4-乙酸辛酯 | 5921-87-9

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 4-乙酸辛酯
• 英文名称: acetic acid 4-octyl ester
• 英文别名: 4-acetoxyoctane；4-octyl acetate；octyl-4-acetate；Essigsaeureoctyl-(4)-ester；(n)-Octyl-(4)-acetat；Octyl-(4)-acetat；octan-4-yl acetate
• CAS: 5921-87-9
• 化学式: C₁₀H₂₀O₂
• 分子量: 172.268
• InChiKey: OPYUCGUEXGXBNL-UHFFFAOYSA-N

物化性质

• 保留指数：
  1040

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-辛醇 、 乙酸酐 在 吡啶 作用下， 生成 4-乙酸辛酯
  参考文献：
  名称：

  溶液中长链中间体的稳定化。辛基自由基和阳离子

  摘要：

  The rearrangements of 1-octyl, 1-decyl and 1-tridecyl intermediates obtained from thermal lead(IV) acetate (LTA) decarboxylation of nonanoic, undecanoic and tetradecanoic acid were investigated experimentally through analysis and distribution of the products. The relationships between 1,5-, 1,6- and possibly existing 1,7-homolytic hydrogen transfer in 1-octyl-radical, as well as successive 1,2-hydride shift in corresponding cation have been computed via Monte-Carlo method. Taking into account that ratios of 1,5-/1,6-homolytic rearrangements in 1-octyl- and 1-tridecyl radical are approximately the same, the simulation shows very low involvement of 1,7-hydrogen rearrangement (1,5-/1,6-/1,7-hydrogen rearrangement = 85:31:1) in 1-octyl radical. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2013.02.020

文献信息

• Kinetics and mechanisms of nucleophilic displacement with heterocycles as leaving groups. 17. Solvolysis of 14-(primary alkyl)-5,6,8,9-tetrahydro-7-phenyldibenzo[c,h]acridiniums: rates, identification of products, activation parameters, and a general discussion of mechanism
  作者：Alan R. Katritzky、Zofia Dega-Szafran、Maria L. Lopez-Rodriguez、Roy W. King

  DOI：10.1021/ja00331a030

  日期：1984.9

  Determination des vitesses de solvolyse des composes du titre pour lesquels alkyl equivaut a methyl, ethyl, propyl, pentyl, octyl, isobutyl, neopentyl, phenethyl et methoxyethyl dans le methanol, l'ethanol, le pentanol, l'acide acetique et son derive trifluore

  Determination des vitesses de solvolyse des composes du titre pour lesquels烷基等价物a甲基、乙基、丙基、戊基、辛基、异丁基、新戊基、苯乙基和甲氧基乙基和甲醇、l'乙醇、le戊醇、l'acide acetique等衍生三氟
• Iron-catalysed green synthesis of carboxylic esters by the intermolecular addition of carboxylic acids to alkenes
  作者：Jun-Chul Choi、Kazufumi Kohno、Daisuke Masuda、Hiroyuki Yasuda、Toshiyasu Sakakura

  DOI：10.1039/b713951a

  日期：——

  Iron triflate, in situ-formed from FeCl3 and triflic acid, or FeCl3 and silver triflate efficiently catalyse the intermolecular addition of carboxylic acids to various alkenes to yield carboxylic esters; the reaction is applicable to the synthesis of unstable esters, such as acrylates.

  三氟甲磺酸铁，由FeCl3和三氟甲磺酸或FeCl3和银三氟甲磺酸盐原位形成，能高效催化羧酸对各种烯烃的分子间加成反应，生成羧酸酯；该反应适用于合成不稳定酯类，如丙烯酸酯。
• Selective oxidation of n-alkanes with lead tetraacetate
  作者：R.D. Bestre、E.R. Cole、G. Crank

  DOI：10.1016/s0040-4039(00)94304-1

  日期：1983.1

  Alkanes, when treated with lead tetraacetate under thermal or photochemical conditions, undero a slow but highly selective oxidation to form secondary acetates.

  在热或光化学条件下，用四乙酸铅处理烷烃时，会缓慢但高度选择性地氧化形成仲乙酸酯。
• Chemical conversions using sheet silicates: facile ester synthesis by direct addition of acids to alkenes
  作者：James A. Ballantine、Mary Davies、Howard Purnell、Mongkon Rayanakorn、John M. Thomas、Kevin J. Williams

  DOI：10.1039/c39810000008

  日期：——

  Ethene and acetic acid react in the interlamellar regions of certain cation (e.g. Al3+)-exchanged montmorillonites to yield ethyl acetate as the sole product, and a variety of carboxylic acids readily add to C2–C8 alkenes at temperatures above 100 °C to yield the corresponding esters in high and selective yields.

  乙烯和乙酸在某些阳离子（例如Al 3+）交换的蒙脱石的层间区域反应，生成乙酸乙酯作为唯一产物，并且在100° C以上的温度下，各种羧酸很容易加到C 2 -C 8烯烃中C以高收率和选择性收率得到相应的酯。
• Classical carbonium ions. Part 14. The lifetime of secondary carbocations in acetic acid
  作者：Margaret Monitz、Mark C. Whiting

  DOI：10.1039/p29820000613

  日期：——

  Oct-1-ene and cis- and trans-oct-4-enes were treated with p-nitrobenzenesulphonic acid in acetic acid (0.1M) at 25°, when addition of the sulphonic acid and of acetic acid and the direct formation of isomeric octenes were all observed. At a greater rate, the covalent ester underwent acetolysis. The kinetically controlled mixture of products from the olefins was deduced from analyses at varying small

  当添加磺酸和乙酸并直接形成异构体时，在25°C的乙酸中（0.1M）用对硝基苯磺酸处理Oct-1-ene和顺式和反式-oct-4-enes 。均观察到辛烯。共价酯以更高的速率进行乙酰分解。由烯烃的产物进行动力学控制的混合物是通过在不同的小反应度下进行分析得出的，推断为零转化率，并校正已知通过共价芳烃磺酸盐形成的产物。对结果顺-辛-4-烯证明了在乙酸的4-辛基阳离子的寿命短，围绕一个C时旋转相比3H 7 CH–CH 2 C 3 H 7键。