(E)-2-[2-(chlorophenyl)vinyl]pyridine | 6772-77-6

• 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: (E)-2-[2-(chlorophenyl)vinyl]pyridine
• 英文别名: 2-(2-chloro-trans-styryl)-pyridine；2-(2-Chlor-trans-styryl)-pyridin；Pyridine, 2-(2-(chlorophenyl)vinyl)-, trans-；2-[(E)-2-(2-chlorophenyl)ethenyl]pyridine
• CAS: 6772-77-6
• 化学式: C₁₃H₁₀ClN
• 分子量: 215.682
• InChiKey: YEZHQUGOABFELJ-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-2-[2-(chlorophenyl)vinyl]pyridine 以 苯 为溶剂， 生成 cis-2'-Chlor-2-stilbazol
  参考文献：
  名称：

  光环化合成苯并[c]喹啉鎓盐

  摘要：

  2-[2-(2-氯苯基)乙烯基]-6-甲基吡啶和2-[2-(2-氯苯基)乙烯基]喹啉在乙腈中的光环化反应得到新化合物1-甲基苯并[c]喹啉鎓盐和二苯并[c] ,f]喹啉盐的产率分别为 56% 和 41%。

  DOI：

  10.1246/cl.1991.1355
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 水 、 copper(l) chloride 作用下， 生成 (E)-2-[2-(chlorophenyl)vinyl]pyridine
  参考文献：
  名称：

  138. Cinnolines。第七部分 关于Widman-Stoermer反应的进一步观察

  摘要：

  DOI：

  10.1039/jr9460000673

文献信息

• The First Approach to the Synthesis of 1-Unsubstituted 2-Arylindolizines by Intramolecular 1,5-Dipolar Cyclization of 2-(2-Arylethenyl)pyridinium Ylides in the Presence of Tetrakis(pyridine)cobalt (II) Dichromate
  作者：Jian Zhou、Yuefei Hu、Hongwen Hu

  DOI：10.1055/s-1999-3673

  日期：——

  The first approach to the preparation of 1-unsubstituted 2-arylindolizines by intramolecular 1,5-dipolar cyclization of 2-(2-arylethenyl)pyridinium ylides 2a-v in the presence of tetrakis(pyridine)cobalt (II) dichromate was developed. Several kinds of novel 1-unsubstituted 2-aryl-3-acetyl-, 3-benzoyl-, 3-ethoxycarbonyl- and 3-(4-nitrobenzoyl)indolizines 3a-v were synthesized under the mild conditions in reasonable to moderate yields.

  首次开发了在四(吡啶)重铬酸钴(II)存在下，通过 2-(2-芳基乙烯基)吡啶鎓酰化物 2a-v 的分子内 1,5- 二极环化反应制备 1-未取代的 2-芳基吲嗪类化合物的方法。在温和的条件下合成了几种新型 1-未取代的 2-芳基-3-乙酰基、3-苯甲酰基、3-乙氧羰基和 3-（4-硝基苯甲酰基）吲哚类化合物 3a-v，产率为合理到中等。
• Arai, Sadao; Arai, Hitoshi; Tabuchi, Kunihisa, Journal of Heterocyclic Chemistry, 1992, vol. 29, # 1, p. 215 - 220
  作者：Arai, Sadao、Arai, Hitoshi、Tabuchi, Kunihisa、Yamagishi, Takamichi、Hida, Mitsuhiko

  DOI：——

  日期：——
• Synthesis and structural, spectroscopic, and electrochemical characterization of benzo[c]quinolizinium and its 5-aza-, 6-aza, and 5,6-diaza analogues
  作者：Aleksandra Jankowiak、Emilia Obijalska、Piotr Kaszynski、Adam Pieczonka、Victor G. Young

  DOI：10.1016/j.tet.2011.03.023

  日期：2011.5

  Four heterocyclic salts 1a-d were prepared by Ca2+-assisted cyclization of fluoro derivatives 3, and investigated by spectroscopic (NMR and UV), electrochemical, and computational (DFT and MP2) methods. The mechanism for the formation of the cations was investigated at the DFT level of theory. 2-D NMR spectroscopy for 1[ClO4] in DMSO-d(6) aided with DFT results permitted the assignment of H-1 and C-13 NMR signals in cations 1. The molecular and crystal structures for 1a[ClO4] [C13H10ClNO4 triclinic, P-1, a=9.6517(12) angstrom, 6=11.0470(13) angstrom, c=12.2373(15) angstrom, alpha=67.615(1)degrees, beta=78.845(2)degrees, gamma=87.559(2)degrees; V=1183.0(2) angstrom(3). Z=4] and 1d[ClO4] [C12H9ClN2O4 triclinic, P-1, alpha=5.9525(6) angstrom, b=8.3141(9) angstrom, c=12.2591 (13) angstrom, alpha=73.487(1)degrees, beta=83.814(1)degrees, gamma=83.456(1)degrees; V=576.07(10) angstrom(3), Z=2] were determined by X-ray crystallography and compared with results of DFT and MP2 calculations. Electrochemical analysis gave the reduction potential order (1b>1c similar to 1d>1a), which is consistent with computational results. (C) 2011 Elsevier Ltd. All rights reserved.
• 138. Cinnolines. Part VII. Further observations on the Widman–Stoermer reaction
  作者：J. C. E. Simpson

  DOI：10.1039/jr9460000673

  日期：——
• Schubert, Ralf; Ramana, Devalla Venkata; Gruetzmacher, Hans-Friedrich, Chemische Berichte, 1980, vol. 113, # 12, p. 3758 - 3774
  作者：Schubert, Ralf、Ramana, Devalla Venkata、Gruetzmacher, Hans-Friedrich

  DOI：——

  日期：——