2-(4-decyloxyphenyl)acetic acid | 29148-16-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(4-decyloxyphenyl)acetic acid
• 英文别名: 4-(decyloxy)phenylacetic acid；4-decyloxyphenylacetic acid；<4-n-Decyloxy-phenyl>-essigsaeure；2-(4-Decoxyphenyl)acetic acid
• CAS: 29148-16-1
• 化学式: C₁₈H₂₈O₃
• 分子量: 292.419
• InChiKey: OWCNGAKAMJRDSJ-UHFFFAOYSA-N

物化性质

• 沸点：
  425.9±20.0 °C(Predicted)
• 密度：
  1.010±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  21
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-decyloxyphenyl)acetic acid 在 盐酸 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 19.5h， 生成 1,2-Dihydro-5-(4-decyloxyphenyl)pyrimidin-2-one
  参考文献：
  名称：

  Sugita, Shin-ichi; Takeno, Hidekazu; Teraji, Tsutomu, Molecular Crystals and Liquid Crystals (1969-1991), 1991, vol. 206, p. 139 - 146

  摘要：

  DOI：
• 作为产物：
  描述：

  4-羟基苯乙酸甲酯 在 sodium hydroxide 、 水 、 potassium carbonate 作用下， 以 二甲基亚砜 、 丙酮 为溶剂， 反应 20.0h， 生成 2-(4-decyloxyphenyl)acetic acid
  参考文献：
  名称：

  Mesogens based on palladium orthometallated complexes with carboxylato bridges: tuning and shaping a non-planar molecule

  摘要：

  The binuclear cyclopalladated compounds [Pd-2(mu-OH)(2)(L-n)(2)] (1) derived from imines HLn = p-CnH2n+1O-C6H4-CH=N-C6H4-OCnH2n+1-p(n = 6,10) react with carboxylic acids to give the derivatives [Pd-2(mu-ox)(2)(L-n)(2)] (2) with a planar core for oxalic acid, and [Pd-2(mu-OOCR)(2)(L-n)(2)] (3-7) compounds with a non-planar ridge tent structure for other RCOOH acids: (3) R = CmH2m+1 (m = 1, 3, 5, 7, 9, 11, 13, 15, 17); (4) R = CH2(OCH2CH2)(p)OCH3 (p = 1, 2); (5) R = CH2-C6H4-OCqH2q+1-p(q = 2, 4, 6, 8, 10, 12); (6) R = C6H4-OCrH2r+1-p(r = 4, 10); (7) R = C*H(OH)CH3. The acids used were designed to explore the effect on the thermal properties of the compounds prepared of systematic variations in the type of carboxylato ligand, which induce structure, packing, and polarity changes, and in the length of the carboxylato chain. Most of the complexes prepared, even when far from planar, show liquid crystal behavior and display nematic, smectic A and smectic C phases. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2004.09.024

文献信息

• Synthesis, Biological Evaluation, and Structure−Activity Relationships of 3-Acylindole-2-carboxylic Acids as Inhibitors of the Cytosolic Phospholipase A₂
  作者：Matthias Lehr

  DOI：10.1021/jm960863w

  日期：1997.8.1

  Replacement of the carboxylic acid group in position 2 of the indole with an acetic or propionic acid substituent led to a decrease of inhibitory potency. Enzyme inhibition was optimal when the acyl residue in position 3 had a length of 12 or more carbons. Conformational restriction of the acyl residue did not influence activity. Introduction of alkyl chains at position 1 of the indole with 8 or more carbons

  制备3-酰基吲哚-2-羧酸衍生物，并评价其抑制完整牛血小板的胞质磷脂酶A2的能力。为了定义酶抑制的结构要求，对羧酸基，酰基残基和位置1的部分进行了系统修饰。此外，将不同的取代基引入到吲哚的苯基部分中。用乙酸或丙酸取代基取代吲哚的2位上的羧酸基导致抑制效力的降低。当位置3上的酰基残基具有12个或更多碳原子时，酶抑制作用最佳。酰基残基的构象限制不影响活性。在具有8个或更多个碳的吲哚的位置1处引入烷基链导致活性降低。然而，发现用羧酸部分取代此类化合物的ω-甲基会显着增加抑制效力。在测试的吲哚衍生物中，1- [2-（4-羧基苯氧基）乙基] -3-十二烷酰基吲哚-2-羧基酸（29b）具有最高的效价。IC50为0.5 microM，它的活性比标准cPLA2抑制剂花生四烯酸三氟甲基酮（IC50：11 microM）高约20倍。
• A crossover from rod-shaped to bent-shaped in symmetric isoflavone liquid crystal trimers exhibiting unusual mesomorphic behaviour
  作者：Tze-Nee Chan、Guan-Yeow Yeap、Wan-Sinn Yam、Karolina Madrak、Anna Zep、Damian Pociecha、Ewa Gorecka

  DOI：10.1039/c2jm30943b

  日期：——

  A new series of symmetric isoflavone-based liquid crystalline trimers, 1,3-bis[3-(4′-decyloxyphenyl)-4H-1-benzopyran-4-one-7-oxy]alkyloxy}benzenes with 3–12 methylene units in both lateral spacers have been synthesized and characterized by polarizing optical microscopy, differential scanning calorimetry and X-ray diffraction. As expected, the phase transition temperatures strongly alternate as the number of methylene units in the spacers changes. An unusual mesomorphic behaviour was observed wherein short and long trimers exhibited smectic A (SmA) and/or smectic C (SmC) phase(s) while homologues with intermediate spacer length were purely nematogenic (N) in a broad temperature range. Formation and stabilization of the uniaxial nematic phase is caused by change of molecular geometry from rod-shaped for short homologues to strongly bent-shaped for long homologues.

  一系列新颖的基于对称异黄酮的液晶三聚体，1,3-双[3-(4′-癸氧基苯基)-4H-1-苯并吡喃-4-酮-7-氧]烷氧基}苯，其中两侧的间隔单元含有3至12个亚甲基单元，已被合成并通过偏振光学显微镜、差示扫描量热法和X射线衍射进行了表征。如预期，相变温度随着间隔单元中亚甲基单元数量的变化而强烈交替。观察到了一种不寻常的介晶行为，其中短三聚体和长三聚体展现出层状A相（SmA）和/或层状C相（SmC），而具有中间间隔长度的同系物在宽广的温度范围内纯为向列相（N）。单轴向列相的形成和稳定化是由分子几何形状从短同系物的棒状变为长同系物的强烈弯曲形状所引起。
• Influence of bromoalkyloxy side chain on mesomorphic behavior in heterocyclic 7-(4-bromoalkyloxy)-3-(4′-decyloxyphenyl)-4H-1-benzopyran-4-ones
  作者：Guan Yeow Yeap、Tze Nee Chan、Wan Sinn Yam、Daisuke Takeuchi、Masato M. Ito

  DOI：10.1016/j.cclet.2011.03.006

  日期：2011.8

  A new homologous series of isoflavone-based ethers, 7-(4-bromoalkyloxy)-3-(4'-decyloxyphenyl)-4H-1-benzopyran-4-ones were synthesized and characterized. The mesomorphic properties of all homologues were investigated by differential scanning calorimetry (DSC) and polarizing optical microscopy (POM). Enantiotropic smectic A (SmA) phase was observed for all homologues. The structure property study was carried out by comparing the mesomorphic behavior of the homologues with those previously reported analogues. The bromine atom from the alkyloxy side chain of the benzene ring fused to the heterocyclic moiety was found to be capable of changing the mesomorphic properties. (C) 2011 Guan Yeow Yeap. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
• Studies on Effects of Compatibilizers in Over Coating Layer Materials for TFT Panels
  作者：Tomonari Ogata、Kenji Mochida、Takamasa Nonaka、Seiji Kurihara、Shuuichi Takahashi

  DOI：10.1080/15421400600932462

  日期：2006.11

  Over coating layer (OCL) materials were prepared by mixing acrylate copolymer and epoxy compound. The shelf life of the OCL materials could be extended, because of suppression of the crosslinking reaction between the acrylic acid and epoxy groups during storage at room temperature. However, the microphase separation between the acrylate copolymer and the epoxy compound was caused during the post-baking process, leading to the formation of rough surface, and consequently decrease in the transparency. The compounds having longer alkyl chains and acid group such as palmitic acid and 2-ethylhexyl maleate were found to prevent the microphase separation.
• TEHRAO, SINDZI;XIRATA, MINORU
  作者：TEHRAO, SINDZI、XIRATA, MINORU

  DOI：——

  日期：——