配体，根据它们的棒状分子形状，观察到棒状系统（向列和近晶 C 相）的介晶特征。与醋酸锌二水合物的反应提供了一系列 ZnLnRm 衍生物 (1-6)，这些衍生物仅在存在最长末端尾部 (R12) 时才表现出介晶行为。有趣的是，中心核心中非常长的间隔物的柔韧性和四面体 ZnII 中心的存在在分子的中心部分引入了非线性，导致出现插入的近晶 C 中间相。此外，ZnII 离子与类 salen 框架的配位诱导，
• Bayle, J.-P.; Bui, E.; Perez, F., Bulletin de la Societe Chimique de France, 1989, # 4, p. 532 - 536
  作者：Bayle, J.-P.、Bui, E.、Perez, F.、Courtieu, J.

  DOI：——

  日期：——
• Synthesis, Characterization, and Mesomorphic Properties of New Liquid-Crystalline Compounds involving Ester–Azomethine Central Linkages, Lateral Substitution, and a Thiazole Ring
  作者：B. T. Thaker、Pranay Patel、A. D. Vansadia、H. G. Patel

  DOI：10.1080/15421400601150379

  日期：2007.5.10