1-(4-氯苯基)-1-丙基乙酸酯 | 77415-40-8

• 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: 1-(4-氯苯基)-1-丙基乙酸酯
• 英文名称: 1-(4-Chlorophenyl)-1-propyl acetate
• 英文别名: 1-(4-chlorophenyl)propyl acetate；1-<4-Chlor-phenyl>-propan-1-ol-Acetat
• CAS: 77415-40-8
• 化学式: C₁₁H₁₃ClO₂
• 分子量: 212.676
• InChiKey: XDWKHOYVNAYRQX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  1-(4-氯苯基)-1-丙基乙酸酯 在 phosphate buffer 作用下， 以 乙腈 为溶剂， 反应 73.0h， 生成 (S)-1-(4-chlorophenyl)propyl acetate 、 (alphaR)-4-氯-alpha-乙基苯甲醇 、 (R)-(+)-1-(4'-chlorophenyl)propyl acetate
  参考文献：
  名称：

  Screening of liver acetone powders in the resolution of 1-phenylethanols and 1-phenylpropanols derivatives

  摘要：

  Hydrolases from the liver acetone powders (LAPs) of bovine, cat, chicken, turkey, lamb, pig, rabbit, and rat were assessed for the enantioselective hydrolysis of acetates of 1-(4-chlorophenyl)ethanot, 1-(3-bromophenyl)ethanol, 1-(4-chlorophenyl)propanol, 1-(4-bromophenyl)propanol, and 1-(3-bromophenyl)propanol. The enantioselectivity of the hydrolytic reaction was dependent upon the liver hydrolase, substrate, pH of the reaction media, and the cosolvent. The most ester selective LAP was from chicken, and the resulting alcohols had the highest ee (80% to >99%). All of the LAPs tested catalyzed the hydrolysis of 1-(4-chlorophenyl)ethanol, except for lamb LAP. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.01.041
• 作为产物：
  描述：

  4-氯苯丙酮 在 钾硼氢 、 sodium acetate 作用下， 生成 1-(4-氯苯基)-1-丙基乙酸酯
  参考文献：
  名称：

  四乙酸铅的反应。第十一部分。苯乙烯的氧化

  摘要：

  苯乙烯与四乙酸铅反应生成至少四种产物，PhCH（OAc）Et，PhCH（OAc）·CH 2 OAc，PhCH 2 ·CH（OAc）2和PhCHO。前三个的相对产率在很大程度上取决于反应条件。对这些变化的系统研究以及动力学证据表明，第一种产物是由自由基链反应产生的，而第三种产物是由杂合过程产生的。1,2-二乙酸酯可能是由两个同时发生的均溶型同时反应形成的。

  DOI：

  10.1039/j29670000771

文献信息

• The chemistry of acylals. Part I. The reactivity of acylals towards Grignard and organolithium reagents
  作者：Leiv K. Sydnes、Marcel Sandberg

  DOI：10.1016/s0040-4020(97)00789-8

  日期：1997.9

  been prepared and reacted with Grignard and alkyllithium reagents. Acylals from formaldehyde furnished complex reaction mixtures when reacted with both reagents. Acylals of other aldehydes gave reaction mixtures that consisted mainly of an ester, generated by replacing one of the carboxy groups with the organic part of the organometallic reagent, and regenerated aldehyde. The esters were formed in the

  制备了醛酰基，并使其与格氏试剂和烷基锂试剂反应。当与两种试剂反应时，甲醛制的缩醛可提供复杂的反应混合物。其他醛的缩醛得到的反应混合物主要由酯组成，该混合物通过用有机金属试剂的有机部分取代羧基之一而生成，并生成醛。形成的酯产率最高。当酰基在Barbier条件下与格氏试剂反应时，收率超过90％。
• Sonochemical Reactions of Lead Tetraacetate with 4-Substituted Styrenes
  作者：Takashi Ando、Takahide Kimura、Jean-Marc Levêque、Mitsue Fujita、Jean-Louis Luche

  DOI：10.1246/cl.2000.1124

  日期：2000.10

  A good linear free energy relationship was observed between the radical reactivity of the sonochemical reactions of 4-substituted styrenes with lead tetraacetate and the vapor pressure of the styrenes, indicating a probable control of the process by an intra-bubble activation.

  在 4-取代苯乙烯与四乙酸铅的声化学反应的自由基反应性与苯乙烯的蒸气压之间观察到良好的线性自由能关系，表明可能通过气泡内活化来控制该过程。
• Alkene Oxyalkylation Enabled by Merging Rhenium Catalysis with Hypervalent Iodine(III) Reagents via Decarboxylation
  作者：Yin Wang、Lei Zhang、Yunhui Yang、Ping Zhang、Zhenting Du、Congyang Wang

  DOI：10.1021/ja410195j

  日期：2013.12.4

  Rhenium-catalyzed oxyalkylation of alkenes is described, where hypervalent iodine(III) reagents derived from widely occurring aliphatic carboxylic acids were used as, for the first time, not only an oxygenation source but also an alkylation source via decarboxylation. The reaction also features a wide substrate scope, totally regiospecific difunctionalization, mild reaction conditions, and ready availability of both substrates. Mechanistic studies revealed a decarboxylation/radical-addition/cation-trapping cascade operating in the reaction.
• Photoredox-Catalyzed Benzylic Esterification via Radical-Polar Crossover
  作者：Bumpei Maeda、Yota Sakakibara、Kei Murakami、Kenichiro Itami

  DOI：10.1021/acs.orglett.1c01645

  日期：2021.7.2
• Carbon—carbon bond formation using manganese(iii) acetate as an electrochemical mediator
  作者：Ryushi Shundo、Ikuzo Nishiguchi、Yoshiharu Matsubara、Tsuneaki Hirashima

  DOI：10.1016/s0040-4020(01)87071-x

  日期：——

  Anodic oxidation in a solution containing a variety of olefins and a small amount of Mn(OAc)2.4H2O brought about Mn+3-mediated carbon-carbon bond formation, such as efficient carboxymethylation of styrene derivatives to the corresponding gamma-aryl-gamma-butyrolactones, and selective coupling of active methylene compounds with non-activated monoolefins, unconjugated dienes or 5-arylpent-1-enes.