1-(4-acetoxy-3-methoxyphenyl)-1,3-dibromopropane | 228118-08-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 1-(4-acetoxy-3-methoxyphenyl)-1,3-dibromopropane
• 英文别名: [4-(1,3-Dibromopropyl)-2-methoxyphenyl] acetate
• CAS: 228118-08-9
• 化学式: C₁₂H₁₄Br₂O₃
• 分子量: 366.049
• InChiKey: OGLIFCBJEPSENZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-acetoxy-3-methoxyphenyl)-1,3-dibromopropane 在 吡啶 、 溶剂黄146 、 锌 作用下， 以 1,4-二氧六环 、 水 为溶剂， 生成 Acetic acid 1-(4-acetoxy-3-methoxy-phenyl)-3-bromo-propyl ester
  参考文献：
  名称：

  The DFRC Method for Lignin Analysis. 7. Behavior of Cinnamyl End Groups

  摘要：

  The behavior of cinnamyl end groups of lignins during the derivatization followed by reductive cleavage (DFRC) procedure has been investigated using lignin model compounds. On AcBr treatment, hydroxycinnamyl alcohols give rise mainly to 1-aryl-1,3-dibromoprapanes from which 1-aryl-3-bromopropanes and arylcyclopropanes are formed by zinc reduction. Arylpropene derivatives are also significant among DFRC products of etherified cinnamyl end-group models. Major monomers from DFRC of hydroxycinnamaldehydes are arylcyclopropyl acetates produced by reductive ring closure of 1-acetoxy-3-aryl-1,3-dibromopropanes. Although the reactions are not as clean as the ether-cleaving reactions that form the basis of the DFRC method, end groups produce diagnostic compounds that provide valuable markers for studying end groups in lignins.

  DOI：

  10.1021/jf981138s
• 作为产物：
  描述：

  乙酰溴 、 反式-3-(4-羟基-3-甲氧基苯基)-2-丙烯-1-醇 生成 3-(4-乙酰氧基-3-甲氧基苯基)-3-溴-1-丙基乙酸酯 、 1-(4-acetoxy-3-methoxyphenyl)-1,3-dibromopropane 、 1-acetoxy-1-(4-acetoxy-3-methoxyphenyl)-2,3-dibromopropane
  参考文献：
  名称：

  The DFRC Method for Lignin Analysis. 7. Behavior of Cinnamyl End Groups

  摘要：

  The behavior of cinnamyl end groups of lignins during the derivatization followed by reductive cleavage (DFRC) procedure has been investigated using lignin model compounds. On AcBr treatment, hydroxycinnamyl alcohols give rise mainly to 1-aryl-1,3-dibromoprapanes from which 1-aryl-3-bromopropanes and arylcyclopropanes are formed by zinc reduction. Arylpropene derivatives are also significant among DFRC products of etherified cinnamyl end-group models. Major monomers from DFRC of hydroxycinnamaldehydes are arylcyclopropyl acetates produced by reductive ring closure of 1-acetoxy-3-aryl-1,3-dibromopropanes. Although the reactions are not as clean as the ether-cleaving reactions that form the basis of the DFRC method, end groups produce diagnostic compounds that provide valuable markers for studying end groups in lignins.

  DOI：

  10.1021/jf981138s