1,1,1-trichloro-4-hydroxy-4-((1,1'-biphenyl)-4-yl)-3-buten-2-one | 1372713-45-5

• 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: 1,1,1-trichloro-4-hydroxy-4-((1,1'-biphenyl)-4-yl)-3-buten-2-one
• 英文别名: (Z)-1,1,1-trichloro-4-hydroxy-4-(4-phenylphenyl)but-3-en-2-one
• CAS: 1372713-45-5
• 化学式: C₁₆H₁₁Cl₃O₂
• 分子量: 341.621
• InChiKey: LTCVVJWHIOCKQV-UVTDQMKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-(1,1-dimethoxyethyl)-1,1'-biphenyl 在 吡啶 、 硫酸 、 水 作用下， 以 氯仿 为溶剂， 反应 10.0h， 生成 1,1,1-trichloro-4-hydroxy-4-((1,1'-biphenyl)-4-yl)-3-buten-2-one
  参考文献：
  名称：

  Synthesis and Structure of Novel 1-Aryl-4,4,4-trichloro-1,3-butanediones

  摘要：

  Novel 1-aryl-4,4,4-trichloro-1,3-butanediones in good yields (80-97%) were synthesized in one pot through acetal acylation with trichloroacetyl chloride followed by acid hydrolysis. Structures of all compounds were elucidated by elemental analysis, mass spectrometry, and H-1/C-13 nuclear magnetic resonance (NMR) measurements. The H-1/C-13 NMR data showed that trichloromethyl-beta-diketones 2a-k in solution are predominantly ketoenol. However, the spectroscopic data from 4,4,4-trichloro-2-methyl-1-phenyl-1,3-butabedione (2l) with methyl substituent between carbonyls showed a bias toward the diketo form in solution. X-ray diffraction of monocrystals from 2g and 2i showed that these compounds are cis-ketoenol tautomers.Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communcations (R) to view the free supplemental file.

  DOI：

  10.1080/00397911.2010.530376