3-ethylphenyl benzoate | 3132-44-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 3-ethylphenyl benzoate
• 英文别名: benzoic acid-(3-ethyl-phenyl ester)；Benzoesaeure-(3-aethyl-phenylester)；Benzoic acid, 3-ethylphenyl ester；(3-ethylphenyl) benzoate
• CAS: 3132-44-3
• 化学式: C₁₅H₁₄O₂
• 分子量: 226.275
• InChiKey: OIVYDDNFMFCYGO-UHFFFAOYSA-N

物化性质

• 沸点：
  185 °C(Press: 50 Torr)
• 密度：
  1.100±0.06 g/cm3(Predicted)
• 保留指数：
  1903

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-ethylphenyl benzoate 在 N-羟基邻苯二甲酰亚胺 、 ammonium cerium (IV) nitrate 作用下， 以 乙腈 为溶剂， 以84%的产率得到1-(3-benzoyloxyphenyl)ethyl nitrate
  参考文献：
  名称：

  Direct oxidative installation of nitrooxy group at benzylic positions and its transformation into various functionalities

  摘要：

  C-H Nitrooxylation at benzylic positions has been achieved by employing the N-hydroxyphthalimide (NHPI) catalyst/cerium(IV) ammonium nitrate (CAN) reagent system. The nitrooxy groups were demonstrated to function as tentative hydroxy protecting groups, as well as excellent leaving groups for N- and C-substitution reactions. Hence, the present method offers a unique way to synthesize diverse O-. N-, or C-functionalized benzylic compounds from simple alkyl aromatics. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.06.118
• 作为产物：
  描述：

  3-乙基苯酚 、 苯甲酰氯 在 zinc(II) oxide 作用下， 反应 0.33h， 以85%的产率得到3-ethylphenyl benzoate
  参考文献：
  名称：

  氧化锌（ZnO）是一种新型，高效且可重复使用的催化剂，可在无溶剂条件下酰化醇，酚和胺

  摘要：

  氧化锌（ZnO）是高效的催化剂，可在无溶剂条件下用酰氯或酸酐酰化各种醇，酚和胺。具有给电子或吸电子取代基的伯，仲，叔，烯丙基和苄基醇，二醇和苯酚可以容易地被酰化，具有良好或优异的产率。

  DOI：

  10.1016/j.tet.2005.09.002

文献信息

• Metal-Free Fluorination of C(sp³)–H Bonds Using a Catalytic <i>N</i>-Oxyl Radical
  作者：Yuuki Amaoka、Masanori Nagatomo、Masayuki Inoue

  DOI：10.1021/ol4006757

  日期：2013.5.3

  A direct conversion of C(sp(3))-H bonds to C(sp(3))-F bonds has been developed. In this process, a catalytic N-oxyl radical generated from N,N-dihydroxypyromellitimide abstracts hydrogen from the C(sp(3))-H bond and Selectfluor acts to trap the resulting carbon radical to form the C(sp(3))-F bond. This simple metal-free protocol enables the chemoselective introduction of a fluorine atom into various aromatic and aliphatic compounds and serves as a powerful tool for the efficient synthesis of fluorinated molecules.
• Radical Amination of C(sp³)–H Bonds Using <i>N</i>-Hydroxyphthalimide and Dialkyl Azodicarboxylate
  作者：Yuuki Amaoka、Shin Kamijo、Tamaki Hoshikawa、Masayuki Inoue

  DOI：10.1021/jo301840e

  日期：2012.11.16

  A direct conversion of C(sp(3))-H bonds to C(sp3)-N bonds has been achieved by utilizing catalytic N-hydroxyphthalimide (NHPI) and stoichiometric dialkyl azodicarboxylate. NHPI functions as a precursor of the electron-deficient phthalimide N-oxyl radical (PINO) to abstract hydrogens, and dialkyl azodicarboxylate acts as a trapping agent of the resultant carbon radical to generate the hydrazine derivatives. This C-H amination proceeds in a highly chemoselective manner with a wide applicability to functionalize benzylic, propargylic, and aliphatic C-H bonds. Furthermore, the obtained hydrazine compounds were readily converted to the corresponding carbamates or amines. Hence, the present protocol for direct introduction of the nitrogen functionality serves as a powerful tool for efficient construction of nitrogen-substituted natural products and pharmaceuticals.
• Behal; Choay, Bulletin de la Societe Chimique de France, 1894, vol. <3> 11, p. 210
  作者：Behal、Choay

  DOI：——

  日期：——
• Chatterjea,J.N. et al., Journal of the Indian Chemical Society, 1965, vol. 42, p. 205 - 210
  作者：Chatterjea,J.N. et al.

  DOI：——

  日期：——