methyl 6,9-dioxodecanoate | 210235-33-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 6,9-dioxodecanoate
• 英文别名: 6,9-dioxo-decanoic acid methyl ester；6,9-Dioxo-decansaeure-methylester；Decanoic acid, 6,9-dioxo-, methyl ester
• CAS: 210235-33-9
• 化学式: C₁₁H₁₈O₄
• 分子量: 214.262
• InChiKey: NENBBJHGYBWSNU-UHFFFAOYSA-N

物化性质

• 沸点：
  195 °C(Press: 18 Torr)
• 密度：
  1.030±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  15
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  6-硝基-9-氧代癸酸甲酯 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙腈 为溶剂， 反应 120.0h， 以61%的产率得到methyl 6,9-dioxodecanoate
  参考文献：
  名称：

  Unprecedented, selective Nef reaction of secondary nitroalkanes promoted by DBU under basic homogeneous conditions

  摘要：

  Secondary nitrocompounds can be converted into the corresponding ketones under basic conditions using DBU in acetonitrile. Primary nitroalkanes are Unaffected by these conditions. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01039-0

文献信息

• α-Nitrocycloalkanones as a new source for the one-pot synthesis of functionalized 1,4-diketones, γ-oxoaldehydes, γ-ketoesters, and methyl ω-oxoalkanoates
  作者：Roberto Ballini、Giovanna Bosica、Fabiola Gigli

  DOI：10.1016/s0040-4020(98)00391-3

  日期：1998.6

  Methyl omega-oxoalkanoates were obtained via ring cleavage of alpha-nitrocycloakanones by refluxing these compounds in a methanolic solution of KOH, then treating the obtained mixture, at 0 degrees C, with an aqueous solution of KMnO4/MgSO4. 1,4-Diketones, gamma-oxoaldehydes, and gamma-ketoesters were also prepared by conjugated addition of alpha-nitrocycloakanones to the appropriate conjugated enones, in MeOH/Ph3P, then by, in situ, ring cleavage-Nef reaction following the above conditions. (C) 1998 Elsevier Science Ltd. All rights reserved.
• ——
  作者：Yu. N. Ogibin

  DOI：10.1023/a:1023935629115

  日期：——

  A one-pot electrochemical method for the synthesis of methyl monooxoalkanoates with the carbonyl group in position 4, methyl dioxoalkanoates with the oxo groups in positions 4,7-, 6,9-, 7,10-, and 12,15, and methyl 4-oxoalkanedioates was developed. This method is based on amperostatic electrolysis in an undivided cell of the salts of esters of nitroalkanoic acids and their adducts with CH2=CHX (X = Ac, CO2Me).
• Hunsdiecker, Chemische Berichte, 1942, vol. 75, p. 467
  作者：Hunsdiecker

  DOI：——

  日期：——
• Unprecedented, selective Nef reaction of secondary nitroalkanes promoted by DBU under basic homogeneous conditions
  作者：Roberto Ballini、Giovanna Bosica、Dennis Fiorini、Marino Petrini

  DOI：10.1016/s0040-4039(02)01039-0

  日期：2002.7

  Secondary nitrocompounds can be converted into the corresponding ketones under basic conditions using DBU in acetonitrile. Primary nitroalkanes are Unaffected by these conditions. (C) 2002 Elsevier Science Ltd. All rights reserved.