1,3-bis(bromomethyl)-5-hexadecyloxybenzene | 794511-66-3

• 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: 1,3-bis(bromomethyl)-5-hexadecyloxybenzene
• 英文别名: 1-hexadecyloxy-3,5-bis(bromomethyl)benzene；1,3-Bis(bromomethyl)-5-(hexadecyloxy)benzene；1,3-bis(bromomethyl)-5-hexadecoxybenzene
• CAS: 794511-66-3
• 化学式: C₂₄H₄₀Br₂O
• 分子量: 504.389
• InChiKey: WAPZLVUYOIFJBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.8
• 重原子数：
  27
• 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：

  三甲胺 、 1,3-bis(bromomethyl)-5-hexadecyloxybenzene 以 乙醇 为溶剂， 以77.2%的产率得到1-hexadecyloxy-3,5-bis[(trimethylammonio)methyl]benzene dibromide
  参考文献：
  名称：

  Bicephalic amphiphile architecture affects antibacterial activity

  摘要：

  A series of cationic amphiphiles, each with an aromatic core, was prepared and investigated for antimicrobial properties. The synthesized amphiphiles in this study are bicephalic (double-headed) in that they each possess two trimethylammonium head groups and a single linear alkoxy tail. Minimum inhibitory and minimum bactericidal concentrations of these amphiphiles were in the low micromolar range. Antimicrobial activities are highly sensitive to the chain length of the hydrophobic region, and modestly reliant on the relative positioning of the head groups on the aromatic core. These trends were more pronounced in time kill assays, wherein longer chain compounds required significantly shorter times to completely kill bacteria. Microscopy suggested that the mode of cell death was lysis. Strong inhibition was observed with both biscationic compounds and monocationic comparisons against Gram-positive bacteria: only biscationic amphiphiles maintained good activity versus the Gram-negative bacteria tested. These observations provide direction for future antimicrobial structural investigations. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.06.026
• 作为产物：
  描述：

  5-羟基间苯二甲酸二甲酯 在 三溴化磷 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙醚 、 乙腈 为溶剂， 反应 123.0h， 生成 1,3-bis(bromomethyl)-5-hexadecyloxybenzene
  参考文献：
  名称：

  Bicephalic amphiphile architecture affects antibacterial activity

  摘要：

  A series of cationic amphiphiles, each with an aromatic core, was prepared and investigated for antimicrobial properties. The synthesized amphiphiles in this study are bicephalic (double-headed) in that they each possess two trimethylammonium head groups and a single linear alkoxy tail. Minimum inhibitory and minimum bactericidal concentrations of these amphiphiles were in the low micromolar range. Antimicrobial activities are highly sensitive to the chain length of the hydrophobic region, and modestly reliant on the relative positioning of the head groups on the aromatic core. These trends were more pronounced in time kill assays, wherein longer chain compounds required significantly shorter times to completely kill bacteria. Microscopy suggested that the mode of cell death was lysis. Strong inhibition was observed with both biscationic compounds and monocationic comparisons against Gram-positive bacteria: only biscationic amphiphiles maintained good activity versus the Gram-negative bacteria tested. These observations provide direction for future antimicrobial structural investigations. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.06.026

文献信息

• Structure and inter-phase stability in solvent-free low-dimensional polymer electrolytes with high lithium conductivity
  作者：Yungui Zheng、Jianguo Liu、Yen-Po Liao、Goran Ungar、Peter V. Wright

  DOI：10.1039/b401042f

  日期：——

  Two Williamson procedures for the synthesis of the amphiphilic polymers poly[2,5,8,11,14-pentaoxapentadecamethylene(5-alkyloxy-1,3-phenylene)] I (abbrev. CmO5) are compared. Method X gives polyether-esters; method Y gives pure polyethers. In both, a dehydration reaction gives rise to CmO5–CmO1 copolymers. Two-phase systems of I with polyoxytetramethylene and polyoxytrimethylene copolymers (II) and LiBF4 have been prepared with and without an interfacial stabiliser copolymer III. Highest and most stable conductivities (>5 × 10−4 S cm−1 at ambient) with low temperature dependence were observed with III, but I from method Y showed a tendency to phase separate at ambient.

  用于合成两亲性聚合物聚[2,5,8,11,14-五氧杂十五亚甲基(5-烷氧基-1,3-亚苯基)]的两种Williamson程序 我 （缩写 CmO5）进行了比较。方法X得到聚醚-酯；方法Y给出纯聚醚。在这两种情况下，脱水反应都会产生 CmO5-CmO1 共聚物。已经制备了具有和不具有界面稳定剂共聚物III的I与聚氧四亚甲基和聚氧三亚甲基共聚物(II)以及LiBF4的两相体系。 III 观察到具有较低温度依赖性的最高且最稳定的电导率（环境下>5 × 10−4 S cm−1），但方法 Y 中的 I 显示出在环境下发生相分离的趋势。
• Polymer electrolyte complex
  申请人：Wright V. Peter

  公开号：US20070037061A1

  公开（公告）日：2007-02-15

  A polymer electrolyte being configured to provide ion transport, said polymer electrolyte comprising: a main-chain first repeating unit configured to provide a primary ion coordinating site, a plurality of main-chain repeating units being arranged as a substantially helical ion coordinating channel; said polymer electrolyte further comprising and being characterised by: a main-chain second repeating unit being interdispersed between said main-chain first repeating unit, said second repeating unit being configured to provide a secondary ion coordinating site within said coordinating channel, said secondary ion coordinating site being less coordinating then said primary ion coordinating site; wherein said polymer electrolyte is configured to provide ion transport within said coordinating channel involving ion transport between said primary ion coordinating site and said secondary ion coordinating site.

  一种聚合物电解质被配置为提供离子传输，该聚合物电解质包括：一个主链第一重复单元，用于提供主要离子配位位点，多个主链重复单元排列为基本螺旋离子配位通道；该聚合物电解质进一步包括并具有以下特征：一个主链第二重复单元被分散在所述主链第一重复单元之间，该第二重复单元被配置为在所述配位通道内提供次要离子配位位点，该次要离子配位位点比所述主要离子配位位点更少配位；其中，该聚合物电解质被配置为在所述配位通道内提供离子传输，涉及在所述主要离子配位位点和所述次要离子配位位点之间的离子传输。
• ANTIMICROBIAL AMPHIPHILES AND METHODS FOR THEIR USE
  申请人：Minbiole Kevin P.

  公开号：US20140148487A1

  公开（公告）日：2014-05-29

  The present invention is directed to compositions useful for antimicrobial applications. These compositions comprise amphiphilic compounds.

  本发明涉及用于抗微生物应用的组合物。这些组合物包括两性化合物。
• [EN] ANTIMICROBIAL AMPHIPHILES AND METHODS FOR THEIR USE<br/>[FR] AMPHIPHILES ANTIMICROBIENS ET PROCÉDÉS POUR LEUR UTILISATION
  申请人：JAMES MADISON INNOVATIONS INC

  公开号：WO2012054695A8

  公开（公告）日：2012-05-31
• POLYMER ELECTROLYTE COMPLEX
  申请人：THE UNIVERSITY OF SHEFFIELD

  公开号：EP1623475A2

  公开（公告）日：2006-02-08