5-乙酰基-2-乙酰氧基苯甲酸甲酯 | 61414-18-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 5-乙酰基-2-乙酰氧基苯甲酸甲酯
• 中文别名: 2-乙酰氧基-5-乙酰基苯甲酸甲酯
• 英文名称: Methyl 2-acetoxy-5-acetylbenzoate
• 英文别名: methyl 5-acetyl-2-acetyloxybenzoate
• CAS: 61414-18-4
• 化学式: C₁₂H₁₂O₅
• 分子量: 236.224
• InChiKey: CYYCWWDFSBYNQW-UHFFFAOYSA-N

物化性质

• 沸点：
  360.7±32.0 °C(Predicted)
• 密度：
  1.202±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-乙酰基-2-乙酰氧基苯甲酸甲酯 在 ytterbium(III) triflate 作用下， 以 异丙醇 为溶剂， 反应 20.0h， 以95%的产率得到5-乙酰水杨酸甲酯
  参考文献：
  名称：

  Ytterbium Triflate Mediated Selective Deprotection of Acetates

  摘要：

  报道了一种在回流温度下以异丙醇作为溶剂，利用三氟化镱作为催化剂进行乙酸酯类化合物选择性脱保护的方法。与三氟化铪不同，在本反应条件下，芳基乙酸酯同样会发生脱乙酰反应而非弗里斯重排。

  DOI：

  10.1055/s-1999-2975
• 作为产物：
  描述：

  5-乙酰水杨酸甲酯 、 乙酸酐 在 Starbon₅₀₀-SO₃H 作用下， 以 甲苯 为溶剂， 反应 6.0h， 生成 5-乙酰基-2-乙酰氧基苯甲酸甲酯
  参考文献：
  名称：

  Starbon® acids in alkylation and acetylation reactions: Effect of the Brönsted-Lewis acidity

  摘要：

  Various Starbon (R) supported solid acids were prepared and investigated in two test reactions, namely the acetylation of 5-acetyl-methylsalicylate and the alkylation of phenol with cyclohexene. Starbon (R)-SO3H materials exhibited in general an optimum balance of Lewis and Bronsted acid sites, making them ideal catalysts for the investigated processes. Starbon acids were comparably active and differently selective compared to similar solid acids utilised in the proposed acid catalysed processes including commercial sulphated zirconia and beta zeolite. Materials were also highly reusable under the different reaction conditions, preserving their activities almost unchanged after 4 reuses. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.catcom.2011.06.008

文献信息

• CARBONACEOUS MATERIALS
  申请人：Luque Rafael

  公开号：US20090078913A1

  公开（公告）日：2009-03-26

  A carbonaceous material is derived from a polysaccharide by carbonisation. The polysaccharide is preferably a starch. The carbonaceous material has mesoporosity and is useful as a solid catalytic support.

  一种含碳材料通过炭化从多糖中得到。多糖最好是淀粉。该含碳材料具有介孔性，并且可用作固体催化支撑剂。
• US8790548B2
  申请人：——

  公开号：US8790548B2

  公开（公告）日：2014-07-29
• Ytterbium Triflate Mediated Selective Deprotection of Acetates
  作者：G. V. M. Sharma、A. Ilangovan

  DOI：10.1055/s-1999-2975

  日期：1999.12

  Ytterbium triflate mediated selective deprotection of acetates in isopropyl alcohol at reflux temperature is reported. Unlike hafnium triflate, under the present reaction conditions aryl acetates also undergo deacetylation instead of Fries migration.

  报道了一种在回流温度下以异丙醇作为溶剂，利用三氟化镱作为催化剂进行乙酸酯类化合物选择性脱保护的方法。与三氟化铪不同，在本反应条件下，芳基乙酸酯同样会发生脱乙酰反应而非弗里斯重排。
• Starbon® acids in alkylation and acetylation reactions: Effect of the Brönsted-Lewis acidity
  作者：Rafael Luque、Vitaly Budarin、James H. Clark、Peter Shuttleworth、Robin J. White

  DOI：10.1016/j.catcom.2011.06.008

  日期：2011.9

  Various Starbon (R) supported solid acids were prepared and investigated in two test reactions, namely the acetylation of 5-acetyl-methylsalicylate and the alkylation of phenol with cyclohexene. Starbon (R)-SO3H materials exhibited in general an optimum balance of Lewis and Bronsted acid sites, making them ideal catalysts for the investigated processes. Starbon acids were comparably active and differently selective compared to similar solid acids utilised in the proposed acid catalysed processes including commercial sulphated zirconia and beta zeolite. Materials were also highly reusable under the different reaction conditions, preserving their activities almost unchanged after 4 reuses. (C) 2011 Elsevier B.V. All rights reserved.