2-formylcinnamaldehyde

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醛
• 英文名称: 2-formylcinnamaldehyde
• 英文别名: 2-(3-oxoprop-1-enyl)benzaldehyde
• 化学式: C₁₀H₈O₂
• 分子量: 160.172
• InChiKey: NKUFAJLJAJWLPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 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-formylcinnamaldehyde 在 大鼠1,25-二羟基维生素D(1,25(OH)2D)试剂盒 作用下， 24.84 ℃ 、97.99 kPa 条件下， 反应 12.0h， 生成 苯酐 、 草酸醛 、 邻苯二甲醛
  参考文献：
  名称：

  Study of the Atmospheric Chemistry of 2-Formylcinnamaldehyde

  摘要：

  2-Formylcinnamaldehyde is a significant product of the reaction of naphthalene with OH radicals, and its photolysis and gas-phase reactions with O-3, NO3 radicals, and OH radicals have been investigated in this work. 2-Formylcinnamaldehyde was observed to undergo photolysis by black lamps, with a photolysis rate of 0.14 x J(NO2), where J(NO2) is the NO2 photolysis rate. The measured rate constants for the reactions of 2-formylcinnamaldehyde with O-3, NO3 radicals, and OH radicals (in units of cm(3) molecule(-1) s(-1)) were 1.8 x 10(-18), 4.3 x 10(-14), and 2.1 x 10(-11), respectively, with those for the O-3 and NO3 reactions being for the E-isomer. 2-Formylcinnamaldehyde was observed to undergo significant adsorption and desorption from the reaction chamber Teflon film walls, and the photolysis rate and rate constants are subject to significant uncertainties. In the atmosphere, the dominant chemical loss processes for 2-formylcinnamaldehyde will be photolysis during daylight hours and reaction with NO3 radicals during nighttime. Phthaldialdehyde and glyoxal were observed as products of the OH radical and O-3 reactions, and photolysis of E-2-formylcinnamaldehyde led to formation of Z-2-formylcinnamaldehyde plus two other molecular weight 160 isomers. The present results are compared with previous literature data, and reaction mechanisms are discussed.

  DOI：

  10.1021/jp404994w
• 作为产物：
  描述：

  邻苯二甲醛 在 盐酸 、 水 作用下， 以 甲苯 为溶剂， 反应 4.03h， 生成 2-formylcinnamaldehyde
  参考文献：
  名称：

  Enals via a Simple Two-Carbon Homologation of Aldehydes and Ketones

  摘要：

  DOI：

  10.15227/orgsyn.089.0527

文献信息

• Enals via a Simple Two-Carbon Homologation of Aldehydes and Ketones
  作者：Valenta, Petr、Drucker, Natalie A.、Walsh, Patrick J.

  DOI：10.15227/orgsyn.089.0527

  日期：——
• Study of the Atmospheric Chemistry of 2-Formylcinnamaldehyde
  作者：Sara M. Aschmann、Janet Arey、Roger Atkinson

  DOI：10.1021/jp404994w

  日期：2013.8.22

  2-Formylcinnamaldehyde is a significant product of the reaction of naphthalene with OH radicals, and its photolysis and gas-phase reactions with O-3, NO3 radicals, and OH radicals have been investigated in this work. 2-Formylcinnamaldehyde was observed to undergo photolysis by black lamps, with a photolysis rate of 0.14 x J(NO2), where J(NO2) is the NO2 photolysis rate. The measured rate constants for the reactions of 2-formylcinnamaldehyde with O-3, NO3 radicals, and OH radicals (in units of cm(3) molecule(-1) s(-1)) were 1.8 x 10(-18), 4.3 x 10(-14), and 2.1 x 10(-11), respectively, with those for the O-3 and NO3 reactions being for the E-isomer. 2-Formylcinnamaldehyde was observed to undergo significant adsorption and desorption from the reaction chamber Teflon film walls, and the photolysis rate and rate constants are subject to significant uncertainties. In the atmosphere, the dominant chemical loss processes for 2-formylcinnamaldehyde will be photolysis during daylight hours and reaction with NO3 radicals during nighttime. Phthaldialdehyde and glyoxal were observed as products of the OH radical and O-3 reactions, and photolysis of E-2-formylcinnamaldehyde led to formation of Z-2-formylcinnamaldehyde plus two other molecular weight 160 isomers. The present results are compared with previous literature data, and reaction mechanisms are discussed.