2-[4-(5-[propyloxy]-1-pentyl)phenyl]-5-([(E)-2-undecenyl]oxy)pyrimidine

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-[4-(5-[propyloxy]-1-pentyl)phenyl]-5-([(E)-2-undecenyl]oxy)pyrimidine
• 英文别名: 2-[4-(5-propoxypentyl)phenyl]-5-[(E)-undec-2-enoxy]pyrimidine
• 化学式: C₂₉H₄₄N₂O₂
• 分子量: 452.681
• InChiKey: ADNZVIVBMRWWGW-RVDMUPIBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  33
• 可旋转键数：
  19
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  44.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  反-2-十一烯醇 、 5-Hydroxy-2-(4-<5-propyloxypentyl>phenyl)pyrimidine 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 生成 2-[4-(5-[propyloxy]-1-pentyl)phenyl]-5-([(E)-2-undecenyl]oxy)pyrimidine
  参考文献：
  名称：

  Synthesis, Transition Temperatures and Some Physical Properties of Some Low-Melting Smectic C Materials

  摘要：

  As part of a systematic study of the factors affecting the smectic C phase, a dipole (ie, an oxygen atom) was introduced into the middle of one of the (non-polarisable) alkyl chains of a model phenylpyrimidine. A carbon-carbon double bond has also been introduced and the position and nature (E/Z) of the double bond was varied systematically and the resultant effect on the transition temperatures and several other physical properties of relevance to ferroelectric liquid crystal displays (FLCDs) studied. The new phenylpyrimidines exhibit nematic, smectic C and sometimes highly ordered smectic phases for long chain lengths. The effect of the oxygen atom in a central position in the chain is often to reduce the melting point (T-m) more than all the other transition temperatures (eg, below room temperature). This often results in a widening of the smectic C temperature range compared to the corresponding compounds without an oxygen atom in the middle of the chain. Of the alkenyl substituted compounds the ethers with a trans double bond in the 2-position [(E)-2-] exhibit the highest T-Sc values and lowest smectic A transition temperatures. The ethers with a double bond in a terminal position of the alkenyloxy chain exhibit the widest smectic C mesophase ranges (up to 60 degrees C). Of the esters only the (E)-alk-2-enoates exhibit mesomorphic properties.

  DOI：

  10.1080/10587259508038688

文献信息

• Stickstoff-Heterocyclen
  申请人：Rolic AG

  公开号：EP0537620B1

  公开（公告）日：1998-01-07
• US5326497A
  申请人：——

  公开号：US5326497A

  公开（公告）日：1994-07-05
• Synthesis, Transition Temperatures and Some Physical Properties of Some Low-Melting Smectic C Materials
  作者：Stephen Kelly、Jürg Fünfschilling

  DOI：10.1080/10587259508038688

  日期：1995.2

  As part of a systematic study of the factors affecting the smectic C phase, a dipole (ie, an oxygen atom) was introduced into the middle of one of the (non-polarisable) alkyl chains of a model phenylpyrimidine. A carbon-carbon double bond has also been introduced and the position and nature (E/Z) of the double bond was varied systematically and the resultant effect on the transition temperatures and several other physical properties of relevance to ferroelectric liquid crystal displays (FLCDs) studied. The new phenylpyrimidines exhibit nematic, smectic C and sometimes highly ordered smectic phases for long chain lengths. The effect of the oxygen atom in a central position in the chain is often to reduce the melting point (T-m) more than all the other transition temperatures (eg, below room temperature). This often results in a widening of the smectic C temperature range compared to the corresponding compounds without an oxygen atom in the middle of the chain. Of the alkenyl substituted compounds the ethers with a trans double bond in the 2-position [(E)-2-] exhibit the highest T-Sc values and lowest smectic A transition temperatures. The ethers with a double bond in a terminal position of the alkenyloxy chain exhibit the widest smectic C mesophase ranges (up to 60 degrees C). Of the esters only the (E)-alk-2-enoates exhibit mesomorphic properties.