2-allyl-4,4-dimethoxy-2,5-cyclohexadienone | 205433-71-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-allyl-4,4-dimethoxy-2,5-cyclohexadienone
• 英文别名: 4,4-dimethoxy-2-prop-2-enylcyclohexa-2,5-dien-1-one
• CAS: 205433-71-2
• 化学式: C₁₁H₁₄O₃
• 分子量: 194.23
• InChiKey: JAFVSDZFFJHDAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.62
• 重原子数：
  14.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  2-allyl-4,4-dimethoxy-2,5-cyclohexadienone 以 甲醇 为溶剂， 反应 2.0h， 以46%的产率得到3-Allyl-2-oxo-cyclopent-3-enecarboxylic acid methyl ester
  参考文献：
  名称：

  Photochemistry of Substituted 4,4-Dimethoxy-2,5-Cyclohexadienones

  摘要：

  Abstract4,4‐Dimethoxy‐2,5‐cyclohexadienones 9–14 were prepared from the corresponding hydroquinone monomethyl ethers by oxidation with thallium trinitrate in methanol. Irradiation of solutions of 9–13 in methanol with a broad band of UV light centered at 350 nm in a Rayonet reactor afforded 2‐cyclopentenone derivatives 15–19 in moderate to excellent yields, whereas irradiation of 14 in methanol gave phenol 8 along with other unidentified products. Irradiation of 11–14 in benzene yielded substituted phenols. The plausible reaction pathways for the product formation are discussed.

  DOI：

  10.1002/jccs.199800001
• 作为产物：
  描述：

  4-烯丙氧基苯甲醚 在 potassium carbonate 、 thallium(III) nitrate 作用下， 反应 12.17h， 生成 2-allyl-4,4-dimethoxy-2,5-cyclohexadienone
  参考文献：
  名称：

  Photochemistry of Substituted 4,4-Dimethoxy-2,5-Cyclohexadienones

  摘要：

  Abstract4,4‐Dimethoxy‐2,5‐cyclohexadienones 9–14 were prepared from the corresponding hydroquinone monomethyl ethers by oxidation with thallium trinitrate in methanol. Irradiation of solutions of 9–13 in methanol with a broad band of UV light centered at 350 nm in a Rayonet reactor afforded 2‐cyclopentenone derivatives 15–19 in moderate to excellent yields, whereas irradiation of 14 in methanol gave phenol 8 along with other unidentified products. Irradiation of 11–14 in benzene yielded substituted phenols. The plausible reaction pathways for the product formation are discussed.

  DOI：

  10.1002/jccs.199800001

文献信息

• Photochemistry of Substituted 4,4-Dimethoxy-2,5-Cyclohexadienones
  作者：Fang-Tsao Hong、Kung-Shing Lee、Yow-Fu Tsai、Chun-Chen Liao

  DOI：10.1002/jccs.199800001

  日期：1998.2

  Abstract4,4‐Dimethoxy‐2,5‐cyclohexadienones 9–14 were prepared from the corresponding hydroquinone monomethyl ethers by oxidation with thallium trinitrate in methanol. Irradiation of solutions of 9–13 in methanol with a broad band of UV light centered at 350 nm in a Rayonet reactor afforded 2‐cyclopentenone derivatives 15–19 in moderate to excellent yields, whereas irradiation of 14 in methanol gave phenol 8 along with other unidentified products. Irradiation of 11–14 in benzene yielded substituted phenols. The plausible reaction pathways for the product formation are discussed.