4-甲氧基苯甲酸辛酯 | 75156-21-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-甲氧基苯甲酸辛酯
• 英文名称: 4-methoxybenzoic acid octyl ester
• 英文别名: n-octyl 4-methoxybenzoate；octyl 4-methoxybenzoate；LINS03015
• CAS: 75156-21-7
• 化学式: C₁₆H₂₄O₃
• 分子量: 264.365
• InChiKey: MYWIXKRFXVEVBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  19
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-methoxy-4-octyloxymethyl benzene 在 邻硝基苯磺酰氯 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以93%的产率得到4-甲氧基苯甲酸辛酯
  参考文献：
  名称：

  Facile oxidation of benzyl ethers by the 2-nitrobenzenesulfonylperoxyl intermediate generated from 2-nitrobenzenesulfonyl chloride and superoxide

  摘要：

  多种苄基醚在乙腈中与从2-硝基苯磺酰氯和过钾氧化物在-25℃下生成的2-硝基苯磺酰过氧自由基中间体反应，以高收率得到相应的酯。

  DOI：

  10.1039/a800106e

文献信息

• Generally applicable and efficient esterification of aldehydes with alcohols catalyzed by cyclopalladated ferrocenylimine
  作者：Gaizhi Ma、Yuting Leng、Huijie Qiao、Fan Yang、Shiwei Wang、Yangjie Wu

  DOI：10.1002/aoc.3069

  日期：2014.1

  The palladacycle‐catalyzed esterification of a variety of aldehydes with alcohols was developed. This reaction allows formation of esters in moderate to excellent yields not only for various aldehydes but also alcohols. In addition, the esterification could proceed well under mild conditions with a low catalyst loading of 0.0625 mol%. Copyright © 2013 John Wiley & Sons, Ltd.

  开发了由palladacycle催化的各种醛与醇的酯化反应。该反应使得不仅对于各种醛而且对于醇，都以中等至优异的产率形成酯。另外，在0.0625mol％的低催化剂负载下，酯化可以在温和的条件下很好地进行。版权所有©2013 John Wiley＆Sons，Ltd.
• Chemoselective dehydrogenative esterification of aldehydes and alcohols with a dimeric rhodium(<scp>ii</scp>) catalyst
  作者：Junjie Cheng、Meijuan Zhu、Chao Wang、Junjun Li、Xue Jiang、Yawen Wei、Weijun Tang、Dong Xue、Jianliang Xiao

  DOI：10.1039/c6sc00145a

  日期：——

  aldehydes with alcohols as well as dehydrogentive cross-coupling of primary alcohols to produce esters have been developed using a Rh-terpyridine catalyst. The catalyst demonstrates broad substrate scope and good functional group tolerance, affording esters highly selectively. The high chemoselectivity of the catalyst stems from its preference for dehydrogenation of benzylic alcohols over aliphatic ones. Preliminary

  已经使用 Rh-三联吡啶催化剂开发了醛与醇的脱氢交叉偶联以及伯醇的脱氢交叉偶联以生产酯。该催化剂表现出广泛的底物范围和良好的官能团耐受性，可高度选择性地提供酯。该催化剂的高化学选择性源于其对苄醇脱氢的偏好优于脂肪醇。初步机理研究表明，活性催化剂是二聚 Rh( II ) 物种，通过涉及金属-基础-金属协同作用的机制进行操作。
• Preparation of fluorous Yamaguchi reagents and evaluation of their reactivity in esterification
  作者：Yuya Nishio、Akari Kawazu、Shun Hirano、Hiroshi Matsubara

  DOI：10.1016/j.tet.2015.12.026

  日期：2016.2

  Fluorous Yamaguchi (FY) reagents bearing a perfluoroalkyl chain were prepared and employed in esterification reactions; the yields were similar to those obtained with the traditional Yamaguchi (TY) reagent. Fluorous benzoic acids derived from the FY reagents were separated easily after the reaction. GC analysis revealed that the initial rates of reaction with the FY reagents were higher than those with

  制备了带有全氟烷基链的含氟山口（FY）试剂，并将其用于酯化反应；收率与使用传统山口（TY）试剂获得的收率相似。反应后，容易分离出来自FY试剂的氟代苯甲酸。GC分析表明，与FY试剂的初始反应速率高于与TY试剂的初始反应速率。通过DFT预测，由FY和TY试剂产生的苯甲酸的酸度相似（分别为1.20和0.96）。
• A microwave-assisted highly practical chemoselective esterification and amidation of carboxylic acids
  作者：Gunindra Pathak、Diparjun Das、Samuel Lalthazuala Rokhum

  DOI：10.1039/c6ra22558f

  日期：——

  The ubiquitousness of esters and amide functionalities makes their coupling reaction one of the most sought-after organic transformations. Herein, we have described an efficient microwave-assisted synthesis of esters and amides. Soluble triphenylphosphine, in conjugation with molecular iodine, gave the desired products without the requirement for a base/catalyst. In addition, a solid-phase synthetic

  酯和酰胺官能团无处不在，使它们的偶联反应成为最受欢迎的有机转化之一。在此，我们已经描述了酯和酰胺的有效微波辅助合成。可溶性三苯基膦与分子碘结合，可得到所需的产物，而无需碱/催化剂。另外，为所述转化引入了固相合成路线，其与溶液相路线相比具有更多的优点，例如低湿度敏感性，易于处理，通过简单过滤分离产物和可重复使用性。简而言之，我们的方法本质上是简单，温和，绿色和高度化学选择性的。
• Pd/C-Catalyzed Carbonylative Esterification of Aryl Halides with Alcohols by Using Oxiranes as CO Sources
  作者：Byul-Hana Min、Dong-Su Kim、Hyo-Soon Park、Chul-Ho Jun

  DOI：10.1002/chem.201600570

  日期：2016.4.25

  A carbonylative esterification reaction between aryl bromides and alcohols, promoted by Pd/C and NaF in the presence of oxiranes, has been developed. In this process, oxiranes serve as sources of carbon monoxide by their conversion to aldehydes through a palladium‐promoted Meinwald rearrangement pathway. Intramolecular versions of this process serve as methods for the synthesis of lactones and phthalimides

  在环氧乙烷的存在下，Pd / C和NaF促进了芳基溴化物与醇类之间的羰基化酯化反应。在此过程中，环氧乙烷通过钯促进的Meinwald重排途径转化为醛，从而成为一氧化碳的来源。该方法的分子内形式用作合成内酯和邻苯二甲酰亚胺的方法。

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