4-pentylphenyl benzoate | 64191-92-0

• 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: 4-pentylphenyl benzoate
• 英文别名: Benzoic acid 4-pentyl-phenyl ester；(4-pentylphenyl) benzoate
• CAS: 64191-92-0
• 化学式: C₁₈H₂₀O₂
• 分子量: 268.356
• InChiKey: XPCMOPNSFZZSLA-UHFFFAOYSA-N

物化性质

• 沸点：
  384.9±21.0 °C(Predicted)
• 密度：
  1.051±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 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：

  4-pentylphenyl benzoate 在 N,N-dihydroxypyromellitimide 、 Selectfluor 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以60%的产率得到[4-(1-Fluorobutyl)phenyl] benzoate
  参考文献：
  名称：

  Metal-Free Fluorination of C(sp³)–H Bonds Using a Catalytic N-Oxyl Radical

  摘要：

  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.

  DOI：

  10.1021/ol4006757
• 作为产物：
  描述：

  4-戊基苯酚 生成 4-pentylphenyl benzoate
  参考文献：
  名称：

  Pigment epithelial detachment in the elderly

  摘要：

  Background: A prospective analysis was performed to characterize the angiographic appearance, natural course and prognosis of serous pigment epithelial detachments (PEDs) in elderly patients. The aim was to differentiate PEDs according to their angiographic characteristics and to analyze the specific clinical, visual and morphologic course of the different PEDs. Methods: Fluorescein and indocyanine green angiography were performed in 10 1 consecutive patients (53-87 years; 63 female, 38 male) with clinical signs of serous PED and drusen. Results: Different types of serous PED were identified: polypoidal choroidal vasculopathy (PCV)-associated PED in 14 patients (13.9%), vascular PED in 72 (71.2%), and avascular PED in 15 (14.9%). All PEDs resulted initially in similar visual loss. Avascular PEDs were smaller than vascular PEDs, and the latter were smaller than PCV-PEDs. During follow-up these differences were always present, but all PEDs enlarged initially followed by regression. This course was associated in all PEDs with progressive visual loss, accompanied by the development of RPE atrophy in avascular PEDs or disciform scars or RPE tears in the two other types. Conclusion: Despite different associations, all PEDs have a similar clinical course with respect to visual loss and enlargement or regression. This is compatible with the proposed common pathogenetic background with a hydrophobic barrier in Bruch's membrane causing fluid resulting from RPE pumping activity to accumulate between the pigment epithelium and Bruch's membrane.

  DOI：

  10.1007/s00417-002-0505-8

文献信息

• Electrochemical Aerobic Oxidative Cleavage of (sp³)C–C(sp³)/H Bonds in Alkylarenes
  作者：Tong Shen、Shuai Liu、Jianyou Zhao、Nengyong Wang、Le Yang、Jintao Wu、Xu Shen、Zhong-Quan Liu

  DOI：10.1021/acs.joc.1c02947

  日期：2022.3.4

  An electrochemistry-promoted oxidative cleavage of (sp3)C–C(sp3)/H bonds in alkylarenes was developed. Various aryl alkanes can be smoothly converted into ketones/aldehydes under aerobic conditions using a user-friendly undivided cell setup. The features of air as oxidant, scalability, and mild conditions make them attractive in synthetic organic chemistry.

  开发了一种电化学促进的烷基芳烃中 (sp 3 )C–C(sp 3 )/H 键的氧化裂解。在有氧条件下，使用用户友好的未分裂细胞设置，各种芳基烷烃可以顺利转化为酮/醛。空气作为氧化剂、可扩展性和温和条件的特性使其在合成有机化学中具有吸引力。
• Electrochemical chlorination of least hindered tertiary and benzylic C(sp³)–H bonds
  作者：Jianyou Zhao、Jiatai Zhang、Pengkai Fang、Jintao Wu、Fan Wang、Zhong-Quan Liu

  DOI：10.1039/d3gc03849a

  日期：——

  Functionalization of C(sp3)–H bonds should greatly benefit the synthesis of natural products and pharmaceuticals. One of the greatest challenges is to develop new synthetic strategies for industrial applicability. Herein we report an electrochemical method for the chlorination/bromination of tertiary and secondary benzylic C(sp3)–H bonds. This method tolerates many functional groups. Moreover, this

  C(sp 3 )–H键的功能化将极大有利于天然产物和药物的合成。最大的挑战之一是开发新的工业适用性合成策略。在此，我们报告了一种用于叔和仲苄基 C(sp 3 )–H键氯化/溴化的电化学方法。该方法可耐受许多官能团。此外，该反应可以轻松扩大至 100 克，而不会损失其效率。
• Destrade, C.; Vinet, F.; Maelstaf, P., Molecular Crystals and Liquid Crystals (1969-1991), 1981, vol. 68, p. 175 - 182
  作者：Destrade, C.、Vinet, F.、Maelstaf, P.、Gasparoux, H.

  DOI：——

  日期：——
• US4248594A
  申请人：——

  公开号：US4248594A

  公开（公告）日：1981-02-03
• 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.