1,12-bis-(4-nitro-phenoxy)-dodecane | 102897-56-3

• 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: 1,12-bis-(4-nitro-phenoxy)-dodecane
• 英文别名: 1,12-Bis-(4-nitro-phenoxy)-dodecan；Dodecan-1,12-diol, bis[4-nitrophenyl]-ether；1-nitro-4-[12-(4-nitrophenoxy)dodecoxy]benzene
• CAS: 102897-56-3
• 化学式: C₂₄H₃₂N₂O₆
• 分子量: 444.528
• InChiKey: SFZFHMCKLWEQPP-UHFFFAOYSA-N

物化性质

• 熔点：
  81-83 °C
• 沸点：
  589.9±25.0 °C(Predicted)
• 密度：
  1.148±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  32
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  110
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,12-bis-(4-nitro-phenoxy)-dodecane 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 80.0 ℃ 、689.47 kPa 条件下， 反应 3.0h， 生成 4,4'-dodecanediyldioxy-di-aniline
  参考文献：
  名称：

  包含香蕉状介晶的主链聚合物：合成和同构性质

  摘要：

  通过缩聚反应合成了十二种以香蕉状液晶元为重复单元的偶氮甲碱聚合物，并研究了它们的介晶性质。在H 2 SO 4中的0.16 g / dL溶液中测量溶液粘度在30°C下的温度范围为0.37-0.79 dL / g。通过FT / IR和NMR光谱，差示扫描量热法（DSC），光学显微镜和X射线衍射法（XRD）表征获得的聚合物。描述了间隔物长度和侧向取代基对这些聚合物的中心核以及侧臂的影响。在这12种聚合物中，发现有8种聚合物是热致液晶。在具有二氧十二烷基亚甲基间隔基的四种聚合物中，三种聚合物表现出香蕉相，一种聚合物表现出近晶相。具有二氧六亚甲基间隔基的四种聚合物仅显示出向列相。还描述了聚合物中香蕉相的结构。

  DOI：

  10.1021/ma0348122
• 作为产物：
  描述：

  1,12-二溴十二烷 、 4-nitrophenol sodium salt 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 生成 1,12-bis-(4-nitro-phenoxy)-dodecane
  参考文献：
  名称：

  Novel bis[1,6-dihydro-6,6-dimethyl-1,3,5-triazine-2,4-diamines] as antitrypanosomal agents

  摘要：

  A series of novel 1,1'-(4,1-phenylene)bis [1,6-dihydro-6,6-dimethyl-1,3,5-triazine-2,4-diamines] was prepared and evaluated for activity against Trypanosoma rhodesiense in mice. The importance of the bis structure and the nature of the spacer between the two phenyl rings for optimal activity have been revealed. The potent parenteral activity of several analogues within this series as well as preliminary indication of oral activity lends encouragement to further development of this structural class.

  DOI：

  10.1021/jm00149a032

文献信息

• Ashley et al., Journal of the Chemical Society, 1958, p. 3298,3308
  作者：Ashley et al.

  DOI：——

  日期：——
• Biological evaluation of bisbenzaldehydes against four Mycobacterium species
  作者：Davie Cappoen、Delphine Forge、Frank Vercammen、Vanessa Mathys、Mehdi Kiass、Virginie Roupie、Roel Anthonissen、Luc Verschaeve、Jean Jacques Vanden Eynde、Kris Huygen

  DOI：10.1016/j.ejmech.2013.03.023

  日期：2013.5

  A series of bisbenzaldehydes and structurally related analogs, conveniently synthesized via microwave-assisted reactions, were evaluated in vitro against drug susceptible and multi-drug resistant Mycobacterium tuberculosis, against virulent Mycobacterium bovis, against Mycobacterium ulcerans and against two Mycobacterium avium subspecies. Among the 33 substances that were tested, compound 12, i.e. 4,4'-[1,12-dodecanediyl(oxy)]bisbenzaldehyde, emerged as the most promising hit. Its activity was further confirmed in an intracellular growth inhibition assay of M. tb in murine J774 A.1 macrophages. None of the compounds showed significant cytotoxicity on human C3A hepatocytes in a neutral red dye uptake assay and no genotoxicity or mutagenicity was observed as demonstrated by a VITOTOX (TM) test and confirmed with a comet assay. (C) 2013 Elsevier Masson SAS. All rights reserved.
• Novel bis[1,6-dihydro-6,6-dimethyl-1,3,5-triazine-2,4-diamines] as antitrypanosomal agents
  作者：William R. Turner、Leslie M. Werbel

  DOI：10.1021/jm00149a032

  日期：1985.11

  A series of novel 1,1'-(4,1-phenylene)bis [1,6-dihydro-6,6-dimethyl-1,3,5-triazine-2,4-diamines] was prepared and evaluated for activity against Trypanosoma rhodesiense in mice. The importance of the bis structure and the nature of the spacer between the two phenyl rings for optimal activity have been revealed. The potent parenteral activity of several analogues within this series as well as preliminary indication of oral activity lends encouragement to further development of this structural class.
• Main Chain Polymers Containing Banana-Shaped Mesogens:  Synthesis and Mesomorphic Properties
  作者：E-Joon Choi、Jae-Chul Ahn、Liang-Chy Chien、Chong-Kwang Lee、Wang-Cheol Zin、Dae-Cheol Kim、Sung-Tae Shin

  DOI：10.1021/ma0348122

  日期：2004.1.1

  sidearms of these polymers are described. Of the 12 polymers, eight polymers are found to be thermotropic liquid crystals. Among four polymers with a dioxydodecamethylenene spacer, three polymers exhibited banana phases and one polymer revealed a smectic phase; four polymers with a dioxyhexamethylene spacer showed only a nematic phase. The structures of the banana phases in the polymers are also described

  通过缩聚反应合成了十二种以香蕉状液晶元为重复单元的偶氮甲碱聚合物，并研究了它们的介晶性质。在H 2 SO 4中的0.16 g / dL溶液中测量溶液粘度在30°C下的温度范围为0.37-0.79 dL / g。通过FT / IR和NMR光谱，差示扫描量热法（DSC），光学显微镜和X射线衍射法（XRD）表征获得的聚合物。描述了间隔物长度和侧向取代基对这些聚合物的中心核以及侧臂的影响。在这12种聚合物中，发现有8种聚合物是热致液晶。在具有二氧十二烷基亚甲基间隔基的四种聚合物中，三种聚合物表现出香蕉相，一种聚合物表现出近晶相。具有二氧六亚甲基间隔基的四种聚合物仅显示出向列相。还描述了聚合物中香蕉相的结构。