methyl 7,10-dioxoundecanoate | 118792-86-2

• 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 7,10-dioxoundecanoate
• 英文别名: 7,10-Dioxoundecanoic acid methyl ester
• CAS: 118792-86-2
• 化学式: C₁₂H₂₀O₄
• 分子量: 228.288
• InChiKey: ZZGRCOFNBFBQLF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  16
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 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：

  methyl 7-nitroheptanoate 、 丁烯酮 在 aluminum oxide 、 双氧水 、 potassium carbonate 作用下， 生成 methyl 7,10-dioxoundecanoate
  参考文献：
  名称：

  Utilization of Basic Alumina in a One-Pot Synthesis of 1,4-Diketones, 1,4,7-Triketones, and Dihydrojasmone by Conjugate Addition of Nitroalkanes to Enones

  摘要：

  通过在无溶剂的条件下，利用碱性铝土矿对α,β-不饱和羰基化合物进行初级硝基烷的共轭加成，成功实现了功能化1,4-二酮的一锅合成，产率良好。随后在甲醇中使用30%的过氧化氢水溶液进行原位氧化。同时也报道了1,4,7-三酮和二氢茉莉酮的一锅合成。

  DOI：

  10.1055/s-1988-27524

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).
• Utilization of Basic Alumina in a One-Pot Synthesis of 1,4-Diketones, 1,4,7-Triketones, and Dihydrojasmone by Conjugate Addition of Nitroalkanes to Enones
  作者：Roberto Ballini、Marino Petrini、Enrico Marcantoni、Goffredo Rosini

  DOI：10.1055/s-1988-27524

  日期：——

  The one-pot synthesis of functionalized 1,4-diketones was achieved in good yields by conjugate addition of primary nitroalkanes to α,β-unsaturated carbonyl compounds on basic alumina without solvent, followed by in situ oxidation with 30% aqueous hydrogen peroxide in methanol. The one-pot syntheses of 1,4,7-triketones and dihydrojasmone are also reported.

  通过在无溶剂的条件下，利用碱性铝土矿对α,β-不饱和羰基化合物进行初级硝基烷的共轭加成，成功实现了功能化1,4-二酮的一锅合成，产率良好。随后在甲醇中使用30%的过氧化氢水溶液进行原位氧化。同时也报道了1,4,7-三酮和二氢茉莉酮的一锅合成。