1-(氯甲基)-2,3,4,5-四甲氧基苯 | 946492-25-7

• 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-(氯甲基)-2,3,4,5-四甲氧基苯
• 英文名称: 1-Chloromethyl-2,3,4,5-tetramethoxy-benzene
• 英文别名: 1-(Chloromethyl)-2,3,4,5-tetramethoxybenzene
• CAS: 946492-25-7
• 化学式: C₁₁H₁₅ClO₄
• 分子量: 246.691
• InChiKey: USLAEZAVIDSRMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(氯甲基)-2,3,4,5-四甲氧基苯 在 乙醇 、 magnesium 作用下， 反应 2.0h， 以94%的产率得到2,3,4,5-四甲氧基甲苯
  参考文献：
  名称：

  Alternative Synthesis of 1,2,3,4‐Tetramethoxy‐5‐methylbenzene: A Key Intermediate for Preparing Coenzyme Q Homologs and Analogs

  摘要：

  Preparation of 1,2,3,4-tetramethoxy-5-methylbenzene (1) through a new process from pyrogallol is described. In the preparation, a modified mild brominating agent was employed, and a simple introduction of methyl group into aromatic ring through chloromethylation of the corresponding substrate (4), followed by reductive dehalogenation, was achieved successfully with good yields.

  DOI：

  10.1080/00397910600640396
• 作为产物：
  描述：

  1,2,3-三甲氧基苯 在 盐酸 、 双氧水 、 溶剂黄146 、 sodium bromide 、 copper(l) chloride 作用下， 以 正己烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 11.0h， 生成 1-(氯甲基)-2,3,4,5-四甲氧基苯
  参考文献：
  名称：

  Alternative Synthesis of 1,2,3,4‐Tetramethoxy‐5‐methylbenzene: A Key Intermediate for Preparing Coenzyme Q Homologs and Analogs

  摘要：

  Preparation of 1,2,3,4-tetramethoxy-5-methylbenzene (1) through a new process from pyrogallol is described. In the preparation, a modified mild brominating agent was employed, and a simple introduction of methyl group into aromatic ring through chloromethylation of the corresponding substrate (4), followed by reductive dehalogenation, was achieved successfully with good yields.

  DOI：

  10.1080/00397910600640396

文献信息

• Radical reactions leading to substituted coumarins
  作者：Anne Giraud、Patrice Vanelle、Luc Giraud

  DOI：10.1016/s0040-4039(99)00777-7

  日期：1999.6

  The reaction of 4-hydroxycoumarins with a series of quinonic chlorides under photostimulation was shown to provide an efficient approach to 3-alkylated coumarin derivatives, Alkylation reactions of this type proceeded via an electron transfer mechanism (S(RN)1). (C) 1999 Published by Elsevier Science Ltd. All rights reserved.
• Alternative Synthesis of 1,2,3,4‐Tetramethoxy‐5‐methylbenzene: A Key Intermediate for Preparing Coenzyme Q Homologs and Analogs
  作者：Jian Yang、LingLing Weng、Hu Zheng

  DOI：10.1080/00397910600640396

  日期：2006.8

  Preparation of 1,2,3,4-tetramethoxy-5-methylbenzene (1) through a new process from pyrogallol is described. In the preparation, a modified mild brominating agent was employed, and a simple introduction of methyl group into aromatic ring through chloromethylation of the corresponding substrate (4), followed by reductive dehalogenation, was achieved successfully with good yields.