2-Ethyl-4-oxo-pentanal | 111832-67-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-Ethyl-4-oxo-pentanal
• 英文别名: Pentanal, 2-ethyl-4-oxo-(9CI)；2-ethyl-4-oxopentanal
• CAS: 111832-67-8
• 化学式: C₇H₁₂O₂
• 分子量: 128.171
• InChiKey: CIQUERDAZQQOHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Ethyl-4-oxo-pentanal 在 sodium hydroxide 作用下， 以 乙醚 为溶剂， 生成 4-ethyl-2-cyclopenten-1-one
  参考文献：
  名称：

  Enone structure as a probe to Lewis acid carbonyl binding in copper-catalysed asymmetric conjugate addition

  摘要：

  Systematic changes in the substitution pattern of linear enones ((RCOCH)-C-1=CHR2) helps identify the reactive conformation (s-trans versus s-cis) of the enone in copper-catalysed asymmetric 1,4-ZnEt2 addition. Pointers to the binding mode of the Lewis Acid (syn or anti to the 'ene' function) are also gathered. Enantioselectivities of up to 79% have been realised in these reactions. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01940-7
• 作为产物：
  描述：

  4-[(E)-tert-Butylimino-methyl]-2-methyl-2-(methyl-phenyl-amino)-hexanenitrile 在 copper(II) sulfate 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.0h， 生成 2-Ethyl-4-oxo-pentanal
  参考文献：
  名称：

  1,4-Ketoaldehyde durch Michael-Addition deprotonierter Aldimine an 2-(N-Methylanilino)-acrylonitril

  摘要：

  通过去质子化醛胺与2-(N-甲基苯胺)-丙烯腈的迈克尔加成制备1,4-酮醛 新的方法描述了通过一步法三组分偶联反应合成该标题化合物。该方法包括酮酸根离子和烯醇阳离子等价物的反应，随后对酰基阴离子等价物进行烷基化。

  DOI：

  10.1055/s-1987-27829

文献信息

• Carbon monoxide solubility in ionic liquids: determination, prediction and relevance to hydroformylationElectronic supplementary information (ESI) available: further experimental details. See http://www.rsc.org/suppdata/cc/b4/b401537a/
  作者：C. Andr� Ohlin、Paul J. Dyson、G�bor Laurenczy

  DOI：10.1039/b401537a

  日期：——

  The solubility of carbon monoxide in 37 ionic liquids and in some organic solvents has been determined using high-pressure (13)C NMR spectroscopy; a method for predicting the CO solubility is demonstrated, and it was shown that the rate of the hydroformylation of 5-hexen-2-one does not correlate with the CO solubility, as expected from the determined relative solubility of CO compared to H(2).

  一氧化碳在37种离子液体和某些有机溶剂中的溶解度已通过高压（13）C NMR光谱测定；证明了一种预测CO溶解度的方法，并且表明，从确定的CO相对于H（2）的相对溶解度可以看出，5-己烯-2-酮的加氢甲酰化速率与CO溶解度不相关）。
• AHLBRECHT H.; VON DAACKE A., SYNTHESIS,(1987) N 1, 24-28
  作者：AHLBRECHT H.、 VON DAACKE A.

  DOI：——

  日期：——
• 1,4-Ketoaldehyde durch Michael-Addition deprotonierter Aldimine an 2-(<i>N</i>-Methylanilino)-acrylonitril
  作者：Hubertus Ahlbrecht、Axel Von Daacke

  DOI：10.1055/s-1987-27829

  日期：——

  1,4-Ketoaldehydes via Michael-Addition of deprotonated Aldimines to 2-(N-Methylanilino)-acrylonitrile A new method for the synthesis of the title compounds by a one-pot three component coupling reaction is described. It consists of the reaction of an enolateanion- and an enolcation-equivalent with subsequent alkylation of an acylanion-equivalent.

  通过去质子化醛胺与2-(N-甲基苯胺)-丙烯腈的迈克尔加成制备1,4-酮醛 新的方法描述了通过一步法三组分偶联反应合成该标题化合物。该方法包括酮酸根离子和烯醇阳离子等价物的反应，随后对酰基阴离子等价物进行烷基化。
• Enone structure as a probe to Lewis acid carbonyl binding in copper-catalysed asymmetric conjugate addition
  作者：Christoph Börner、Wilfried A König、Simon Woodward

  DOI：10.1016/s0040-4039(00)01940-7

  日期：2001.1

  Systematic changes in the substitution pattern of linear enones ((RCOCH)-C-1=CHR2) helps identify the reactive conformation (s-trans versus s-cis) of the enone in copper-catalysed asymmetric 1,4-ZnEt2 addition. Pointers to the binding mode of the Lewis Acid (syn or anti to the 'ene' function) are also gathered. Enantioselectivities of up to 79% have been realised in these reactions. (C) 2000 Elsevier Science Ltd. All rights reserved.