[2-(3,4-Dimethoxyphenyl)-1-(2,2,2-trifluoroacetyl)oxyethyl] 2,2,2-trifluoroacetate | 1009104-40-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [2-(3,4-Dimethoxyphenyl)-1-(2,2,2-trifluoroacetyl)oxyethyl] 2,2,2-trifluoroacetate
• 英文别名: [2-(3,4-dimethoxyphenyl)-1-(2,2,2-trifluoroacetyl)oxyethyl] 2,2,2-trifluoroacetate
• CAS: 1009104-40-8
• 化学式: C₁₄H₁₂F₆O₆
• 分子量: 390.236
• InChiKey: BXXVGIZAHGYEOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  3,4-二甲氧基苯乙烯 、 [双(三氟乙酰氧基)碘]苯 以 二氯甲烷 为溶剂， 反应 0.25h， 生成 [2-(3,4-Dimethoxyphenyl)-1-(2,2,2-trifluoroacetyl)oxyethyl] 2,2,2-trifluoroacetate
  参考文献：
  名称：

  On the regioselectivity of the PIFA-mediated bis(trifluoroacetoxylation) of styrene-type compounds

  摘要：

  The addition of the hypervalent iodine reagent PIFA [phenyliodine(III) bis(trifluoroacetate)] to a series of styrene-type compounds results in the bis(trifluoroacetoxylation) of the double bond as two possible 1,2- and 1,1-regioisomers. We found that 1,1-regioisomers resulted to be unstable during chromatographic purification yielding the related arylacetaldehydes. In this paper, we show our efforts to explore the regioselectivity of this reaction, and to rationalize the results with respect to the electronic nature of the corresponding aryl ring through alternative mechanistic pathways. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.12.045

文献信息

• On the regioselectivity of the PIFA-mediated bis(trifluoroacetoxylation) of styrene-type compounds
  作者：Imanol Tellitu、Esther Domínguez

  DOI：10.1016/j.tet.2007.12.045

  日期：2008.3

  The addition of the hypervalent iodine reagent PIFA [phenyliodine(III) bis(trifluoroacetate)] to a series of styrene-type compounds results in the bis(trifluoroacetoxylation) of the double bond as two possible 1,2- and 1,1-regioisomers. We found that 1,1-regioisomers resulted to be unstable during chromatographic purification yielding the related arylacetaldehydes. In this paper, we show our efforts to explore the regioselectivity of this reaction, and to rationalize the results with respect to the electronic nature of the corresponding aryl ring through alternative mechanistic pathways. (C) 2007 Elsevier Ltd. All rights reserved.