1-Methoxy-4-[2-[2-[2-[2-(4-methoxy-3-methylphenoxy)ethoxy]ethoxy]ethoxy]ethoxy]-2-methylbenzene | 172655-12-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-Methoxy-4-[2-[2-[2-[2-(4-methoxy-3-methylphenoxy)ethoxy]ethoxy]ethoxy]ethoxy]-2-methylbenzene
• CAS: 172655-12-8
• 化学式: C₂₄H₃₄O₇
• 分子量: 434.53
• InChiKey: WVGUADKJWDPMIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  31
• 可旋转键数：
  16
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  64.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-Methoxy-4-[2-[2-[2-[2-(4-methoxy-3-methylphenoxy)ethoxy]ethoxy]ethoxy]ethoxy]-2-methylbenzene 在 氢溴酸 作用下， 以 甲醇 、 四氯化碳 、 溶剂黄146 为溶剂， 反应 6.0h， 生成 1-Methoxy-4-[2-[2-[2-[2-[4-methoxy-2-(methoxymethyl)-5-methylphenoxy]ethoxy]ethoxy]ethoxy]ethoxy]-5-(methoxymethyl)-2-methylbenzene
  参考文献：
  名称：

  Radical-Cation Catalysis in the Synthesis of Diphenylmethanes via the Dealkylative Coupling of Benzylic Ethers

  摘要：

  The dealkylative coupling of benzyl alkyl ethers (ArCH(2)OR) to yield the corresponding diarylmethanes (ArCH2Ar) together with dialkoxymethane (ROCH(2)OR) is catalyzed by small amounts of 1-electron oxidants (such as aromatic cation radicals, NO+, etc.) or py an equivalent electrochemical (anodic) method. The catalytic method is successfully employed for the facile synthesis of a novel macrocyclic crown ether 18 that contains a diarylmethane linkage. On the basis of the spectral observation of the radical cation ArCH(2)OR(.+) and the excellent catalytic efficiency with turnover numbers in excess of 10(2), an electron-transfer and an alternative electrophilic chain mechanism are discussed for the dealkylative coupling process.

  DOI：

  10.1021/jo00128a020
• 作为产物：
  描述：

  四乙二醇二对甲苯磺酸酯 、 4-甲氧基-3-甲基苯酚 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以94%的产率得到1-Methoxy-4-[2-[2-[2-[2-(4-methoxy-3-methylphenoxy)ethoxy]ethoxy]ethoxy]ethoxy]-2-methylbenzene
  参考文献：
  名称：

  Radical-Cation Catalysis in the Synthesis of Diphenylmethanes via the Dealkylative Coupling of Benzylic Ethers

  摘要：

  The dealkylative coupling of benzyl alkyl ethers (ArCH(2)OR) to yield the corresponding diarylmethanes (ArCH2Ar) together with dialkoxymethane (ROCH(2)OR) is catalyzed by small amounts of 1-electron oxidants (such as aromatic cation radicals, NO+, etc.) or py an equivalent electrochemical (anodic) method. The catalytic method is successfully employed for the facile synthesis of a novel macrocyclic crown ether 18 that contains a diarylmethane linkage. On the basis of the spectral observation of the radical cation ArCH(2)OR(.+) and the excellent catalytic efficiency with turnover numbers in excess of 10(2), an electron-transfer and an alternative electrophilic chain mechanism are discussed for the dealkylative coupling process.

  DOI：

  10.1021/jo00128a020

文献信息

• Radical-Cation Catalysis in the Synthesis of Diphenylmethanes via the Dealkylative Coupling of Benzylic Ethers
  作者：Rajendra Rathore、Jay K. Kochi

  DOI：10.1021/jo00128a020

  日期：1995.11

  The dealkylative coupling of benzyl alkyl ethers (ArCH(2)OR) to yield the corresponding diarylmethanes (ArCH2Ar) together with dialkoxymethane (ROCH(2)OR) is catalyzed by small amounts of 1-electron oxidants (such as aromatic cation radicals, NO+, etc.) or py an equivalent electrochemical (anodic) method. The catalytic method is successfully employed for the facile synthesis of a novel macrocyclic crown ether 18 that contains a diarylmethane linkage. On the basis of the spectral observation of the radical cation ArCH(2)OR(.+) and the excellent catalytic efficiency with turnover numbers in excess of 10(2), an electron-transfer and an alternative electrophilic chain mechanism are discussed for the dealkylative coupling process.