3-(N-Ethylisopropylamino)-5-metylacetophenone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(N-Ethylisopropylamino)-5-metylacetophenone
• 英文别名: 1-[3-[Ethyl(propan-2-yl)amino]-5-methylphenyl]ethanone
• 化学式: C₁₄H₂₁NO
• 分子量: 219.327
• InChiKey: VNJBBWWNXXFGKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  反式-3-烯-2,5-己二酮 在 二氧化硫 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 0.25h， 以10%的产率得到3-(N-Ethylisopropylamino)-5-metylacetophenone
  参考文献：
  名称：

  N-Ethyldiisopropylamine and Sulfur Dioxide Solutions. 2. Reactions with Conjugate Acceptors

  摘要：

  Solutions of sulfur dioxide and N-ethyldiisopropylamine (EDIA) are able to reduce alpha,beta-unsaturated-gamma-dicarbonyl compounds (esters or ketones) into alpha-dicarbonyl alkanes. In contrast, monoactivated Michael accepters, such as acrylates, give symmetrical sulfones. These processes involve the conjugate addition of HSO2-, formed from a charge-transfer complex between EDIA and SO2. Secondary amines are formed as byproducts. Triethylamine, which forms a more stable complex with sulfur dioxide than EDIA, is far less reactive toward the same substrates.

  DOI：

  10.1021/jo00088a051

文献信息

• N-Ethyldiisopropylamine and Sulfur Dioxide Solutions. 2. Reactions with Conjugate Acceptors
  作者：Fabrice Eugene、Bernard Langlois、Eliane Laurent

  DOI：10.1021/jo00088a051

  日期：1994.5

  Solutions of sulfur dioxide and N-ethyldiisopropylamine (EDIA) are able to reduce alpha,beta-unsaturated-gamma-dicarbonyl compounds (esters or ketones) into alpha-dicarbonyl alkanes. In contrast, monoactivated Michael accepters, such as acrylates, give symmetrical sulfones. These processes involve the conjugate addition of HSO2-, formed from a charge-transfer complex between EDIA and SO2. Secondary amines are formed as byproducts. Triethylamine, which forms a more stable complex with sulfur dioxide than EDIA, is far less reactive toward the same substrates.