(E)-4-(2-fluorovinyl)nitrobenzene | 22332-67-8

• 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)-4-(2-fluorovinyl)nitrobenzene
• 英文别名: trans-β-Fluor-4-nitro-styrol；trans-β-Fluor-4-nitrostyrol；trans-β-Fluor-p-nitrostyrol；trans-ω-Fluor-p-nitrostyrol；β-Fluor-p-nitrostyrol；1-[(E)-2-fluoroethenyl]-4-nitrobenzene
• CAS: 22332-67-8
• 化学式: C₈H₆FNO₂
• 分子量: 167.14
• InChiKey: ITOULSFKJMRTKO-AATRIKPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(2,2-difluoroethyl)-4-nitrobenzene 在 potassium tert-butylate 作用下， 以 叔丁醇 为溶剂， 生成 (E)-4-(2-fluorovinyl)nitrobenzene
  参考文献：
  名称：

  Yagupol'skii,L.M. et al., Journal of Organic Chemistry USSR (English Translation), 1971, vol. 7, p. 737 - 739

  摘要：

  DOI：

文献信息

• Steenis, Jan Hein van; Gen, Arne van der, European Journal of Organic Chemistry, 2001, # 5, p. 897 - 910
  作者：Steenis, Jan Hein van、Gen, Arne van der

  DOI：——

  日期：——
• Palladium-Catalyzed Stereoconvergent Formylation of (<i>E</i>/<i>Z</i>)-β-Bromo-β-fluorostyrenes: Straightforward Access to (<i>Z</i>)-α-Fluorocinnamic Aldehydes and (<i>Z</i>)-β-Fluorocinnamic Alcohols
  作者：Rajae Zemmouri、Mohammed Kajjout、Yves Castanet、Said Eddarir、Christian Rolando

  DOI：10.1021/jo200798h

  日期：2011.10.7

  We report here the stereoconvergent formylation of (E/Z)-beta-bromo-beta-fluorostyrene mixtures with carbon monoxide and sodium formate catalyzed by palladium. Optimization of reaction conditions leads to the corresponding pure (Z)-alpha-fluorocinnamaldehydes in good yields. The reaction was extended to styrenes bearing electro-attracting or electro-donating groups. The obtained alpha-fluoroaldehydes were smoothly reduced to the corresponding (Z)-beta-fluorocinnamic alcohol by NaBH4. The reaction could be performed on functionalized substrates as demonstrated by the access to the glucoside of beta-fluoroconiferyl alcohol, (Z)-beta-fluoroconiferin, a strong inhibitor of lignin polymerization.
• COX, D. G.;GURUSAMY, NARAYANASAMY;BURTON, D. J., J. AMER. CHEM. SOC., 1985, 107, N 9, 2811-2812
  作者：COX, D. G.、GURUSAMY, NARAYANASAMY、BURTON, D. J.

  DOI：——

  日期：——