3,3-bis-(3-methyl-2-methylene-but-3-enyl)-pentane-2,4-dione | 38644-71-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,3-bis-(3-methyl-2-methylene-but-3-enyl)-pentane-2,4-dione
• 英文别名: 3,3-Bis(3-methyl-2-methylidenebut-3-en-1-yl)pentane-2,4-dione；3,3-bis(3-methyl-2-methylidenebut-3-enyl)pentane-2,4-dione
• CAS: 38644-71-2
• 化学式: C₁₇H₂₄O₂
• 分子量: 260.376
• InChiKey: PMYWAVXWYNHCFF-UHFFFAOYSA-N

物化性质

• 沸点：
  383.5±37.0 °C(Predicted)
• 密度：
  0.919±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.41
• 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：

  N-甲基马来酰亚胺 、 3,3-bis-(3-methyl-2-methylene-but-3-enyl)-pentane-2,4-dione 以 四氢呋喃 为溶剂， 反应 18.0h， 以56%的产率得到3,3-bis-(2,6-dimethyl-1,3-dioxo-2,3,3a,4,7,7a-hexahydro-1H-isoindol-5-ylmethyl)-pentane-2,4-dione
  参考文献：
  名称：

  Palladium catalysed reactions of allene with active methylene pronucleophiles. C-1,3-Dienylmethyl derivatives and their Diels–Alder reactions

  摘要：

  A 2-step 100% atom economic sequence is reported whereby active methylene pronucleophiles react with 2 mol equiv. of allene to give bis-1,3-dienylmethyl derivatives of the pronucleophiles. Subsequent double Diels-Alder reactions furnish 1,1'-linked cyclohexenes with a 3-carbon spacer. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(01)00924-3
• 作为产物：
  描述：

  丙二烯 、 乙酰丙酮 在 四(三苯基膦)钯 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以90%的产率得到3,3-bis-(3-methyl-2-methylene-but-3-enyl)-pentane-2,4-dione
  参考文献：
  名称：

  Palladium catalysed reactions of allene with active methylene pronucleophiles. C-1,3-Dienylmethyl derivatives and their Diels–Alder reactions

  摘要：

  A 2-step 100% atom economic sequence is reported whereby active methylene pronucleophiles react with 2 mol equiv. of allene to give bis-1,3-dienylmethyl derivatives of the pronucleophiles. Subsequent double Diels-Alder reactions furnish 1,1'-linked cyclohexenes with a 3-carbon spacer. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(01)00924-3

文献信息

• Transition metal catalyzed reactions of allene
  作者：D. Robert Coulson

  DOI：10.1021/jo00948a009

  日期：1973.4
• Palladium catalysed reactions of allene with active methylene pronucleophiles. C-1,3-Dienylmethyl derivatives and their Diels–Alder reactions
  作者：Ronald Grigg、Ngampong Kongathip、Boonsang Kongathip、Suwaporn Luangkamin、H.Ali Dondas

  DOI：10.1016/s0040-4020(01)00924-3

  日期：2001.10

  A 2-step 100% atom economic sequence is reported whereby active methylene pronucleophiles react with 2 mol equiv. of allene to give bis-1,3-dienylmethyl derivatives of the pronucleophiles. Subsequent double Diels-Alder reactions furnish 1,1'-linked cyclohexenes with a 3-carbon spacer. (C) 2001 Published by Elsevier Science Ltd.