1-(4-甲基苯基)丙基乙酸酯 | 2114-30-9

• 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-甲基苯基)丙基乙酸酯
• 英文名称: 1-(4-methylphenyl)propyl acetate
• 英文别名: 1-(p-tolyl)propyl acetate；acetic acid-(1-p-tolyl-propyl ester)；Essigsaeure-(1-p-tolyl-propylester)；α-ethyl-4-methyl-benzenemethanol acetate；4-<1-Acetoxy-propyl>-toluol
• CAS: 2114-30-9
• 化学式: C₁₂H₁₆O₂
• 分子量: 192.258
• InChiKey: WLPKUPNNDRGIGS-UHFFFAOYSA-N

物化性质

• 沸点：
  119-120 °C(Press: 15 Torr)
• 密度：
  0.999±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 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：

  对甲基苯甲醛 、 alkaline earth salt of/the/ methylsulfuric acid 在 三氟化硼乙醚 、 magnesium 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 1-(4-甲基苯基)丙基乙酸酯
  参考文献：
  名称：

  酰基的化学。第一部分：酰基对格氏试剂和有机锂试剂的反应性

  摘要：

  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％。

  DOI：

  10.1016/s0040-4020(97)00789-8

文献信息

• 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。
• Lithium Trifluoromethanesulfonate (LiOTf) as a Recyclable Catalyst for Highly Efficient Acetylation of Alcohols and Diacetylation of Aldehydes under Mild and Neutral Reaction Conditions
  作者：Babak Karimi、Jafar Maleki

  DOI：10.1021/jo026678+

  日期：2003.6.1

  A variety of alcohols and aldehydes were reacted with acetic anhydride at room temperature in the presence of a catalytic amount of lithium triflate (LiOTf) to produce the corresponding esters and 1,1-diacetates, respectively, in good to excellent yields under essentially neutral reaction conditions. Sensitive functional groups such as PhCO2-, OMe, and OTBDMS ethers survived intact under the described reaction conditions.
• 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.