1-methoxy-5-phenyl-1-pentyne | 202745-37-7

• 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: 1-methoxy-5-phenyl-1-pentyne
• 英文别名: 5-Methoxypent-4-ynylbenzene
• CAS: 202745-37-7
• 化学式: C₁₂H₁₄O
• 分子量: 174.243
• InChiKey: ZMWMTNXUFXBTFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-氧代-2-苯基丙烯酰氯化物 、 对硝基苯甲醇 、 1-methoxy-5-phenyl-1-pentyne 在 4-二甲氨基吡啶 作用下， 生成 (4-Nitrophenyl)methyl 2-ethyl-1-methoxy-3-oxoazulene-3a-carboxylate
  参考文献：
  名称：

  Synthesis of Azulenone Skeletons by Reaction of 2-Phenyl-2-acylketenes [RCO(Ph)CCO] with Alkynyl Ethers:  Mechanistic Aspects and Further Transformations

  摘要：

  A method is described for a mild and efficient synthesis of azulenone skeletons sis the addition reactions of 2-phenyl-2-acylketenes with 1-alkynyl ethers. A mechanism is presented to account for both azulenone formation as well as the solvent and substrate dependency of a competitive pyrone formation. The azulenone rings have been subsequently transformed into both substituted azulenes or hydroazulenes by derivatization and/or decarboxylation of an angular carboxyl substituent or by hydrogenation.

  DOI：

  10.1021/jo9719315
• 作为产物：
  描述：

  2-氯乙醛缩二甲醇 、 1-溴-3-苯基丙烷 在 Fw(NO₃)3*9H₂O 、 sodium 作用下， 以 氨 为溶剂， 反应 4.0h， 以32%的产率得到1-methoxy-5-phenyl-1-pentyne
  参考文献：
  名称：

  Synthesis of Azulenone Skeletons by Reaction of 2-Phenyl-2-acylketenes [RCO(Ph)CCO] with Alkynyl Ethers:  Mechanistic Aspects and Further Transformations

  摘要：

  A method is described for a mild and efficient synthesis of azulenone skeletons sis the addition reactions of 2-phenyl-2-acylketenes with 1-alkynyl ethers. A mechanism is presented to account for both azulenone formation as well as the solvent and substrate dependency of a competitive pyrone formation. The azulenone rings have been subsequently transformed into both substituted azulenes or hydroazulenes by derivatization and/or decarboxylation of an angular carboxyl substituent or by hydrogenation.

  DOI：

  10.1021/jo9719315

文献信息

• Synthesis of Azulenone Skeletons by Reaction of 2-Phenyl-2-acylketenes [RCO(Ph)CCO] with Alkynyl Ethers:  Mechanistic Aspects and Further Transformations
  作者：Dean G. Brown、Thomas R. Hoye、Ronald G. Brisbois

  DOI：10.1021/jo9719315

  日期：1998.3.1

  A method is described for a mild and efficient synthesis of azulenone skeletons sis the addition reactions of 2-phenyl-2-acylketenes with 1-alkynyl ethers. A mechanism is presented to account for both azulenone formation as well as the solvent and substrate dependency of a competitive pyrone formation. The azulenone rings have been subsequently transformed into both substituted azulenes or hydroazulenes by derivatization and/or decarboxylation of an angular carboxyl substituent or by hydrogenation.