acetonyl-ethyl-malonic acid diethyl ester | 28051-24-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: acetonyl-ethyl-malonic acid diethyl ester
• 英文别名: Acetonyl-aethyl-malonsaeure-diaethylester；Diethyl 2-ethyl-2-(2-oxopropyl)propanedioate
• CAS: 28051-24-3
• 化学式: C₁₂H₂₀O₅
• 分子量: 244.288
• InChiKey: YKBLAFNFEZKKPD-UHFFFAOYSA-N

物化性质

• 沸点：
  105-107 °C(Press: 2 Torr)
• 密度：
  1.058±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  17
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  acetonyl-ethyl-malonic acid diethyl ester 在 氢氧化钾 作用下， 生成 acetonyl-ethyl-malonic acid
  参考文献：
  名称：

  Gault; Salomon, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1922, vol. 174, p. 756

  摘要：

  DOI：
• 作为产物：
  描述：

  ethyl-(2-methyl-allyl)-malonic acid diethyl ester 在 RuO₂/BaTi₄O₉ sodium periodate 作用下， 以 phosphate buffer 、 乙酸乙酯 为溶剂， 以89%的产率得到acetonyl-ethyl-malonic acid diethyl ester
  参考文献：
  名称：

  Use of the Composite Material RuO₂/BaTi₄O₉ as an Environmentally Benign Solid Catalyst for the Oxidative Cleavage of Olefins

  摘要：

  在乙酸乙酯-水溶液中，RuO2/BaTi4O9复合材料和NaIO4的催化作用已被证明能够有效裂解烯烃，生成高收率的酮、醛和/或羧酸。

  DOI：

  10.1055/s-2007-992378

文献信息

• Tetrahydropyranyl protecting group. II. 3-Bromo-2-(tetrahydropyran-2-yloxy)propene, a masked acetonyl bromide
  作者：D. E. Horning、G. Kavadias、J. M. Muchowski

  DOI：10.1139/v70-160

  日期：1970.3.15

  It is shown that the sodium hydride (in dimethyl formamide) induced elimination of hydrogen bromide from 1,3-dibromo-2-(tetrahydropyran-2-yloxy)propane (3) can be considered to result in the in situ formation of 3-bromo-2-(tetrahydropyran-2-yloxy)propene (4). When generated in this manner, 4 was shown to function as a masked acetonyl bromide of considerable utility. Under similar conditions, 1,3-d

  结果表明，氢化钠（在二甲基甲酰胺中）诱导从 1,3-二溴-2-（四氢吡喃-2-基氧基）丙烷 (3) 中消除溴化氢可被认为导致 3- 的原位形成溴-2-(四氢吡喃-2-基氧基)丙烯 (4)。当以这种方式生成时，4 显示出用作具有相当大效用的掩蔽丙酮基溴。在类似条件下，假设 1,3-二溴-2-甲氧基丙烷生成 3-溴-2-甲氧基丙烯，这也被证明是一种有用的掩蔽丙酮基溴。从溴丙酮二甲基缩酮中热解消除甲醇被证明可以生成两种可能的异构烯醇醚的 1:1 混合物，而不是文献 (2) 中所述的纯 3-溴-2-甲氧基丙烯。
• 2-Methoxyallyl bromide. A superior acetonyl alkylating agent
  作者：Richard M. Jacobson、Richard A. Raths、John H. McDonald

  DOI：10.1021/jo00435a002

  日期：1977.7
• Gault; Salomon, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1922, vol. 175, p. 275
  作者：Gault、Salomon

  DOI：——

  日期：——
• Bilateral Squamous Cell Carcinoma of the External Auditory Canals
  作者：Stephen G. Wolfe、Stephen Y. Lai、Douglas C. Bigelow

  DOI：10.1097/00005537-200206000-00012

  日期：2002.6

  AbstractObjectives To report a case of bilateral squamous cell carcinoma of the external auditory canals and to present a management algorithm for this difficult clinical scenario.Study Design Case report and literature review.Methods The study comprises a case report of a 69‐year‐old man who initially presented with complaints of bilateral otorrhea, left‐sided otalgia, and a left‐sided hearing loss. Following attempted treatment of a presumed case of otitis externa, biopsy of both external auditory canals revealed squamous cell carcinoma. A computed tomography scan demonstrated marked abnormal soft tissue in the left external auditory canal with no bony erosion and thickening of the soft tissue in the right external auditory canal.Results The left‐sided lesion required a lateral temporal bone resection, a partial superficial and deep‐lobe parotidectomy, and postoperative irradiation. The right‐sided lesion was more limited and was managed with a lateral temporal bone resection and tympanoplasty for hearing preservation.Conclusions Bilateral squamous cell carcinoma of the external auditory canals is an extremely uncommon but aggressive malignancy that may present with symptoms similar to a case of otitis externa, and this can result in delays in proper diagnosis. Early recognition is essential because management and prognosis are determined by the extent of the lesion.