4-((E)-2-Methyl-3-oxo-propenyl)-benzaldehyde | 161772-88-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醛
• 英文名称: 4-((E)-2-Methyl-3-oxo-propenyl)-benzaldehyde
• CAS: 161772-88-9
• 化学式: C₁₁H₁₀O₂
• 分子量: 174.199
• InChiKey: YRPRXUBKLVYLEH-RMKNXTFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  13.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  4-((E)-2-Methyl-3-oxo-propenyl)-benzaldehyde 在 水 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 苯 为溶剂， 生成 methyl 4-(2,6,10-trimethyl-1,3,5,9-undecatetraenyl)cinnamate
  参考文献：
  名称：

  A novel approach to the synthesis of benzoic and cinnamic acid derivatives with nor-isoprenoid substituents

  摘要：

  A novel strategy for the synthesis of 4-(nor-polyprenyl)-substituted benzoic acids and their esters of the general formula 1 as well as their vinylogs of the type 2, based on the use of terephthalic aldehyde (3) and its tetramethyl acetal (13), is elaborated. The carbonyl groups in dialdehydes 3 and 12 can be selectively involved in the reaction sequences leading to the introduction of both aliphatic and functional substituents in positions 1 and 4 of the benzene ring.

  DOI：

  10.1007/bf00698948
• 作为产物：
  描述：

  (E)-methyl 3-(4-formylphenyl)-2-methylacrylate 在 lithium aluminium tetrahydride 、 高氯酸 、 cation exchanger (H+)-form 、 pyridinium chlorochromate 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 0.5h， 生成 4-((E)-2-Methyl-3-oxo-propenyl)-benzaldehyde
  参考文献：
  名称：

  A novel approach to the synthesis of benzoic and cinnamic acid derivatives with nor-isoprenoid substituents

  摘要：

  A novel strategy for the synthesis of 4-(nor-polyprenyl)-substituted benzoic acids and their esters of the general formula 1 as well as their vinylogs of the type 2, based on the use of terephthalic aldehyde (3) and its tetramethyl acetal (13), is elaborated. The carbonyl groups in dialdehydes 3 and 12 can be selectively involved in the reaction sequences leading to the introduction of both aliphatic and functional substituents in positions 1 and 4 of the benzene ring.

  DOI：

  10.1007/bf00698948