4-hexadecyloxybenzyl chloride | 115921-84-1

• 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-hexadecyloxybenzyl chloride
• 英文别名: 1-(chloromethyl)-4-hexadecoxybenzene
• CAS: 115921-84-1
• 化学式: C₂₃H₃₉ClO
• 分子量: 367.015
• InChiKey: XVZAUMRZFPEKJU-UHFFFAOYSA-N

物化性质

• 沸点：
  459.8±20.0 °C(Predicted)
• 密度：
  0.944±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.2
• 重原子数：
  25
• 可旋转键数：
  17
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-hexadecyloxybenzyl chloride 在 sodium hydride 、 potassium carbonate 、 potassium iodide 作用下， 以 乙二醇二甲醚 、 丙酮 为溶剂， 反应 72.5h， 生成
  参考文献：
  名称：

  Room temperature mesogens formed by H-bonded Schiff-bases α,β,γ-triketonates

  摘要：

  Three new series of Schiff bases 1a-c derived from alpha,beta,gamma-triketones 2a-c were synthesized and their mesomorphic properties investigated by polarizing optical microscope, differential scanning calorimetry, and powder X-ray diffraction. These Schiff bases were obtained by condensations of alpha,beta,gamma-triketones and 3-amino-1-propanol in refluxing absolute ethanol. All compounds were characterized and identified by H-1 and C-13 NMR spectroscopy. Both series of compounds 1a and 1c formed kinetically unstable monotropic behavior. Compounds 1a, 1c showed smectic A or/and C mesophases, in contrast compounds 1b exhibited rectangular columnar phases. The phases were confirmed by variable-temperature powder X-ray diffractions. The formation of mesophases in 1a-c was probably induced by intermolecular H-bonds, which was consistent with XRD data. Removal of -OH group in compound 1d led to the crystal phase. Some of these Schiff bases were in fact room temperature over a wide range of temperatures. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.04.120
• 作为产物：
  描述：

  溴代十六烷 在 lithium aluminium tetrahydride 、 氯化亚砜 、 potassium carbonate 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-hexadecyloxybenzyl chloride
  参考文献：
  名称：

  Helical Porous Protein Mimics Self-Assembled from Amphiphilic Dendritic Dipeptides

  摘要：

  本手稿报告了(4-3,4,5-3,5)nG2-CH2-Boc-l-Tyr-l-Ala-OMe树枝状二肽（n = 12，16）的合成和自组装。这些树枝状二肽在溶液和固体状态下都能自组装成螺旋多孔超分子柱，模拟多孔跨膜蛋白。这些超分子组装物还提供了一类新的管状超分子聚合物。

  DOI：

  10.1071/ch05092

文献信息

• Effect of central linkages on mesophase behavior of imidazolium-based rod-like ionic liquid crystals
  作者：Xiaohong Cheng、Fawu Su、Rong Huang、Hongfei Gao、Marko Prehm、Carsten Tschierske

  DOI：10.1039/c2sm06854k

  日期：——

  Two series of phenylbenzylether and benzanilide based rod-like imidazolium bromides and their nonionic precursors, the 1-phenyl-1H-imidazoles have been synthesized and the influence of the number and length of the alkyl chain(s) and the structure of the linking group in the aromatic core (–CH2O–, –COO–, –CONH–) on their mesophase self-assembly in ionic liquid crystalline phases were studied by POM, DSC and XRD. Upon decreasing the length of the N-terminal chain or by enlarging the number and length of the C-terminal chains, the sequence smectic (SmA)–hexagonal columnar (Colhex)–micellar cubic (CubI/Pm3n) was found for the ether based imidazolium salts; while only SmA and Colhex phases were observed for the related amides. The influence of the polarity of the central linkages, namely –CH2O– and –CONH–, on the mesophase structure and stability is discussed and compared with related –COO– connected ILC.

  合成了两系列基于苯基苄醚和苯腈的棒状咪唑鎓溴化物及其非离子前体1-苯基-1H-咪唑，并研究了烷基链的数量和长度以及芳香核心中连接基团（–CH2O–、–COO–、–CONH–）的结构对其在离子液晶相中的介相自组装的影响，采用了偏光显微镜（POM）、差示扫描量热仪（DSC）和X射线衍射（XRD）等技术。当减少N-末端链的长度或增加C-末端链的数量和长度时，对于基于醚的咪唑鎓盐，发现了层状相（SmA）–六角柱状相（Colhex）–胶束立方相（CubI/Pm3n）的序列；而相关的酰胺仅观察到SmA和Colhex相。讨论了中心链接的极性（即–CH2O–和–CONH–）对介相结构和稳定性影响，并与相关的–COO–连接的离子液晶进行了比较。
• Amphiphilic dendritic dipeptides & their self-assembly into helical pores
  申请人：Percec Virgil

  公开号：US20060088499A1

  公开（公告）日：2006-04-27

  An amphiphilic dendritic dipeptide, comprises a dipeptide(s) comprising one or more of a naturally occurring or synthetic amino acids and a dendron. These are suitable for use in various formulations, films, coatings, membranes and sensors, among other applications.

  一种两性树状二肽，包括一个或多个天然存在或合成氨基酸的二肽和一个树状结构。这些适用于各种配方、薄膜、涂层、膜和传感器等应用。
• Observation of exceptional ‘de Vries-like’ properties in a conventional aroylhydrazone based liquid crystal
  作者：Hemant Kumar Singh、Sachin Kumar Singh、Rajib Nandi、D. S. Shankar Rao、S. Krishna Prasad、Ranjan K. Singh、Bachcha Singh

  DOI：10.1039/c6ra10028g

  日期：——

  N-(4-(Tetradecyloxy)-2-hydroxybenzylidene)-4′((4′′(hexadecyloxy)benzyl)oxy)benzohydrazide exhibits a de Vries reduction factor comparable to, or even lower than that reported heretofore.

  N-(四十四烷氧基-2-羟基苯甲亚)-4'((4''(十六烷氧基)苯甲基)氧基)苯肼表现出与此前报道的de Vries还原因子相当甚至更低的水平。
• Amphiphilic dendritic dipeptides and their self-assembly into helical pores
  申请人：The Trustees of The University of Pennsylvania

  公开号：US07671033B2

  公开（公告）日：2010-03-02

  An amphiphilic dendritic dipeptide, comprises a dipeptide(s) comprising one or more of a naturally occurring or synthetic amino acids and a dendron. These are suitable for use in various formulations, films, coatings, membranes and sensors, among other applications.

  一种亲水疏水两性树枝二肽，包含一个由一种或多种天然或合成氨基酸组成的二肽和一个树枝。这些适用于各种配方、薄膜、涂层、膜和传感器等应用。
• Smectic Bimetallomesogens: Synthesis and Mesomorphic Properties in Oxygen-Bridged Dicopper and Divanadyl Complexes
  作者：Yi-Fun Leu、Chung K. Lai

  DOI：10.1002/jccs.199700014

  日期：1997.4

  AbstractThe synthesis and mesomorphic properties of a homologous series of N‐(3‐hydroxypropyl)‐4‐alkoxylsalicylaldimine, N‐(3‐hydroxypropyl)‐4‐(4′‐alkoxybenzoxy)salicylaldimine, and their dicopper(II) and di‐oxovanadium(VI) complexes are reported. Copper complexes exhibited monotropic smectic A phases; however, vanadyl complexes showed no mesomorphism. A systematic comparison revealed that the meso‐genie behaviors of these bimetallic complexes are induced by the weak intermolecular force and determined mainly by the central metal. The effects on the structural variations near the metal central cores and side chain density are also discussed.