dimethyl 12-oxopentadecane-1,15-dioate | 62103-55-3

• 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: dimethyl 12-oxopentadecane-1,15-dioate
• 英文别名: Dimethyl 4-oxopentadecanedioate
• CAS: 62103-55-3
• 化学式: C₁₇H₃₀O₅
• 分子量: 314.422
• InChiKey: FDFKIXUZSYJKBG-UHFFFAOYSA-N

物化性质

• 熔点：
  57 °C(Solv: hexane (110-54-3))
• 沸点：
  190-200 °C(Press: 1 Torr)
• 密度：
  1.003±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  甲醇 、 2-硝基环十二酮 、 丙烯酸甲酯（MA） 在 氢氧化钾 、 potassium permanganate 、 magnesium sulfate 、 三苯基膦 作用下， 生成 dimethyl 12-oxopentadecane-1,15-dioate
  参考文献：
  名称：

  α-Nitrocycloalkanones as a new source for the one-pot synthesis of functionalized 1,4-diketones, γ-oxoaldehydes, γ-ketoesters, and methyl ω-oxoalkanoates

  摘要：

  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.

  DOI：

  10.1016/s0040-4020(98)00391-3

文献信息

• ——
  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).