4-octadecyloxybromobenzene | 95985-05-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-octadecyloxybromobenzene
• 英文别名: 1-bromo-4-(octadecyloxy)benzene；1-Bromo-4-octadecoxybenzene
• CAS: 95985-05-0
• 化学式: C₂₄H₄₁BrO
• 分子量: 425.493
• InChiKey: XTZXSHNXGYBGMO-UHFFFAOYSA-N

物化性质

• 沸点：
  473.6±18.0 °C(Predicted)
• 密度：
  1.037±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11.6
• 重原子数：
  26
• 可旋转键数：
  18
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 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-octadecyloxybromobenzene 在 正丁基锂 、 盐酸 作用下， 以 四氢呋喃 为溶剂， 生成 4-(octadecyloxy)phenyl boronic acid
  参考文献：
  名称：

  Suzuki-Miyaura Reaction of Chloroarenes Using Pd(PPh₃)₄ as Catalyst

  摘要：

  研究人员对多种氯代烯烃的反应活性进行了调查，发现氯代硝基烯烃在 Pd(PPh3)4 / [Pd(PPh3)2Cl2/n-Ph3] 催化剂的作用下可发生简单的芳基化反应。此外，4-氯苯甲醛也在该条件下发生了芳基化反应，尽管催化剂负载量较高。

  DOI：

  10.3184/030823410x12624523028293
• 作为产物：
  描述：

  4-溴苯酚 、 硬脂基溴 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 4-octadecyloxybromobenzene
  参考文献：
  名称：

  制备低分子量一氧化氮自由基和疏水性药物的健壮无金属磁性纳米乳剂，适用于MRI可见的靶向递送

  摘要：

  为了开发用于靶向药物递送系统的，通过磁共振（MR）可见的治疗性纳米药物，一种坚固的无金属磁性纳米乳剂（平均粒径小于20 nm）由生物相容性表面活性剂和疏水性，低分子量2组成，在pH 7.4磷酸盐缓冲盐水（PBS）中制备了2,5-三甲基-5-（4-烷氧基）苯基吡咯烷-N-氧基。纳米乳液的结构通过电子顺磁共振波谱，动态光散射和小角度中子散射测量来表征。纳米乳液显示出高的胶体稳定性，低的细胞毒性，对过量抗坏血酸的足够的还原抗性以及在质子的纵向弛豫时间上具有足够的对比度增强（T 1）在PBS中（以及在体内初步）对MR图像进行加权。此外，疏水性抗癌药紫杉醇可以封装在纳米粒子内部，并且将生成的紫杉醇负载纳米乳有效地掺入HeLa细胞中以抑制细胞生长。

  DOI：

  10.1002/chem.201702785

文献信息

• Preparation of Robust Metal-Free Magnetic Nanoemulsions Encapsulating Low-Molecular-Weight Nitroxide Radicals and Hydrophobic Drugs Directed Toward MRI-Visible Targeted Delivery
  作者：Kota Nagura、Yusa Takemoto、Satori Moronaga、Yoshiaki Uchida、Satoshi Shimono、Akihiko Shiino、Kenji Tanigaki、Tsukuru Amano、Fumi Yoshino、Yohei Noda、Satoshi Koizumi、Naoki Komatsu、Tatsuhisa Kato、Jun Yamauchi、Rui Tamura

  DOI：10.1002/chem.201702785

  日期：2017.11.7

  With a view to developing a theranostic nanomedicine for targeted drug delivery systems visible by magnetic resonance (MR) imaging, robust metal‐free magnetic nanoemulsions (mean particle size less than 20 nm) consisting of a biocompatible surfactant and hydrophobic, low molecular weight 2,2,5‐trimethyl‐5‐(4‐alkoxy)phenylpyrrolidine‐N‐oxyl radicals were prepared in pH 7.4 phosphate‐buffered saline

  为了开发用于靶向药物递送系统的，通过磁共振（MR）可见的治疗性纳米药物，一种坚固的无金属磁性纳米乳剂（平均粒径小于20 nm）由生物相容性表面活性剂和疏水性，低分子量2组成，在pH 7.4磷酸盐缓冲盐水（PBS）中制备了2,5-三甲基-5-（4-烷氧基）苯基吡咯烷-N-氧基。纳米乳液的结构通过电子顺磁共振波谱，动态光散射和小角度中子散射测量来表征。纳米乳液显示出高的胶体稳定性，低的细胞毒性，对过量抗坏血酸的足够的还原抗性以及在质子的纵向弛豫时间上具有足够的对比度增强（T 1）在PBS中（以及在体内初步）对MR图像进行加权。此外，疏水性抗癌药紫杉醇可以封装在纳米粒子内部，并且将生成的紫杉醇负载纳米乳有效地掺入HeLa细胞中以抑制细胞生长。
• Process for separating and deprotecting oligonucleotides
  申请人：——

  公开号：US20040044195A1

  公开（公告）日：2004-03-04

  Methods for deprotecting and derivatizing oligonucleotides that are non-covalently bound to a solid support are described.

  本文介绍了一种去保护和衍生非共价固定在固体支持上的寡核苷酸的方法。
• FILM RESPONSIVE TO BICARBONATE ION
  申请人：TOKUYAMA CORPORATION

  公开号：EP1096251A1

  公开（公告）日：2001-05-02

  A membrane sensitive to anions is obtained by forming into a membrane either a composition comprising an onium salt compound such as trioctylmethylammonium chloride or tetraoctylammonium bromide, and an aromatic boric diester compound such as (p-alkyloxy)phenyl borate, or a composition which comprises these two ingredients and a membrane-forming polymer such as polyvinyl chloride or polystyrene, and may further contain a fat-soluble anion salt such as tetraphenyl borate. This membrane can yield an ion-selective electrode which permits hydrogencarbonate ions contained in body fluids to be rapidly determined with high sensitivity and high selectivity and which has a long life.

  一种对阴离子敏感的膜是通过以下两种方法制成的：一种是由鎓盐化合物（如三辛基甲基氯化铵或四辛基溴化铵）和芳香族硼二酯类化合物（如(对-烷氧基)苯基硼酸酯）组成的组合物，另一种是由这两种成分和成膜聚合物（如聚氯乙烯或聚苯乙烯）组成的组合物，还可进一步含有脂溶性阴离子盐（如四苯基硼酸酯）。这种膜可以产生一种离子选择性电极，它能以高灵敏度和高选择性快速测定体液中所含的碳酸氢根离子，而且使用寿命长。
• Kaepplinger, Christian; Beckert, Rainer, Synthesis, 2002, # 13, p. 1843 - 1850
  作者：Kaepplinger, Christian、Beckert, Rainer

  DOI：——

  日期：——
• Fluorescent Modular Boron Systems Based on NNN- and ONO-Tridentate Ligands: Self-Assembly and Cell Imaging
  作者：Christoph Glotzbach、Ulrike Kauscher、Jens Voskuhl、N. Seda Kehr、Marc C. A. Stuart、Roland Fröhlich、Hans J. Galla、Bart Jan Ravoo、Kazuhiko Nagura、Shohei Saito、Shigehiro Yamaguchi、Ernst-Ulrich Würthwein

  DOI：10.1021/jo4003745

  日期：2013.5.3

  We have synthesized a series of new fluorescent boron systems 1a-c and 2a-d based on nitrogen (NNN) or nitrogen and oxygen (ONO)-containing tridentate ligands. These novel dyes are characterized by high thermal and chemical stability. They show large Stokes shifts (mostly above 3200 cm(-1)) and quantum yields in solution and in the solid state up to 40%. The easy, modular synthesis facilitates the convenient variation of the axial substituent on the central boron atom, allowing the functionalization of this dye for biochemical use. Introducing a long alkyl chain with a phenyl spacer at this axial position enables the self-assembly of the boron compound 2d to form a fluorescent vesicle, which is able to encapsulate small molecules such as sulforhodamine. Additionally, boron compound 2d was found to serve as a dye for cell imaging since it has the capability of binding to the nuclear membranes of HeLa cells. With phospholipids such as DOPC, giant unilamelar vesicles (GUV) are formed. These results demonstrate the wide applicability of this new boron system in supramolecular and medicinal chemistry.