2-[4-(6-bromohexyloxy)phenyl]-5-octylpyrimidine | 844697-10-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-[4-(6-bromohexyloxy)phenyl]-5-octylpyrimidine
• 英文别名: 5-octyl-2-[4-(6-bromohexyl)phenyl]pyrimidine；2-{4-[(6-Bromohexyl)oxy]phenyl}-5-octylpyrimidine；2-[4-(6-bromohexoxy)phenyl]-5-octylpyrimidine
• CAS: 844697-10-5
• 化学式: C₂₄H₃₅BrN₂O
• 分子量: 447.459
• InChiKey: KUWQUGZBUYLFKV-UHFFFAOYSA-N

物化性质

• 沸点：
  489.6±45.0 °C(Predicted)
• 密度：
  1.139±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  28
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  35
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[4-(6-bromohexyloxy)phenyl]-5-octylpyrimidine 在 氢氧化钾 、 potassium carbonate 、 potassium iodide 作用下， 以 乙醇 、 环己酮 为溶剂， 反应 19.0h， 生成 4-{6-[2-(4-octylphenyl)pyrimidin-5-yloxy]hexyloxy}-3-{6-[4-(5-octylpyrimidin-2-yl)phenyloxy]hexyloxy}benzoic acid
  参考文献：
  名称：

  Unusual smectic phases organized by novel λ-shaped mesogenic molecules

  摘要：

  已经制备了一组新型的λ形介晶化合物，其中三个介晶基团连接到3,4-二羟基苯甲酸，并通过光学显微镜、差示扫描量热法和X射线衍射测量研究了它们的物理性质。所研究的λ形化合物显示出异常的向列相。发现4-氰基联苯-4'-基-3,4-双{6-[4-(5-辛基嘧啶-2-基)苯氧基]己氧基}苯甲酸酯实现了非公度SmA（SmAinc）相。2-(4-辛基苯基)嘧啶-5-基-3,4-双{6-[4-(5-辛基嘧啶-2-基)苯氧基]己氧基}苯甲酸酯的“均匀平面”排列样品在向列相中显示出类似条纹的纹理。我们讨论了λ形化合物对液晶相中分子组织结构的结构效应。

  DOI：

  10.1039/b406716a
• 作为产物：
  描述：

  1,6-二溴己烷 、 4-(5-辛基嘧啶-2-基)苯酚 在 potassium carbonate 作用下， 生成 2-[4-(6-bromohexyloxy)phenyl]-5-octylpyrimidine
  参考文献：
  名称：

  Kinetically induced intermolecular association: unusual enthalpy changes in the nematic phase of a novel dimeric liquid-crystalline moleculeElectronic supplementary information (ESI) available: photomicrographs of the nematic phase formed by BOPPHB on cooling, X-ray diffraction patterns and DSC thermograms. See http://www.rsc.org/suppdata/cc/b2/b204901p/

  摘要：

  一种新型的二聚体液晶分子，其中两个介晶组通过邻苯二酚连接，在向列相中发现具有类层状的排列，并且在从单斜层相加热到向列相时观察到异常的焓变。

  DOI：

  10.1039/b204901p

文献信息

• Influence of the Alkyl Spacer Length on the Phase Transition Behaviour of the λ-Shaped Liquid Crystal
  作者：Akihisa Yamaguchi、Atsushi Yoshizawa、Isa Nishiyama、Jun Yamamoto、Hiroshi Yokoyama

  DOI：10.1080/15421400590956225

  日期：2005.6

  We reported that a novel A-shaped liquid-crystalline molecule I-6 in which a cyanobiphenyl and two phenylpyrimidine groups are connected to 3, 4-dihydroxybenzoic acid exhibits an incommensurate SmA phase. In the present study, we have prepared the homologous series of the A-shaped molecules I-n (n = 4, 5, 7, 8, 9, 12) and investigated effect of the spacer length on the phase transition behaviour. Compounds I-4, I-8 and I-12 with an even member of atoms in spacer showed the phase sequences of N-SmA-Cr or SmA-Cr. On the other hand, the odd members 1-7 and 1-9 showed the phase sequence of N-SmA-SmCanti-Cr.
• Topological Effect in Dimeric Liquid Crystals
  作者：A. Yoshizawa、T. Kawaguchi

  DOI：10.1080/15421400590957585

  日期：2005.6

  We have prepared some new dimeric liquid crystals in which two phenylpyrimidine moieties are connected via (+/-)-trans-1,2-cyclohexanediol or p-toluenesulfon amide and investigated the transition behaviour. (+/-)-trans-1,2-Bis6-[4-(5-octylpyrimidin-2-yl)phenoxy]hexyloxy)cyclohexane 1 was found to show enantiotropic nematic (N) and smectic A (SnA) phases with a low melting point. On the other hand, N-p-toluensulfonyl-bis6-[4-(5-octylpyrimidin-2-yl)phenoxy}hexyloxy}amine 2 showed only a monotropic SmA phase. We discuss topological effect of the connecting group on the phase transition behaviour.
• Synthesis and Phase Transition Behavior of Novel Liquid Crystal Tetramers
  作者：Tsuyoshi Narumi、Atsushi Yoshizawa、Jun Yamamoto、Yoichi Takanishi

  DOI：10.1080/15421400903065739

  日期：2009.9.3

  We synthesized novel liquid crystal tetramers possessing cyanobiphenyl and phenylpyrimidine moieties, and investigated their phase transition behavior. The liquid crystal tetramers exhibited nematic (N) and smectic A (SmA) phases. X-ray diffraction measurements suggest that the SmA phase has an intercalated structure. We discuss the transition behavior of the newly designed tetramers in terms of their molecular shape.
• ORGANIC IONIC PHENYLPYRIMIDINE COMPOUNDS AND DISPLAYS FORMED THEREOF
  申请人：Zhang Yongqiang

  公开号：US20120319044A1

  公开（公告）日：2012-12-20

  Ionic mesogenic compounds of formula (I) can be used to form liquid crystal displays, such as ferroelectric liquid crystal displays, having enhanced anti-image sticking properties. The mesogenic compounds may contain a cationic group such as an ammonium or phosphonium group bonded to an alkyl chain that is terminally bonded to a para-substituted pyrimidyl benzene moiety. The counterion can be an organic or inorganic anion. The compounds can be used either as dopants in art ferroelectric liquid crystal compositions to reduce image sticking, or can be used as the primary or predominant component of a liquid crystal display system. Additional compounds, devices, and methods are disclosed.
• US8512820B2
  申请人：——

  公开号：US8512820B2

  公开（公告）日：2013-08-20