4-methyl-5-decanone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-methyl-5-decanone
• 英文别名: (4R)-4-methyldecan-5-one
• 化学式: C₁₁H₂₂O
• 分子量: 170.295
• InChiKey: PIUWBTOTJSRZPB-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  戊烯 、 一氧化碳 在 (R)-(-)-1-{(S)-2-[bis(3,5-di-trifluoromethylphenyl)phosphine]ferrocenyl}ethyldi-3,5-xylylphosphine 、 三氟甲磺酸 、 氢气 、 palladium diacetate 作用下， 以 二氯甲烷 为溶剂， 30.0 ℃ 、2.0 MPa 条件下， 反应 5.0h， 生成 二正戊基酮 、 4-methyl-5-decanone 、 4-methyl-5-decanone
  参考文献：
  名称：

  Optimization Studies on the Hydro-acylation of 1-Alkenes to α-Methylketones using a Homogeneous Palladium/Josiphos Catalyst

  摘要：

  The effect of process conditions (temperature, partial pressures of CO and H-2) on the product selectivity and ee of the palladium-catalysed asymmetric hydro-acylation of 1-pentene in dichloromethane with the chiral Josiphos ligand (SL-J008-1, L1) was investigated. The highest ee value (73%) for the desired product 4-methyl-5-decanone (1) was obtained at the lowest temperature in the range (30 degrees C). The selectivity for 1 was between 12 and 20 mol % at 30 degrees C, though considerably higher at 90 degrees C (59 mol %). Statistical modeling was applied to quantify the influence of the process conditions on the product selectivity and ee.

  DOI：

  10.1021/op100342v

文献信息

• Optimization Studies on the Hydro-acylation of 1-Alkenes to α-Methylketones using a Homogeneous Palladium/Josiphos Catalyst
  作者：Hans Heeres、Adri J. Minnaard、Bart Hessen、Hero J. Heeres

  DOI：10.1021/op100342v

  日期：2012.3.16

  The effect of process conditions (temperature, partial pressures of CO and H-2) on the product selectivity and ee of the palladium-catalysed asymmetric hydro-acylation of 1-pentene in dichloromethane with the chiral Josiphos ligand (SL-J008-1, L1) was investigated. The highest ee value (73%) for the desired product 4-methyl-5-decanone (1) was obtained at the lowest temperature in the range (30 degrees C). The selectivity for 1 was between 12 and 20 mol % at 30 degrees C, though considerably higher at 90 degrees C (59 mol %). Statistical modeling was applied to quantify the influence of the process conditions on the product selectivity and ee.