4-phenoxy-2-pentyn-1-yl acetate | 297753-35-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-phenoxy-2-pentyn-1-yl acetate
• CAS: 297753-35-6
• 化学式: C₁₃H₁₄O₃
• 分子量: 218.252
• InChiKey: WWFRXJVUHSBIID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.02
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-phenoxy-2-pentyn-1-yl acetate 、 alkaline earth salt of/the/ methylsulfuric acid 在 三(邻甲基苯基)磷 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以5%的产率得到(5Z)-5-ethylidene-3-methoxy-4-methylidenecyclopent-2-en-1-one
  参考文献：
  名称：

  Synthesis of Alkylidenecyclopentenones and Dialkylidenecyclopentenones via the Coupling of Propargylic Alcohol and 2-Alkyne-1,4-diol Derivatives with Cyclopropylcarbene–Chromium Complexes

  摘要：

  The coupling of propargylic alcohols and their derivatives with cyclopropylcarbene-chromium complexes has been investigated. The coupling reaction leads to alkylidenecyclopentenones or alkoxyalkyl-cyclopentenones, depending on the leaving group ability of the propargyl substituent. A mechanism involving formation of a cyclopentadienone, followed by reduction and beta-elimination is proposed. Coupling of cyclopropylcarbene complexes with 2-alkyne-1,4-diol derivatives leads to dialkylidenecyclopentenone derivatives via a double elimination process. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00212-x
• 作为产物：
  描述：

  苯基炔丙基醚 在 吡啶 、 正丁基锂 作用下， 生成 4-phenoxy-2-pentyn-1-yl acetate
  参考文献：
  名称：

  Synthesis of Alkylidenecyclopentenones and Dialkylidenecyclopentenones via the Coupling of Propargylic Alcohol and 2-Alkyne-1,4-diol Derivatives with Cyclopropylcarbene–Chromium Complexes

  摘要：

  The coupling of propargylic alcohols and their derivatives with cyclopropylcarbene-chromium complexes has been investigated. The coupling reaction leads to alkylidenecyclopentenones or alkoxyalkyl-cyclopentenones, depending on the leaving group ability of the propargyl substituent. A mechanism involving formation of a cyclopentadienone, followed by reduction and beta-elimination is proposed. Coupling of cyclopropylcarbene complexes with 2-alkyne-1,4-diol derivatives leads to dialkylidenecyclopentenone derivatives via a double elimination process. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00212-x