4-methoxycarbonylmethylcyclopent-4-ene-1,3-dione | 203443-85-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-methoxycarbonylmethylcyclopent-4-ene-1,3-dione
• 英文别名: InChI=1/C8H8O4/c1-12-8(11)3-5-2-6(9)4-7(5)10/h2H,3-4H2,1H3；methyl 2-(3,5-dioxocyclopenten-1-yl)acetate
• CAS: 203443-85-0
• 化学式: C₈H₈O₄
• 分子量: 168.149
• InChiKey: TUNZPANPLJXVLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-methoxycarbonylmethylcyclopent-4-ene-1,3-dione 在 4-二甲氨基吡啶 作用下， 以 1,4-二氧六环 为溶剂， 以63.6%的产率得到4-methyloxycarbonylmethyliden-3-hydroxycyclopent-2-enone
  参考文献：
  名称：

  Synthesis of alkylidene cyclopentenones. Enolization of 4-substituted cyclopent-4-ene-1,3-diones

  摘要：

  The regioselective enolization of 4-substituted cyclopentene-1,3-diones 3a-e is investigated under basic and acidic conditions. Enols 1 and enolethers 6, 7 are formed with the simultaneous endocyclic double bond migration in the side chain. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(97)10367-2
• 作为产物：
  描述：

  2-methoxycarbonylmethyl-4-hydroxy-2-cyclopenten-1-one 在 jones' reagent 作用下， 以 丙酮 为溶剂， 反应 0.5h， 以91%的产率得到4-methoxycarbonylmethylcyclopent-4-ene-1,3-dione
  参考文献：
  名称：

  Synthesis of alkylidene cyclopentenones. Enolization of 4-substituted cyclopent-4-ene-1,3-diones

  摘要：

  The regioselective enolization of 4-substituted cyclopentene-1,3-diones 3a-e is investigated under basic and acidic conditions. Enols 1 and enolethers 6, 7 are formed with the simultaneous endocyclic double bond migration in the side chain. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(97)10367-2

文献信息

• Synthesis of alkylidene cyclopentenones. Enolization of 4-substituted cyclopent-4-ene-1,3-diones
  作者：Daina Loļa、Sergejs Beļakovs、Māris Gavars、Ivars Turovskis、Andrejs Ķemme

  DOI：10.1016/s0040-4020(97)10367-2

  日期：1998.2

  The regioselective enolization of 4-substituted cyclopentene-1,3-diones 3a-e is investigated under basic and acidic conditions. Enols 1 and enolethers 6, 7 are formed with the simultaneous endocyclic double bond migration in the side chain. (C) 1998 Elsevier Science Ltd. All rights reserved.