4,4-Dimethyl-1-pentene-1,3-dione | 132723-19-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4,4-Dimethyl-1-pentene-1,3-dione
• 英文别名: pivaloylketene
• CAS: 132723-19-4
• 化学式: C₇H₁₀O₂
• 分子量: 126.155
• InChiKey: UXQQPUVLAGIMOJ-UHFFFAOYSA-N

物化性质

• 沸点：
  152.2±19.0 °C(Predicted)
• 密度：
  0.919±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 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：

  4,4-Dimethyl-1-pentene-1,3-dione 以 solid matrix 为溶剂， 反应 1.5h， 生成 一氧化碳 、 tert-Butylketen
  参考文献：
  名称：

  Direct observation of .alpha.-oxo ketenes from the photolysis of .alpha.-diazo .beta.-diketones

  摘要：

  Monitoring by IR spectroscopy of the broad-band irradiation of the symmetrically substituted 2-diazo-cyclohexane-1,3-dione (I 1), 3-diazopentane-2,4-dione (19), and 4-diazo-2,2,6,6-tetramethylheptane-3,5-dione (24) in Ar matrices at 12 K showed the formation of 2-carbonylcyclopentanone (s-Z-12), acetyl(methyl)ketene (s-E-20), and tert-butyl(pivaloyl)ketene (s-E-25), respectively, in less than 10 min. On increasing the photolysis time to >3 h, the alpha-oxo ketenes 12,20, and 25 decarbonylated to the corresponding oxocarbenes which underwent Wolff rearrangement to carbonylcyclobutane (15), dimethylketene (23), and di-tert-butylketene (28), respectively. The reaction of 2-carbonylcyclopentanone (12) with CH3OH was monitored by IR spectroscopy. Thus, it was found that the reaction started at ca. 100 K and was essentially complete at 140 K, involving the initial formation of the enol form (9) of methyl 2-oxocyclopentanecarboxylate.

  DOI：

  10.1021/jo00044a019
• 作为产物：
  描述：

  特戊酰基乙酸乙酯 生成 4,4-Dimethyl-1-pentene-1,3-dione
  参考文献：
  名称：

  Direct observation of .alpha.-oxo ketenes formed from 1,3-dioxin-4-ones and the enols of .beta.-keto esters

  摘要：

  The enol forms of beta-keto esters thermolyze to alcohols and alpha-oxo ketenes, which are characterized by low-temperature IR spectroscopy and on warming regenerate the beta-hydroxy-alpha,beta-unsaturated esters. The matrix isolated s-Z and s-E forms of alpha-oxo ketenes are characterized and photochemically converted into other conformers or sites. Matrix photolysis of 2,2,6-trimethyl-1,3-dioxin-4-one gives the s-Z acetylketene initially. Alpha-Oxo ketenes polymerize in the cold and dimerize only at elevated temperatures.

  DOI：

  10.1021/jo00007a008

文献信息

• FREIERMUTH, BEAT;WENTRUP, CURT, J. ORG. CHEM., 56,(1991) N, C. 2286-2289
  作者：FREIERMUTH, BEAT、WENTRUP, CURT

  DOI：——

  日期：——