4-十四烷氧基苯酚 | 13224-40-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 4-十四烷氧基苯酚
• 中文别名: 对十四烷氧基苯酚；对十四碳氧基苯酚
• 英文名称: 4-(Tetradecyloxy)phenol
• 英文别名: p-tetradecyloxyphenol；4-n-tetradecyloxyphenol；4-tetradecoxyphenol
• CAS: 13224-40-3
• 化学式: C₂₀H₃₄O₂
• 分子量: 306.489
• InChiKey: WANOBCDDAOOSOJ-UHFFFAOYSA-N

物化性质

• 熔点：
  76-78 °C
• 沸点：
  426.7±18.0 °C(Predicted)
• 密度：
  0.938±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  22
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2909500000

反应信息

• 作为反应物：
  描述：

  4-十四烷氧基苯酚 在 三乙烯二胺 、 caesium carbonate 、 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 8.0h， 生成 Tert-butyl 3-[2-oxo-3-(4-tetradecoxyphenoxy)propyl]sulfanylpropanoate
  参考文献：
  名称：

  Design and Synthesis of a Novel and Potent Series of Inhibitors of Cytosolic Phospholipase A₂ Based on a 1,3-Disubstituted Propan-2-one Skeleton

  摘要：

  Using knowledge of the substrate specificity of cPLA(2) (phospliolipases A(2)), a novel series of inhibitors of this enzyme were designed based upon a three point model of inhibitor binding to the enzyme active site comprising a lipophilic anchor, an electrophilic serine "trap", and an acidic binding moiety. The resulting 1,3-diheteroatom-substituted propan-2-ones were evaluated as inhibitors of cPLA2 in both aggregated bilayer and soluble substrate assays. Systematic variation of the lipophilic, electrophilic, and acidic groups revealed a well-defined structure-activity relationship against the enzyme. Optimization of each group led to compound 22 (ARC70484XX), which contains a decyloxy lipophilic side chain, a 1,3-diaryloxypropan-2-one moiety as a unique serine trap, and a benzoic acid as the acidic binding group. AR-C70484XX was found to be among the most potent in vitro inhibitors of cPLA2, described to date being more than 20-fold more active against the isolated enzyme (IC50 = 0.03 muM) than the standard CPLA(2) inhibitor, arachidonyl trifluoromethyl ketone (AACOCF(3)), and also greater than 10-fold more active than AACOCF3 against the cellular production of arachidonic acid by HL60 cells (IC50 = 2.8 muM).

  DOI：

  10.1021/jm011050x
• 作为产物：
  描述：

  4-苄氧基苯酚 在 5%-palladium/activated carbon 、 氢气 、 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 8.0h， 生成 4-十四烷氧基苯酚
  参考文献：
  名称：

  4-Methylresorcinol based bent-core liquid crystals with azobenzene wings – a new class of compounds with dark conglomerate phases

  摘要：

  软物质体系中的随机非手性对称破缺会导致宏观手性域的集合体（即所谓的暗集合体 = DC 相），从基础科学的角度以及手性传感和非中心对称材料中的众多潜在应用来看，这种破缺具有时代意义。在此，我们报告了第一种由 4-甲基间苯二酚衍生的含弯核中间体偶氮苯的合成与研究，这些中间体形成了具有新结构的 DC 相，有别于已知的流体海绵状扭曲构造相以及螺旋状纳米纤维相（HNF 相，B4 相）。我们研究了链长和其他结构修饰对非手性对称性破坏的影响。烷基链相对较短的同系物形成了非手性夹层片状低浓相（B6 相），但随着烷基链的增加，这些同系物被手性和光学各向同性的 DC 相所取代。烷基链最长的化合物会形成低双折射结晶团块，代表光学各向同性 DC 相的较小变形版本。在两个外环上引入额外的外围取代基可以消除直流相。如果将偶氮基团替换为酯单元，则直流相也会消失，取而代之的是调制的平滑相，这表明偶氮基团有利于形成具有新纳米结构的直流相，不同于之前已知的类型。

  DOI：

  10.1039/c4tc00533c

文献信息

• Pyridinium compounds which are useful as antagonists of platelet
  申请人：American Cyanamid Company

  公开号：US05208247A1

  公开（公告）日：1993-05-04

  The invention is aryl, amide, imide and carbamate pyridine antagonists of platelet activating factor.

  这项发明是有机芳基、酰胺、亚胺和碳酸酯吡啶拮抗剂，用于抑制血小板活化因子。
• OPTICAL RECORDING MEDIUM AND COMPOUND USED FOR THE SAME
  申请人：SHIOZAKI Hiroyoshi

  公开号：US20090306376A1

  公开（公告）日：2009-12-10

  A compound comprising a ring structure including a ring composed of four carbon atoms and two nitrogen atoms and a substituted or unsubstituted amino group bonded to the ring structure.

  一种化合物，包括一个环结构，其中包括由四个碳原子和两个氮原子组成的环，以及与环结构相结合的取代或未取代的氨基团。
• Ferroelectric and antiferroelectric switching behaviour in new unsymmetrical bent-core compounds derived from 3-hydroxybenzoic acid
  作者：H. N. Shreenivasa Murthy、B. K. Sadashiva

  DOI：10.1039/b419404g

  日期：——

  Herein we report the synthesis and characterization of several achiral bent-core unsymmetrical compounds exhibiting mesomorphic properties. The lower homologues in two series of compounds show a columnar phase with a rectangular lattice whereas the middle homologues exhibit a novel columnar phase with an oblique lattice. Interestingly, three of the higher homologues of the laterally unsubstituted compounds exhibit a smectic phase with ferroelectric switching characteristics and the analogous fluoro-substituted compounds show a smectic phase that is composed of antiferroelectric conglomerates.

  在此，我们报告了几种表现出介形特性的非手性弯曲核不对称化合物的合成和表征。两个系列化合物中的低级同系物显示出具有矩形晶格的柱状相，而中级同系物则显示出具有斜晶格的新型柱状相。有趣的是，横向未取代化合物的三个较高同系物显示出一种具有铁电开关特性的晶相，而类似的氟取代化合物则显示出一种由反铁电聚集体组成的晶相。
• 1,1?-Disubstituted Ferrocene-Containing Thermotropic Liquid Crystals of structure [Fe{(?5-C5H4)COOC6H4XC6H4OCnH2n+1}2] (X ? OOC or COO). Influence of the orientation of the central ester function on the mesogenic properties
  作者：Robert Deschenaux、Jean-Lue Marendaz、Julio Santiago

  DOI：10.1002/hlca.19930760210

  日期：1993.3.24

  The two series I and II of 1,1′ -disubstituted ferrocenes which differ by the direction of the ester function included in the rigid organic part were synthesized and their liquid crystal properties examined. These latter were found to be strongly dependent on the orientation of the connecting ester group and on the alkyl chain length.

  合成了在刚性有机部分中包括的酯功能的方向不同的1，1′-二取代的二茂铁的两个系列I和II，并且研究了它们的液晶性质。已发现后者很大程度上取决于连接酯基的取向和烷基链长。
• 2,6-Bis(pyrazol-1-yl)pyridine-4-carboxylate Esters with Alkyl Chain Substituents and Their Iron(II) Complexes
  作者：Iurii Galadzhun、Rafal Kulmaczewski、Oscar Cespedes、Mihoko Yamada、Nobuto Yoshinari、Takumi Konno、Malcolm A. Halcrow

  DOI：10.1021/acs.inorgchem.8b02289

  日期：2018.11.5

  iron(II), where R = CnH2n+1 (n = 6, 12, 14, 16, 18); two other derivatives related to L3R are also reported. While the solid [Fe(L4R)2][BF4]2 compounds are isostructural by powder diffraction and show similar spin state behaviors, the [Fe(L3R)2][BF4]2 series shows more varied structures and magnetic properties. This was confirmed by solvated crystal structures of [Fe(L3R)2][BF4]2 with n = 6, 14, 16, which

  两个系列的4-（烷氧基苯基）2,6-双吡唑-1-基}吡啶-4-羧酸酯（L 3 R）或2,6-双吡唑-1-基}吡啶-4-羧酸烷基酯（已合成了L 4 R）酯并与铁（II）络合，其中R = C n H 2 n +1（n = 6、12、14、16、18）；还报道了与L 3 R有关的另外两种衍生物。固体[Fe（L 4 R）2 ] [BF 4 ] 2化合物通过粉末衍射是同构的，并且显示出相似的自旋态行为，而[Fe（L 3 R）2 ] [BF 4 ] 2系列显示出更多不同的结构和磁性能。这通过的[Fe（L的溶剂化的晶体结构确认3 R）2 ] [BF 4 ] 2与Ñ = 6，14，16，其全部采用P 1空间群，但显示显著不同侧链构象和/或水晶包装。固体配合物在室温下大多数是低自旋的，许多在加热时表现出热自旋交叉（SCO）的开始。用n加热络合物高于其SCO温度≥14会使它们不可逆转地转变为主要的自旋状态