4-hexadecylbenzoic acid | 23812-34-2

• 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: 4-hexadecylbenzoic acid
• CAS: 23812-34-2
• 化学式: C₂₃H₃₈O₂
• 分子量: 346.554
• InChiKey: YMMCHTJPFQYECC-UHFFFAOYSA-N

物化性质

• 熔点：
  106-107 °C
• 沸点：
  469.1±24.0 °C(Predicted)
• 密度：
  0.947±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.5
• 重原子数：
  25
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-hexadecylbenzoic acid 在 lithium aluminium tetrahydride 、 三溴化磷 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 28.0h， 生成 1-(bromomethyl)-4-hexadecylbenzene
  参考文献：
  名称：

  New Insights into the Mechanism of Triplet Radical-Pair Combinations. The Persistent Radical Effect Masks the Distinction between In-Cage and Out-of-Cage Processes

  摘要：

  Steady-state and laser-pulsed irradiations of dibenzyl ketone (ACOB(0)) and derivatives with a p-methyl or a p-hexadecyl chain (ACOB(1) and ACOB(16), respectively) have been conducted in polyethylene films with 0, 46, and 68% crystallinities. Calculation of the fractions of in-cage combinations of the triplet benzylic radical-pair intermediates based on photoproduct yields, F-c, from ACOB(16) are shown to be incorrect as a result of the kinetic consequences of drastically different diffusion coefficients for the benzyl and p-hexadecylbenzyl radicals. Careful analyses of the transient absorption traces, based upon a new model developed here, allow the correct cage effects to be determined even from ACOB(0). The model also permits the rate constants for radical-pair combinations and escape from their cage of origin to be calculated using either an iterative fitting procedure or a very simple one which requires only k(-CO) and the intensities of the transient absorption immediately after the flash and after the in-cage portion of reaction by the benzylic radicals is completed. Values of the rate constant for decarbonylation of the initially formed arylacetyl radicals, k(-CO), have been measured from the rise portions of the laser-flash transient absorption traces. They confirm the assertion from results in liquid alkane media that decarbonylation rates are independent of microviscosity. The data separate components of a reaction from an (in-cage) "cage effect" and an (out-of-cage) "persistent radical effect" that are responsible for formation of AB-type (i.e., decarbonylated) products. The effects here are a consequence of vastly different rates of diffusion for coreacting A center dot and B center dot benzylic radicals rather than segregation of the radicals in different parts of a hetereogeneous environment (which leads to an excess of AA and BB products). Heretofore, observation of exclusive formation of AB products has been attributed to in-cage combinations of geminate radical pairs. We show that not to be the case here and provide methodologies which may be used for testing the importance of the "persistent radical effect" component of reaction.

  DOI：

  10.1021/ja067461q
• 作为产物：
  描述：

  十六烷基苯 在 1,4-二氧六环 、 三氯化铝 、 sodium hypobromide 作用下， 生成 4-hexadecylbenzoic acid
  参考文献：
  名称：

  Ogawa, Kogyo Kagaku zasshi / Journal of the Society of Chemical Industry, 1956, vol. 59, p. 134

  摘要：

  DOI：

文献信息

• Controlling the formation of heliconical smectic phases by molecular design of achiral bent-core molecules
  作者：Marco Poppe、Mohamed Alaasar、Anne Lehmann、Silvio Poppe、Maria-Gabriela Tamba、Marharyta Kurachkina、Alexey Eremin、Mamatha Nagaraj、Jagdish K. Vij、Xiaoqian Cai、Feng Liu、Carsten Tschierske

  DOI：10.1039/c9tc06456g

  日期：——

  Fluids with spontaneous helical structures formed by achiral low molecular mass molecules is a newly emerging field with great application potential. Here, we explore the chemical mechanisms of the helix formation by systematically modifying the structure of a bent 4-cyanoresorcinol unit functionalized with two different phenyl benzoate based aromatic rods and terminated with two alkyl chains of variable

  由非手性低分子量分子形成的具有自发螺旋结构的流体是一个新兴的领域，具有巨大的应用潜力。在这里，我们通过系统地修饰弯曲的4-氰基间苯二酚单元的结构，探索了螺旋形成的化学机理，该4-氰基间苯二酚单元被两个基于苯甲酸苯酯的不同芳族棒官能化并被两个可变长度的烷基链终止。这些非手性化合物中的大多数会自组装，从而在较宽的温度范围内形成短间距螺旋液晶相。在某些情况下，它在没有任何竞争性低温相的情况下发生。我们证明，如果近晶层中分子的倾斜角约为18–20°，并且该过渡与层间倾斜相关性的变化相一致，则镜像对称的破坏中间相会发生在顺电（反）铁电转变处。在这种转变的附近，产生了场感应的螺旋相以及具有极化随机结构的新螺旋相。这些研究为未来设计的非手性分子提供了一个蓝图，这些分子能够通过螺旋液晶相的形成而自发地镜像对称性破坏。
• New (1R,4R)-2-arylidene-p-menthan-3-ones with a bridging ester group in the arylidene fragment. Synthesis and behavior in liquid-crystalline systems
  作者：V. V. Vashchenko、L. A. Kutulya、M. N. Pivnenko、N. I. Shkolnikova

  DOI：10.1023/b:rucb.0000012363.37580.30

  日期：2003.11

  (1R,4R)-2-(4-Hydroxybenzylidene)- and (1R,4R)-2-(4'-hydroxybiphenyl-4-yl)methylene-p-menthan-3-ones were synthesized by condensation of (-)-menthone with O-tetrahydropyran-2-yl derivatives of 4-hydroxybenzaldehyde and 4'-hydroxy-4-formylbiphenyl, respectively, in a DMSO-base medium followed by the removal of the protective group. The reactions of these hydroxy derivatives with 4-alkylbenzoic, 4-alkyloxybenzoic, traps-4-alkylcyclohexane-4-carboxylic, and 4'-alkylbiphenyl-4-carboxylic acids afforded three series of new chiral esters. Compounds containing the arylidene moiety with three benzene rings were found to exhibit liquid-crystalline properties. The characteristic features of these compounds are discussed based on the results of studies by polarizing microscopy, differential scanning calorimetry, and small-angle X-ray scattering. It was found that the mesomorphic compounds under study can form a smectic A mesophase, twist grain boundary mesophases (TGBA), and blue phases in a wide temperature range. Upon dissolution of certain of chiral compounds in 4'-cyano-4-pentylbiphenyl, a rather high twisting power and the thermal stabilizing effect on mesophases were observed.

  (1R,4R)-2-(4-羟基苯甲基)-和(1R,4R)-2-(4'-羟基二苯基-4-基)甲基-p-薄荷烷-3-酮是通过(-)-薄荷酮与4-羟基苯甲醛和4'-羟基-4-甲酰二苯基的O-四氢吡喃-2-基衍生物在DMSO基介质中缩合，随后去除保护基团而合成的。这些酚衍生物与4-烷基苯甲酸、4-烷氧基苯甲酸、陷阱-4-烷基环己烷-4-羧酸以及4'-烷基二苯基-4-羧酸的反应生成了三类新的手性酯。含有三苯环肉桂基结构的这些衍生物被发现具有液晶性质。基于偏光显微镜、差示扫描量热法和小角X射线散射法的研究结果，讨论了这些化合物的特征。发现研究中的介晶化合物可以在较宽的温度范围内形成一个层状A介晶相、扭曲晶界介晶相(TGBA)以及蓝相。当某些手性化合物溶解于4'-氰基-4-戊基二苯基中时，观察到较高的扭曲力和对介晶相的热稳定效应。
• BENZOBIS(THIADIAZOLE) DERIVATIVE, INK CONTAINING SAME, AND ORGANIC ELECTRONIC DEVICE USING SAME
  申请人：UBE Industries, Ltd.

  公开号：EP3181569A1

  公开（公告）日：2017-06-21

  An object of the present invention is to provide a benzobis(thiadiazole) derivative, which has an excellent mobility of electron (field-effect mobility) and also has an excellent stability in the atmosphere. The present invention relates to a benzobis(thiadiazole) derivative or the like, which has cyclic imide structures annelated to an aromatic ring in the molecule, represented by the following general formula (1) or (2) wherein R, A and Z represent predetermined groups.

  本发明的目的是提供一种苯并双(噻二唑)衍生物，它具有优异的电子迁移率(场效应迁移率)，在大气中也具有优异的稳定性。本发明涉及一种苯并双(噻二唑)衍生物或类似物，其分子中的环状亚胺结构与芳香环环化，由下式通式(1)或(2)表示，其中 R、A 和 Z 代表预定基团。
• Process for azo coupling reaction using diazonium salt and coupler having releasing group, and recording material containing the coupler
  申请人：FUJI PHOTO FILM CO., LTD.

  公开号：US20020077252A1

  公开（公告）日：2002-06-20

  A process for an azo coupling reaction is provided that has a large coupling reaction rate and an excellent coloring density and exerts high coupling activity using a stable coupler, and a recording material containing the coupler is provided. The process for an azo coupling reaction comprises carrying out a coupling reaction of a diazonium salt and a coupler to make the diazonium salt form color, and the coupler has certain specified structures.

  提供了一种偶氮偶联反应工艺，该工艺使用稳定的偶联剂，偶联反应速率大，着色密度高，偶联活性高，还提供了一种含有该偶联剂的记录材料。偶氮偶联反应工艺包括重氮盐和偶联剂的偶联反应，使重氮盐形成颜色，偶联剂具有特定的结构。
• Matsuda et al., Kogyo Kagaku zasshi / Journal of the Society of Chemical Industry, 1957, vol. 60, p. 563,564
  作者：Matsuda et al.

  DOI：——

  日期：——