2-Formyl-cis-cinnamaldehyde | 93273-84-8

• 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-Formyl-cis-cinnamaldehyde
• 英文别名: (Z)-2-formylcinnamaldehyde；cis-2-formylcinnamaldehyde；cis-o-formylcinnamaldehyde；2-formylcinnamaldehyde；2-Formyl-z-cinnamaldehyde；2-[(Z)-3-oxoprop-1-enyl]benzaldehyde
• CAS: 93273-84-8
• 化学式: C₁₀H₈O₂
• 分子量: 160.172
• InChiKey: NKUFAJLJAJWLPR-UTCJRWHESA-N

物化性质

• 沸点：
  331.3±25.0 °C(Predicted)
• 密度：
  1.149±0.06 g/cm3(Predicted)

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

• 作为产物：
  描述：

  (E)-2-(3-oxoprop-1-enyl)benzaldehyde 24.84 ℃ 、97.99 kPa 条件下， 反应 12.0h， 生成 2-Formyl-cis-cinnamaldehyde
  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

文献信息

• Ozonolysis by microwave discharge of oxygen of naphthalene adsorbed on florisil
  作者：Elazar Zadok、Sara Rubinraut、Yehuda Mazur

  DOI：10.1016/s0040-4039(01)90214-x

  日期：1984.1

  Microwave discharge of O2 produces O(3P) atoms which form O3 on florisil surface. Reaction with adsorbed naphthalene results in o-formylcinnamaldehydes as the main product.

  O 2的微波放电产生O（3 P）原子，这些原子在Florisil表面上形成O 3。与吸附的萘反应生成邻甲酰基肉桂醛作为主要产物。
• Preparation and photoisomerization of 2-formylcinnamaldehyde in solution
  作者：Richard A. Larson、Wendy J. Garrison、Karen A. Marley

  DOI：10.1016/s0040-4039(00)84891-1

  日期：1986.1

  Naphthalene, in dilute aqueous solution, reacts with ozone to form one or both isomers of 2-formylcinnamaldehyde an equilibrium mixture of the isomers also results upon irradiation of the E-isomer with long wavelength ultraviolet light.

  萘在稀水溶液中与臭氧反应形成2-甲酰基肉桂醛的一种或两种异构体，当E-异构体被长波长紫外线照射时，也会产生异构体的平衡混合物。
• Soana, Federica; Sturini, Michela; Cermenati, Laura, Journal of the Chemical Society. Perkin Transactions 2 (2001), 2000, # 4, p. 699 - 704
  作者：Soana, Federica、Sturini, Michela、Cermenati, Laura、Albini, Angelo

  DOI：——

  日期：——
• Reaction of Naphthalene and Its Derivatives with Hydroxyl Radicals in the Gas Phase
  作者：Nigel J. Bunce、Lina Liu、Jiang Zhu、Douglas A. Lane

  DOI：10.1021/es960813g

  日期：1997.8.1

  Naphthalene is the most abundant polycyclic aromatic hydrocarbon (PAH) found in urban air. It is reactive in the atmosphere under ambient conditions, its chief reaction partner being the hydroxyl radical, OH.. In this work, the reactions of OH. with naphthalene, 1- and 2-naphthol, and 1- and 2-nitronaphthalene were studied in a 9.4 m(3) smog chamber. Relative rates of reaction accorded well with previous studies and allowed estimates to be made of the atmospheric lifetimes of these compounds. Numerous oxidation products were identified, and mechanisms proposed for their formation were based on the further transformation of benzocyclohexadienyl radicals formed by addition of OH. to naphthalene. The naphthols and nitronaphthalenes were deduced not to be on the major reaction pathway to the more oxidized products. Because of the high reactivity of PAH in air, we suggest that priority be given to identifying and quantitating their reaction products, some of which may be relatively persistent air toxics.
• LARSON R. A.; GARRISON W. J.; MARLEY K. A., TETRAHEDRON LETT., 27,(1986) N 34, 3987-3990
  作者：LARSON R. A.、 GARRISON W. J.、 MARLEY K. A.

  DOI：——

  日期：——