2-(4-hexyloxyphenyl)-5-cyanopyridine | 77782-81-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(4-hexyloxyphenyl)-5-cyanopyridine
• 英文别名: 2-(4'-hexoxyphenyl)-5-cyanopyridine；6-[4-(Hexyloxy)phenyl]pyridine-3-carbonitrile；6-(4-hexoxyphenyl)pyridine-3-carbonitrile
• CAS: 77782-81-1
• 化学式: C₁₈H₂₀N₂O
• 分子量: 280.37
• InChiKey: DJNIXEJOZSKFOD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  45.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-hexyloxyacetophenone 在 palladium on activated charcoal 哌啶 、 苯膦酰二氯 、 氢气 、 sodium 、 三乙胺 作用下， 以 1,4-二氧六环 、 水 、 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 25.0~160.0 ℃ 、506.62 kPa 条件下， 反应 35.0h， 生成 2-(4-hexyloxyphenyl)-5-cyanopyridine
  参考文献：
  名称：

  Pavlyuchenko, A. I.; Smirnova, N. I.; Mikhailova, T. A., Journal of Organic Chemistry USSR (English Translation), 1986, p. 953 - 956

  摘要：

  DOI：

文献信息

• FACILE SYNTHESIS OF A SERIES OF LIQUID CRYSTALLINE 2-(4'-ALKOXYPHENYL)-5-CYANOPYRIDINES
  申请人：Chia Win-Long

  公开号：US20080306276A1

  公开（公告）日：2008-12-11

  The invention relates to a facile synthesis of a series of 2-(4′-alkoxyphenyl)-5-cyanopyridine liquid crystal compounds which are represented by the following formula (I): wherein C n H 2n+1 is a linear alkyl group having 2-12 carbon atoms. The synthesis of the liquid crystalline 2-(4′-alkoxyphenyl)-5-cyanopyridine is completed in a two-step reaction. First, a Grignard reagent (such as 4-alkoxyphenylmagnesium bromide) is added to a 3-cyanopyridinium salt (such as N-phenyloxycarbonyl-3-cyanopyridinium chloride) to get a 1,2-dihydropyridine. Then, the 1,2-dihydropyridine is oxidized with o-chloronil to obtain the 2-(4′-alkoxyphenyl)-5-cyanopyridine.

  该发明涉及一种简便合成一系列2-(4′-烷氧基苯基)-5-氰基吡啶液晶化合物的方法，该化合物由以下式(I)表示：其中CnH2n+1是具有2-12个碳原子的直链烷基基团。该液晶化合物2-(4′-烷氧基苯基)-5-氰基吡啶的合成完成于两步反应中。首先，将格氏试剂（如4-烷氧基苯基溴化镁）加入到3-氰基吡啶盐（如N-苯氧羰基-3-氰基吡啶盐酸盐）中，得到1,2-二氢吡啶。然后，将1,2-二氢吡啶与邻氯苯醌氧化，得到2-(4′-烷氧基苯基)-5-氰基吡啶。
• Facile Synthesis of a Series of 2-(4-Alkyloxyphenyl)-5-cyanopyridine Liquid Crystalline Compounds
  作者：Win-Long Chia、Yu Wei Cheng

  DOI：10.3987/com-07-11224

  日期：——

  This study describes the facile synthesis of a homologous series of pyridine-containing liquid crystalline 2-(4-alkyloxyphenyl)-5-cyanopyridines (nOPPyCN, n = 3-7). The subject liquid crystals were prepared in a short two-step reaction. First, 4-alkyloxyphenylmagnesium bromides were added to N-phenyloxycarbonyl-3-cyanopyridinium chloride, affording a 1,2-dihydropyridine, which was then oxidized by o-chloronil. The resulting products, 2-(4-alkyloxyphenyl)-5-cyanopyridines, were obtained in good yields (72%-83%). Thermotropic behaviors of these liquid crystals were investigated using differential scanning calorimetry (dsc) and polarized optical microscopy (pom).
• PAVLYUCHENKO A. I.; TITOV V. V.; SMIRNOVA N. I.; GRACHEV V. T., XIMIYA GETEROTSIKL. SOED., 1980, HO 7, 888-891
  作者：PAVLYUCHENKO A. I.、 TITOV V. V.、 SMIRNOVA N. I.、 GRACHEV V. T.

  DOI：——

  日期：——
• PAVLYUCHENKO, A. I.;SMIRNOVA, N. I.;KOVSHEV, E. I.;TITOV, V. V.
  作者：PAVLYUCHENKO, A. I.、SMIRNOVA, N. I.、KOVSHEV, E. I.、TITOV, V. V.

  DOI：——

  日期：——
• US7872143B2
  申请人：——

  公开号：US7872143B2

  公开（公告）日：2011-01-18