4-(1-乙酰氧基)乙基-1,2-二甲氧基苯 | 91555-76-9

• 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: 4-(1-乙酰氧基)乙基-1,2-二甲氧基苯
• 英文名称: 4-(1-acetoxy)-ethyl-1,2-dimethoxybenzene
• 英文别名: 1-(3,4-dimethoxyphenyl)ethyl acetate；1-acetoxy-1-(3,4-dimethoxy-phenyl)-ethane；3.4-Dimethoxy-1¹-acetoxy-1-aethyl-benzol；1-Acetoxy-1-(3,4-dimethoxy-phenyl)-aethan；1-(3,4-Dimethoxy-phenyl)-aethanol-(1)-acetat
• CAS: 91555-76-9
• 化学式: C₁₂H₁₆O₄
• 分子量: 224.257
• InChiKey: NXKAOIDCJCDCMD-UHFFFAOYSA-N

物化性质

• 沸点：
  292.6±35.0 °C(Predicted)
• 密度：
  1.080±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(1-乙酰氧基)乙基-1,2-二甲氧基苯 在 Candida antarctica lipase B immobilized 、 双氧水 作用下， 以 水 为溶剂， 反应 8.0h， 以74%的产率得到3,4-二甲氧基苯乙酮
  参考文献：
  名称：

  Biocatalytic Promiscuity of Lipase in Chemoselective Oxidation of Aryl Alcohols/Acetates: A Unique Synergism of CAL-B and [hmim]Br for the Metal-Free H₂O₂ Activation

  摘要：

  A unique synergistic combination of lipase and ionic liquid [hmim]Br is reported for metal-free H2O2 activation, which is the first example of biocatalytic promiscuity of CAL-B for chemoselective oxidation of aryl alcohols/acetates. The catalytic system exhibits excellent functional group compatibility under neutral conditions besides reusability up to ten cycles thereby making the process economically and environmentally viable.

  DOI：

  10.1021/ol901917e
• 作为产物：
  描述：

  邻苯二甲醚 在 二硫化碳 、 三氯化铝 、 乙醇 、 sodium acetate 、 sodium 作用下， 生成 4-(1-乙酰氧基)乙基-1,2-二甲氧基苯
  参考文献：
  名称：

  Mannich, Archiv der Pharmazie, 1910, vol. 248, p. 143

  摘要：

  DOI：

文献信息

• Selective acetylation of primary alcohols by ethyl acetate
  作者：Raju Singha、Jayanta K. Ray

  DOI：10.1016/j.tetlet.2016.10.088

  日期：2016.11

  A KOtBu and ethyl acetate mediated efficient methodology has been developed for the acetylation of primary and secondary alcohols where ethyl acetate is the source of acetyl group. The reaction is fast, mild, efficient, and highly selective towards the primary alcohols.

  已经开发了用于叔和仲醇的乙酰化的KO t Bu和乙酸乙酯介导的有效方法，其中乙酸乙酯是乙酰基的来源。该反应对伯醇快速，温和，有效且高度选择性。
• EFFECT OF GUEST CATIONS ON THE PHOTO-SOLVOLYSIS OF 4′-(l-ACETOXY)ETHYLBENZO-15-CROWN-5
  作者：Atsushi Suzuki、Masaru Tada

  DOI：10.1246/cl.1980.515

  日期：1980.5.5

  Photo-solvolysis of 4′-(l-acetoxy)ethylbenzo-15-crown-5 (1) in methanol is depressed by the complex formation of the crown ether moiety with alkali metal ions. This effect is accounted for by the destabilization of excited state of 1 and benzyl cation from 1.

  4′-（l-乙酰氧基）乙基苯并-15-冠醚-5（1）在甲醇中的光解作用因冠醚分子与碱金属离子形成络合物而受到抑制。1 的激发态和 1 的苄基阳离子的不稳定性可以解释这种效应。
• Jursic, Branko S., Journal of the Chemical Society. Perkin transactions II, 1994, # 5, p. 961 - 970
  作者：Jursic, Branko S.

  DOI：——

  日期：——
• Gellerstedt, Goeran; Agnemo, Roland, Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1980, vol. 34, # 4, p. 275 - 280
  作者：Gellerstedt, Goeran、Agnemo, Roland

  DOI：——

  日期：——
• DDQ catalyzed benzylic acetoxylation of arylalkanes: a case of exquisitely controlled oxidation under sonochemical activation
  作者：Vinod Kumar、Abhishek Sharma、Meenakshi Sharma、Upendra K. Sharma、Arun K. Sinha

  DOI：10.1016/j.tet.2007.07.018

  日期：2007.9

  Acetoxylated arylalkanes are selectively obtained via sonochemical activation of DDQ catalyzed benzylic oxidation of arylalkanes in the presence of anhydrous acetic acid. The method gives an exquisite control of benzylic acetoxylation under ultrasound, in contrast to the uncontrolled oxidation observed under conventional heating or microwave activation. In addition, the developed method could be a useful strategy for the synthesis of industrially important enantiopure benzyl alcohols due to the easy amenability of obtained acetoxylated products toward chiral resolution. (c) 2007 Elsevier Ltd. All rights reserved.