3,6-decanedione | 96948-54-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,6-decanedione
• 英文别名: decane-3,6-dione
• CAS: 96948-54-8
• 化学式: C₁₀H₁₈O₂
• 分子量: 170.252
• InChiKey: WYDYPTCJLWEFAY-UHFFFAOYSA-N

物化性质

• 沸点：
  78 °C(Press: 1 Torr)
• 密度：
  0.906±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  丙位辛内酯 在 potassium dichromate 、 sodium hydroxide 、 magnesium 作用下， 反应 4.0h， 生成 3,6-decanedione
  参考文献：
  名称：

  Goosen, Andre; Kindermans, Sybrandus, South African Journal of Chemistry, 1997, vol. 50, # 1, p. 9 - 13

  摘要：

  DOI：

文献信息

• A new synthetic aspect of acetic nitronic anhydrides
  作者：Masaaki Miyashita、Bahlul Z.E. Awen、Akira Yoshikoshi

  DOI：10.1016/s0040-4020(01)89068-2

  日期：1990.1

  A facile and convenient synthesis of acetic nitronic anhydrides from aliphatic nitroalkenes and lithium ketone enolates and the efficient conversion of these anhydrides to 1,4-diketones, alkylpyrroles, diketone monooximes, dihydro-1,2-oxazines, pyrrolidines, 2-hydroxypyrrolidines, and 1-pyrrolines are recorded.

  从脂肪族硝基烯烃和酮酸锂烯醇化物轻松便捷地合成乙酸硝基酸酐，并将这些酸酐有效转化为1,4-二酮，烷基吡咯，二酮一肟，二氢-1,2-恶嗪，吡咯烷，2-羟基吡咯烷和记录1-吡咯啉。
• 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。
• Hydroacylation of Alkyl Vinyl Ketones and Acrylic Esters Using Organotetracarbonylferrates. Synthesis of 1,4-Dicarbonyl Compounds
  作者：Masakazu Yamashita、Haruyoshi Tashika、Masaya Uchida

  DOI：10.1246/bcsj.65.1257

  日期：1992.5

  Alkyl vinyl ketones and acrylic esters were hydroacylated with organotetracarbonylferrates to the corresponding 1,4-diketones and 4-oxo carboxylic acid derivatives in good yield in dipolar aprotic solvents such as N,N-dimethylacetamide. Addition of 18-crown-6 improved the yield. cis-Jasmone and γ-jasmolactone were synthesized by use of these reactions.

  烷基乙烯基酮和丙烯酸酯在偶极非质子溶剂（如 N，N-二甲基乙酰胺）中用有机四羰基高铁酸盐氢化酰化为相应的 1,4-二酮和 4-氧代羧酸衍生物。添加 18-crown-6 提高了产量。利用这些反应合成了顺式茉莉酮和γ-茉莉酸内酯。
• Synthesis of 1,4-Diketones by Reaction of Bicyclic Lactams Derived from 4-Oxoalkanoic Acids with Organolithium Compounds
  作者：Christine Wedler、Hans Schick

  DOI：10.1055/s-1992-26159

  日期：——

  Bicyclic lactams obtained from ethyl 4-oxoalkanoates and 2-aminoethanol add saturated and unsaturated aliphatic lithium compounds forming the corresponding 1,4-diketones in 41-61% yield after acidic hydrolysis.

  从 4-氧代烷酸乙酯和 2-氨基乙醇中获得的双环内酰胺加入饱和和不饱和脂肪族锂化合物，在酸性水解后形成相应的 1,4-二酮，产率为 41-61%。
• Element Effect Revisited. Variable and Inverse Element Effect in the S_NAr Reaction of Picryl Halide and 2,4-Dimethoxyaniline
  作者：Naoki Sugiyama、Jun-ichi Hayami

  DOI：10.1246/cl.1999.691

  日期：1999.7

  made of the SNAr reaction of picryl halides (PicX, X = F, Cl) with 2,4-dimethoxyaniline in organic solvents. The element effect, kΨPicF/kΨPicCl, was found to be well-known large value at high [DMA], however, diminished continuously as the decrease of [DMA], and an inverse element effect was observed in CH3CN. Variable/inverse element effect has not been suggested for SNAr reaction and clearly shows

  对苦基卤化物 (PicX, X = F, Cl) 与 2,4-二甲氧基苯胺在有机溶剂中的 SNAr 反应进行了动力学研究。发现元素效应 kΨPicF/kΨPi​​cCl 在 [DMA] 高时是众所周知的大值，但随着 [DMA] 的减少而不断减弱，并且在 CH3CN 中观察到逆元素效应。SNAr 反应没有提出变元/逆元效应，清楚地表明在用作反应机理的探针时必须小心。