4,6-dioxo-6-phenyl-hexanoic acid ethyl ester | 100884-27-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4,6-dioxo-6-phenyl-hexanoic acid ethyl ester
• 英文别名: 4,6-Dioxo-6-phenyl-hexansaeure-aethylester；Ethyl 4,6-dioxo-6-phenylhexanoate
• CAS: 100884-27-3
• 化学式: C₁₄H₁₆O₄
• 分子量: 248.279
• InChiKey: ZFMOCNRJVCVUSZ-UHFFFAOYSA-N

物化性质

• 沸点：
  125-127 °C(Press: 2 Torr)
• 密度：
  1.125±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  4,6-dioxo-6-phenyl-hexanoic acid ethyl ester 在 sodium ethanolate 、 吡啶盐酸盐 作用下， 以 乙醇 为溶剂， 生成 3-苯酰苯基乙酸
  参考文献：
  名称：

  Baiocchi, Leandro; Giannangeli, Marilena; Bonanomi, Michele, Gazzetta Chimica Italiana, 1985, vol. 115, # 4, p. 199 - 216

  摘要：

  DOI：
• 作为产物：
  描述：

  (Z)-4-Hydroxy-6-oxo-6-phenyl-hex-4-enoic acid ethyl ester 生成 4,6-dioxo-6-phenyl-hexanoic acid ethyl ester
  参考文献：
  名称：

  Monocarbonyliodonium Ylides 的生成和反应：(Z)-(β-Acetoxyvinyl)iodonium 盐与乙醇锂的酯交换和 α,β-环氧酮的合成

  摘要：

  这里首次报道了单羰基碘鎓叶立德的产生及其亚烷基转移反应到醛，产生 α,β-环氧酮。(Z)-(2-乙酰氧基-1-癸烯基)溴化碘，通过乙酸钠催化迈克尔加成乙酸与(1-癸炔基)(苯基)碘盐的立体选择性制备，暴露于-78°THF中的EtOLi C 导致酯交换以生成单羰基碘鎓叶立德，同时释放乙酸乙酯。1H NMR 测量表明，叶立德在 THF-d8 中可稳定至 -30 °C，但在 -20 °C 时逐渐分解为 1-bromo-2-decanone。单羰基碘鎓叶立德作为羰基化合物的亚烷基转移剂，在-30°C 下与 THF-DMSO 中的醛反应得到 α,β-环氧酮，主要产物为 E-异构体。与α,β-不饱和醛，观察到羰基的选择性 1,2-加成。该叶立德的亚烷基转移反应对一系列环取代的苯甲醛的相对速率...

  DOI：

  10.1021/ja971688r

文献信息

• SOME ADDITION AND CYCLIZATION REACTIONS OF 1,4-DIBENZOYL-1,3-BUTADIENE¹
  作者：PHILIP S. BAILEY、WAFAI W. HAKKI、HOWARD W. BOST

  DOI：10.1021/jo01365a014

  日期：1955.8
• More Realistic Soil Cleanup Standards with Dual-Equilibrium Desorption
  作者：W. Chen、A.T. Kan、C.J. Newell、E. Moore、M.B. Tomson

  DOI：10.1111/j.1745-6584.2002.tb02500.x

  日期：2002.3

  AbstractThe desorption of contaminants from soils/sediments is one of the most important processes controlling contaminant transport and environmental risks. None of the currently adopted desorption models can accurately quantify desorption at relatively low concentrations; these models often overestimate the desorption and thus the risks of hydrophobic organic chemicals, such as benzene and chlorinated solvents. In reality, desorption is generally found to be biphasic, with two soil‐phase compartments. A new dual‐equilibrium desorption (DED) model has been developed to account for the biphasic desorption. This model has been tested using a wide range of laboratory and field data and has been used to explain key observations related to underground storage tank plumes. The DED model relates the amount of a chemical sorbed to the aqueous concentration, with simple parameters including octanol‐water partition coefficient, solubility, and fractional organic carbon; thus, it is the only biphasic model, to date, that is based on readily available parameters. The DED model can be easily incorporated into standard risk and transport models. According to this model, many regulatory standards of soils and sediments could be increased without increasing the risks.
• Generation and Reaction of Monocarbonyliodonium Ylides:  Ester Exchange of (<i>Z</i>)-(β-Acetoxyvinyl)iodonium Salts with Lithium Ethoxide and Synthesis of α,β-Epoxy Ketones
  作者：Masahito Ochiai、Yutaka Kitagawa、Shinji Yamamoto

  DOI：10.1021/ja971688r

  日期：1997.12.1

  generation of monocarbonyliodonium ylides and their alkylidene-transfer reactions to aldehydes yielding α,β-epoxy ketones. Exposure of (Z)-(2-acetoxy-1-decenyl)iodonium bromide, prepared stereoselectively by sodium acetate-catalyzed Michael addition of acetic acid to (1-decynyl)(phenyl)iodonium salt, to EtOLi in THF at −78 °C results in ester exchange to generate the monocarbonyliodonium ylide with the liberation

  这里首次报道了单羰基碘鎓叶立德的产生及其亚烷基转移反应到醛，产生 α,β-环氧酮。(Z)-(2-乙酰氧基-1-癸烯基)溴化碘，通过乙酸钠催化迈克尔加成乙酸与(1-癸炔基)(苯基)碘盐的立体选择性制备，暴露于-78°THF中的EtOLi C 导致酯交换以生成单羰基碘鎓叶立德，同时释放乙酸乙酯。1H NMR 测量表明，叶立德在 THF-d8 中可稳定至 -30 °C，但在 -20 °C 时逐渐分解为 1-bromo-2-decanone。单羰基碘鎓叶立德作为羰基化合物的亚烷基转移剂，在-30°C 下与 THF-DMSO 中的醛反应得到 α,β-环氧酮，主要产物为 E-异构体。与α,β-不饱和醛，观察到羰基的选择性 1,2-加成。该叶立德的亚烷基转移反应对一系列环取代的苯甲醛的相对速率...
• Baiocchi, Leandro; Giannangeli, Marilena; Bonanomi, Michele, Gazzetta Chimica Italiana, 1985, vol. 115, # 4, p. 199 - 216
  作者：Baiocchi, Leandro、Giannangeli, Marilena、Bonanomi, Michele、Picconi, Giuseppe、Ridolfi, Pietro

  DOI：——

  日期：——