2,2-dimethyl-5-oxomethylidene-1,3-dioxolan-4-one | 73454-18-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,2-dimethyl-5-oxomethylidene-1,3-dioxolan-4-one
• CAS: 73454-18-9
• 化学式: C₆H₆O₄
• 分子量: 142.111
• InChiKey: USSCKUULYKMJER-UHFFFAOYSA-N

物化性质

• 沸点：
  203.4±40.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2-dimethyl-5-oxomethylidene-1,3-dioxolan-4-one 以 水 为溶剂， 生成 2,2-dimethyl-5-oxo-1,3-dioxolane-4-carboxylic acid
  参考文献：
  名称：

  激光闪光光解法对六元环邻重氮酮进行沃尔夫重排的动力学

  摘要：

  DOI：

  10.1021/j100348a028
• 作为产物：
  描述：

  5-重氮米氏酸(=5-重氮-2,2-二甲基-1,3-二氧杂环己烷-4,6-二酮) 生成 2,2-dimethyl-5-oxomethylidene-1,3-dioxolan-4-one
  参考文献：
  名称：

  Laser Ablation Dynamics of a Poly(methyl methacrylate) Film Doped with 5-Diazo Meldrum's Acid

  摘要：

  The 248 nm ablation of poly(methyl methacrylate) (PMMA) doped with 5-diazo Meldrum's acid (DM) has been investigated by measurements of etch profile, transient absorption spectra, and transient absorbance at 248 nm. There were three fluence regions with respect to characteristic morphological changes of the polymer film; no morphological change, an elevation of the film surface (swelling), and etching were observed in the low, medium, and high fluence regions, respectively. The photodecomposition of DM into the ketene was confirmed by transient absorption spectroscopy, and its yield was determined to be 0.62. The results obtained by transient absorption spectroscopy made it possible to simulate the photodecomposition dynamics of DM, and the amounts of the absorbed energy and the photodecomposition products were estimated. On the basis of the obtained results, it is concluded that the amount of the absorbed energy governs ablation; namely, thermal processes are dominant although DM photodecomposes with a high quantum yield. The cyclic multiphotonic absorption by the ketene is discussed.

  DOI：

  10.1021/j100029a028

文献信息

• Ultrafast Multisequential Photochemistry of 5-Diazo Meldrum’s Acid
  作者：Philipp Rudolf、Johannes Buback、Jochen Aulbach、Patrick Nuernberger、Tobias Brixner

  DOI：10.1021/ja1025529

  日期：2010.11.3

  For a reliable identification of the involved compounds, density functional theory calculations on the normal modes and Fourier transform infrared spectroscopy of the reactant and the photoproducts in the chemical equilibrium accompany the analysis of the transient spectra. Additional experiments in ethanol and 2-propanol lead to slight spectral shifts as well as elongated time constants due to steric

  我们通过覆盖几纳秒的飞秒中红外瞬态吸收光谱，揭示了光致动力学和几种光产物的超快形成，这些光产物来自 5-重氮 Meldrum 酸 (DMA)（一种用于光刻的光活性化合物）光化学中的多种反应途径. 溶解在甲醇中的 DMA 激发到第二个激发态 S(2) 后，70% 的激发分子放松回 S(0) 基态。在竞争过程中，它们可以进行分子内沃尔夫重排形成乙烯酮，乙烯酮与溶剂分子反应生成烯醇中间体并进一步生成羧酸酯，或者它们首先松弛到 DMA S(1) 状态，从那里它们可以异构化为二氮嗪并通过系统间交叉到三线态卡宾。为了可靠地鉴定所涉及的化合物，对反应物和化学平衡中的光产物的正常模式和傅里叶变换红外光谱的密度泛函理论计算伴随着瞬态光谱的分析。由于与酯形成通道相关的瞬态光谱中的空间位阻，乙醇和 2-丙醇中的其他实验导致轻微的光谱偏移以及延长的时间常数，进一步证实了发生的反应途径和光产物的分配。
• Dicarbomethoxycarbene. A Laser Flash Photolysis Study
  作者：Jen-Lung Wang、John P. Toscano、Matthew S. Platz、Valerij Nikolaev、Vladimir Popik

  DOI：10.1021/ja00125a007

  日期：1995.5

  Dimethyl diazomalonate (1) was studied by laser flash photolysis (LFP) techniques. LFP of 1 generates dicarbomethoxycarbene (2), which can be intercepted with pyridine to give a UV-vis active ylide. Analysis of the yield of ylide as a function of pyridine concentration provides estimates of the carbene lifetime in various solvents, of its rate constant for Wolff rearrangement, of its reaction with various quenchers, and of intersystem crossing.
• ULBRICHT, MATHIAS;THURNER, JORN-UWE;SIEGMUND, MANFRED;TOMASCHEWSKI, GEORG, Z. CHEM., 28,(1988) N 3, 102-103
  作者：ULBRICHT, MATHIAS、THURNER, JORN-UWE、SIEGMUND, MANFRED、TOMASCHEWSKI, GEORG

  DOI：——

  日期：——