3-methyl-3-(2-propenyl)-1,2-cyclopentadione | 112621-49-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-methyl-3-(2-propenyl)-1,2-cyclopentadione
• 英文别名: 3-allyl-3-methyl-1,2-cyclopentanedione；3-Methyl-3-prop-2-enylcyclopentane-1,2-dione
• CAS: 112621-49-5
• 化学式: C₉H₁₂O₂
• 分子量: 152.193
• InChiKey: SGKDQMRLUMUELZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-methyl-3-(2-propenyl)-1,2-cyclopentadione 在 lithium hydroxide 、 lithium acetate 、 lithium 、 溶剂黄146 作用下， 以 氯仿 为溶剂， 反应 2.25h， 生成 5-allyl-5-methyl-2-cyclopenten-1-one
  参考文献：
  名称：

  Synthetic elaboration of diosphenols. Part 3. Replacement of enolic oxygen by hydrogen

  摘要：

  DOI：

  10.1021/jo00240a039
• 作为产物：
  描述：

  2-(allyloxy)-3-methylcyclopent-2-en-1-one 生成 3-methyl-3-(2-propenyl)-1,2-cyclopentadione
  参考文献：
  名称：

  PONARAS, A. A., J. ORG. CHEM., 1983, 48, N 21, 3866-3868

  摘要：

  DOI：

文献信息

• Bi(OTf)3—a mild catalyst for the synthesis of difficult to obtain C-alkyl substituted glycolurils
  作者：Feng Wu、Vijaybabu Mandadapu、Anthony I. Day

  DOI：10.1016/j.tet.2013.09.071

  日期：2013.11

  We have employed Bi(OTf)(3) (5 mol %) a catalyst not previously used in the synthesis of urea condensation products from alpha-dicarbonyl compounds, as a mild method for the synthesis of difficult to obtain glycolurils. There are limited synthetic examples of C-alkylated substituted glycolurils and even fewer carrying functionality on the alkyl substituent. We have successfully synthesised some challenging examples of glycolurils with functionality, which include norbornyl-based structures. The milder reaction conditions enables the isolation of defined intermediate diols and ureas in good yields, and glycolurils are possible, where they would not normally be available under conventional acid catalyzed conditions. (C) 2013 Published by Elsevier Ltd.
• A new variant of the Claisen rearrangement capable of creating the bond between two quaternary centers
  作者：A. A. Ponaras

  DOI：10.1021/jo00169a071

  日期：1983.10
• PONARAS, ANTHONY A.;ZAIM, OMER;PAZO, YESSICA;OHANNESIAN, LENA, J. ORG. CHEM., 53,(1988) N 5, 1110-1112
  作者：PONARAS, ANTHONY A.、ZAIM, OMER、PAZO, YESSICA、OHANNESIAN, LENA

  DOI：——

  日期：——