(4-氯苯基)辛酸酯 | 6976-58-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 中文名称: (4-氯苯基)辛酸酯
• 英文名称: 4-chlorophenyl caprylate
• 英文别名: 4-chlorophenyl octanoate；p-chlorophenyl octanoate；octanoic acid-(4-chloro-phenyl ester)；Octansaeure-(4-chlor-phenylester)；4-Chlor-1-octanoyloxy-benzol；Octanoic acid, 4-chlorophenyl ester；(4-chlorophenyl) octanoate
• CAS: 6976-58-5
• 化学式: C₁₄H₁₉ClO₂
• 分子量: 254.757
• InChiKey: FSEXRXSPQYSFBC-UHFFFAOYSA-N

物化性质

• 保留指数：
  1822

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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-氯苯基)辛酸酯 在 三氯化铝 作用下， 生成 1-(5-chloro-2-hydroxy-phenyl)-octan-1-one
  参考文献：
  名称：

  The Alkyl Derivatives of Halogen Phenols and their Bactericidal Action. I. Chlorophenols

  摘要：

  DOI：

  10.1021/ja01333a058
• 作为产物：
  描述：

  辛酸 、 对氯苯酚 在 methyl 4,5-dichloro-6-oxopyridazine-1(6H)-carboxylate 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以60%的产率得到(4-氯苯基)辛酸酯
  参考文献：
  名称：

  一对多：酰化工艺通用试剂

  摘要：

  这项工作描述了一种基于杂环的酰基转移剂2-酰氧基吡啶并嗪酮促进的酰化反应。2-酰氧基哒嗪酮与羧酸的反应产生混合的碳酸酐中间体，该中间体具有反应性，并且可以与多种底物偶联，包括酸，胺，醇和硫醇。广泛的底物范围，易操作性（无添加剂或催化剂），储存和处理稳定性以及回收杂环载体带来的原子效率使所报道的酰化剂对基于酰化的偶联反应具有吸引力。

  DOI：

  10.1002/adsc.201501177

文献信息

• Visible-Light-Driven Dehydrogenative Coupling of Primary Alcohols with Phenols Forming Aryl Carboxylates
  作者：Tairin Kawasaki、Tomohiro Tosaki、Naoki Ishida、Masahiro Murakami

  DOI：10.1021/acs.orglett.1c03017

  日期：2021.10.1

  obtaining aryl esters from aliphatic primary alcohols and phenols was developed. The reaction proceeds under the irradiation of visible light at ambient temperature, dispensing with any oxidant or hydrogen acceptor. Primary alcohols having a variety of functional groups are successfully esterified with phenols. The produced esters can be utilized as the precursor of various carbonyl compounds.

  开发了一种从脂肪族伯醇和酚类中获得芳基酯的制备方法。该反应在环境温度下在可见光照射下进行，无需任何氧化剂或氢受体。具有多种官能团的伯醇成功地与酚类酯化。生成的酯可用作各种羰基化合物的前体。
• Ytterbium triflate catalysed Friedel–Crafts reaction using carboxylic acids as acylating reagents under solvent-free conditions
  作者：Can Jin、Jie Li、Weike Su

  DOI：10.3184/030823409x12511347683523

  日期：2009.10

  The Friedel–Crafts acylation of 1-naphthol and phenol derivatives with carboxylic acids were investigated by using a catalytic amount of metal-triflate, in particular Yb(OTf)3, under solvent-free conditions. Both aliphatic and aromatic carboxylic acids reacted easily to afford the corresponding hydroxyaryl ketones.

  在无溶剂条件下，通过使用催化量的金属三氟甲磺酸盐，特别是 Yb(OTf)3，研究了 1-萘酚和苯酚衍生物与羧酸的 Friedel-Crafts 酰化反应。脂肪族和芳香族羧酸都容易反应得到相应的羟基芳基酮。
• (S)-Selective Kinetic Resolution and Chemoenzymatic Dynamic Kinetic Resolution of Secondary Alcohols
  作者：Linnéa Borén、Belén Martín-Matute、Yongmei Xu、Armando Córdova、Jan-E. Bäckvall

  DOI：10.1002/chem.200500758

  日期：2006.1

  (S)-Selective kinetic resolution was achieved through the use of a commercially available protease, which was activated with a combination of two different surfactants. The kinetic resolution (KR) process was optimized with respect to activation of the protease and to the acyl donor. The KR proved to be compatible with a range of functionalized sec-alcohols, giving good to high enantiomeric ratio values

  通过使用可商购的蛋白酶实现（S）-选择性动力学拆分，该蛋白酶被两种不同表面活性剂的组合激活。关于蛋白酶和酰基供体的活化，优化了动力学拆分（KR）过程。事实证明，KR与多种官能化仲醇兼容，对映体比率值高至高（高达> 200）。将酶促拆分与钌催化的消旋作用结合使用，可得到仲醇的（S）选择性动态动力学拆分（DKR）。DKR工艺在非常温和的反应条件下工作，以高收率和出色的对映选择性提供相应的酯。
• DE908496
  申请人：——

  公开号：——

  公开（公告）日：——
• Dynamic kinetic resolution of secondary aromatic alcohols with new efficient acyl donors
  作者：Gang Xu、Yongjun Chen、Jianping Wu、Yongmei Cheng、Lirong Yang

  DOI：10.1016/j.tetasy.2011.06.034

  日期：2011.7

  A new and efficient dynamic kinetic resolution (DKR) process of secondary aromatic alcohols by using long carbon-chain esters as acyl donors has been developed. During the process, the transesterification catalyzed by CD8604 was found to be the main reason for the decrease in enantiomeric excess (ee). Using complex acyl donors, such as 4-chlorophenyl valerate, we could effectively inhibit the resin-catalyzed transesterification, and an excellent ee value (>99%) at high yield (>99%) was achieved. The mechanism for the inhibition of resin-catalyzed transesterification is believed to be the formation of micro-micelles in the pores of CD8604. It is noteworthy that the system can be reused more than 20 times without a loss of yield or ee value. (C) 2011 Elsevier Ltd. All rights reserved.