2-Ethoxyethyl phenylacetate | 6314-96-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-Ethoxyethyl phenylacetate
• 英文别名: Phenylessigsaeure-2-ethoxyethylester；2-Ethoxyethyl-phenylacetat；2-ethoxyethyl 2-phenylacetate
• CAS: 6314-96-1
• 化学式: C₁₂H₁₆O₃
• 分子量: 208.257
• InChiKey: KMPFAFQBQPRZSB-UHFFFAOYSA-N

物化性质

• 沸点：
  300.4±17.0 °C(Predicted)
• 密度：
  1.051±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Ethoxyethyl phenylacetate 以 环己烷 为溶剂， 生成 苯乙酸
  参考文献：
  名称：

  Spectroscopy and Photochemistry of Phenylacetic Acid Esters and Related Substrates. The Stereoelectronic Dependence of the Aryl/Carboxyl Bichromophore Interaction

  摘要：

  The 254-nm-initiated Norrish Type II photofragmentation of the ethoxyethyl esters of a series of phenylacetic acids (1b-4b) has been studied in order to further elaborate the aryl/ester interaction that is photochemically and photophysically evident in these systems. The ethoxyethyl ester of benzonorbornene-1-carboxylic acid (5) has also been prepared and studied, as has a rigid tricyclic lactone (6) which places the chromophores in an optimal stereoelectronic relationship for interaction. The experimental work is accompanied by Hartree-Fock (HF), Natural Bond Orbital (NBO), and Configuration Interaction with Single Excitations (CIS) calculations on the methyl esters of phenylacetic acid (1a) and alpha-methoxyphenylacetic acid (4a). The calculations confirm extensive through-space (TS) and through-bond (TB) interactions between the aryl and ester pi* orbitals but fail to provide conformational or electronic arguments to explain the unusually high reactivity of the alpha-methoxy series.

  DOI：

  10.1021/jo00089a025
• 作为产物：
  描述：

  乙二醇乙醚 、 苯乙酸 在 acid activated Indian bentonite 作用下， 以 甲苯 为溶剂， 反应 8.0h， 以87%的产率得到2-Ethoxyethyl phenylacetate
  参考文献：
  名称：

  Vijayakumar; Iyengar, Pushpa; Nagendrappa, Gopalpur, Journal of the Indian Chemical Society, 2005, vol. 82, # 10, p. 922 - 925

  摘要：

  DOI：

文献信息

• Kasper Annette M., Nash John J., Morrison Harry, J. Org. Chem, 59 (1994) N 10, S 2792-2798
  作者：Kasper Annette M., Nash John J., Morrison Harry

  DOI：——

  日期：——
• Vijayakumar; Iyengar, Pushpa; Nagendrappa, Gopalpur, Journal of the Indian Chemical Society, 2005, vol. 82, # 10, p. 922 - 925
  作者：Vijayakumar、Iyengar, Pushpa、Nagendrappa, Gopalpur、Prakash, B. S. Jai

  DOI：——

  日期：——
• Spectroscopy and Photochemistry of Phenylacetic Acid Esters and Related Substrates. The Stereoelectronic Dependence of the Aryl/Carboxyl Bichromophore Interaction
  作者：Annette M. Kasper、John J. Nash、Harry Morrison

  DOI：10.1021/jo00089a025

  日期：1994.5

  The 254-nm-initiated Norrish Type II photofragmentation of the ethoxyethyl esters of a series of phenylacetic acids (1b-4b) has been studied in order to further elaborate the aryl/ester interaction that is photochemically and photophysically evident in these systems. The ethoxyethyl ester of benzonorbornene-1-carboxylic acid (5) has also been prepared and studied, as has a rigid tricyclic lactone (6) which places the chromophores in an optimal stereoelectronic relationship for interaction. The experimental work is accompanied by Hartree-Fock (HF), Natural Bond Orbital (NBO), and Configuration Interaction with Single Excitations (CIS) calculations on the methyl esters of phenylacetic acid (1a) and alpha-methoxyphenylacetic acid (4a). The calculations confirm extensive through-space (TS) and through-bond (TB) interactions between the aryl and ester pi* orbitals but fail to provide conformational or electronic arguments to explain the unusually high reactivity of the alpha-methoxy series.