3-(p-Methoxy-benzyloxy)-3-methyl-1-buten | 64340-88-1

• 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: 3-(p-Methoxy-benzyloxy)-3-methyl-1-buten
• 英文别名: 1-Methoxy-4-(2-methylbut-3-en-2-yloxymethyl)benzene
• CAS: 64340-88-1
• 化学式: C₁₃H₁₈O₂
• 分子量: 206.285
• InChiKey: UQGQLWDPWRRYPH-UHFFFAOYSA-N

物化性质

• 沸点：
  273.3±20.0 °C(Predicted)
• 密度：
  0.964±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-甲基-3-丁烯-2-醇 、 4-甲氧基氯苄 在 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 3-(p-Methoxy-benzyloxy)-3-methyl-1-buten
  参考文献：
  名称：

  Zeolite β-Induced Rearrangement of Alkoxybenzyl Allyl Ethers to Aldehydes and Ketones. 5.¹ Variation of the Allylic Moiety

  摘要：

  Allylic PMB ethers rearranged in the presence of zeolite beta to form 4-arylbutanals or 5-arylpentanones depending on the substituent pattern of the allylic moiety. Best results were obtained with substrates carrying simple substituents in the allylic 2-position, but a couple of substrates lacking a 2-substituent also rearranged. More functionalized substituents in this position were not tolerated. A propargyl PMB ether and a homoallylic PMB ether rearranged as well, but the products were mixtures of isomeric olefins. The 4-arylbutanals 2c and 2e and the 5-arylpentanone 2j were cyclized in PPA to give naphthalene and dihydronaphthalene derivatives, respectively.

  DOI：

  10.1021/jo972243o

文献信息

• Ruthenium(II) catalysis in redox fragmentation of allyl ethers
  作者：Robert G. Salomon、James M. Reuter

  DOI：10.1021/ja00455a027

  日期：1977.6
• Zeolite β-Induced Rearrangement of Alkoxybenzyl Allyl Ethers to Aldehydes and Ketones. 5.¹ Variation of the Allylic Moiety
  作者：Johan Wennerberg、Charlotte Olofsson、Torbjörn Frejd

  DOI：10.1021/jo972243o

  日期：1998.5.1

  Allylic PMB ethers rearranged in the presence of zeolite beta to form 4-arylbutanals or 5-arylpentanones depending on the substituent pattern of the allylic moiety. Best results were obtained with substrates carrying simple substituents in the allylic 2-position, but a couple of substrates lacking a 2-substituent also rearranged. More functionalized substituents in this position were not tolerated. A propargyl PMB ether and a homoallylic PMB ether rearranged as well, but the products were mixtures of isomeric olefins. The 4-arylbutanals 2c and 2e and the 5-arylpentanone 2j were cyclized in PPA to give naphthalene and dihydronaphthalene derivatives, respectively.