1-甲氧基-3-(4-苯基苯氧基)苯 | 143936-26-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-甲氧基-3-(4-苯基苯氧基)苯
• 英文名称: 4-(3-Methoxyphenoxy)-1,1'-biphenyl
• 英文别名: 1-methoxy-3-(4-phenylphenoxy)benzene
• CAS: 143936-26-9
• 化学式: C₁₉H₁₆O₂
• 分子量: 276.335
• InChiKey: TZQUXFOPIQBJKA-UHFFFAOYSA-N

物化性质

• 沸点：
  409.5±28.0 °C(Predicted)
• 密度：
  1.108±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-甲氧基-3-(4-苯基苯氧基)苯 在 正丁基锂 、 四甲基乙二胺 、 氯化铵 作用下， 以 四氢呋喃 、 正己烷 、 水 为溶剂， 反应 15.0h， 生成 1-methoxy-8-phenyl-10H-dibenzo[b,e][1,4]oxaborinin-10-ol
  参考文献：
  名称：

  由二芳基醚有效合成二苯并黄嘌呤醇及其在二苯并呋喃合成中的应用

  摘要：

  AbstractA convenient and efficient method for the borylation of diaryl ethers leading to dibenzoxaborininols and the synthesis of dibenzofuran derivatives has been developed. The borylation involves the sequential three‐step process: lithiation, borylation and hydrolysis. The synthesized dibenzoxaborininols could be readily transformed into dibenzofuran derivatives in good to excellent yields under palladium catalysis in the presence of iodine, and this is the first example for the formation of an aryl CC bond from diarylborinic acids.magnified image

  DOI：

  10.1002/adsc.201300567
• 作为产物：
  描述：

  3-甲氧基苯酚 、 4-氟联苯 在 potassium fluoride on basic alumina 、 18-冠醚-6 作用下， 以 二甲基亚砜 为溶剂， 反应 172.0h， 以19%的产率得到1-甲氧基-3-(4-苯基苯氧基)苯
  参考文献：
  名称：

  Synthesis of Diaryl Ethers, Diaryl Thioethers, and Diarylamines Mediated by Potassium Fluoride−Alumina and 18-Crown-6:  Expansion of Scope and Utility¹

  摘要：

  An efficient alternative to the Ullmann ether synthesis of diaryl ethers, diaryl thioethers, and diarylamines involving the SNAr addition of a phenol, thiophenol, or aniline to an appropriate aryl halide, mediated by potassium-fluoride alumina and 18-crown-6 in acetonitrile or DMSO, is described. Expansion of the reaction conditions to include DMSO as solvent has resulted in a far greater range of substitution patterns permitted on the electrophile. For example, it was found that electronically unfavorable S-chlorobenzonitrile could be condensed with 3-methoxyphenol to form the corresponding diaryl ether in 66% yield, a combination not normally amenable to Ullmann coupling. Electron-withdrawing groups present on the electrophile may be as diverse as nitro, cyano, formyl, acetyl, ester, amide, and even aryl. The method features a simple reaction procedure that provides products in generally good to excellent purified yields.

  DOI：

  10.1021/jo980800g