三氟乙酸环庚酯 | 777-58-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 三氟乙酸环庚酯
• 英文名称: cycloheptyl trifluoroacetate
• 英文别名: Cycloheptyl-trifluoracetat；Cycloheptanol, trifluoroacetate；cycloheptyl 2,2,2-trifluoroacetate
• CAS: 777-58-2
• 化学式: C₉H₁₃F₃O₂
• 分子量: 210.196
• InChiKey: VKBULDZQMPQVFH-UHFFFAOYSA-N

物化性质

• 沸点：
  194.5±35.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)
• 保留指数：
  1019

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  以 三氟乙酸 为溶剂， 生成 三氟乙酸环庚酯
  参考文献：
  名称：

  Heterolytic decarboxylation involving acyltrifluoroacetyl peroxide intermediates

  摘要：

  Selective carboxylic acid decarboxylation was elaborated. Generation of acyltrifluoroacetyl peroxides from carboxylic peracids and trifluoroacetyl anhydride (Method A), as well as from trifluoroperacetic acid and acyltrifluoroacetyl anhydride (Method B), leads to simultaneous peroxide decomposition into the corresponding alkyltrifluoroacetates. DFT computations, as well as experimental data, support an acid-catalyzed heterolytic mechanism for acyltrifluoroacetyl peroxide decomposition. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02151-2

文献信息

• Synthesis of Carboxylic Acids through the Formation of C–C Bond between Saturated Hydrocarbons and CO in the Presence of Mg/K₂S₂O₈/TFA System
  作者：Mohammad Asadullah、Tsugio Kitamura、Yuzo Fujiwara

  DOI：10.1246/cl.1999.449

  日期：1999.6

  Magnesium powder (Mg) promoted the carboxylation reaction of saturated hydrocarbons with carbon monoxide (CO) in the presence of potassium peroxodisulfate (K2S2O8) in trifluoroacetic acid (TFA) to yield the corresponding carboxylic acids and alkyl trifluoroacetates. About 80% conversion of cyclohexane was achieved when 5 mmol of magnesium, 5 mmol of potassium peroxodisulfate, 3 mL of TFA, 1 mmol of cyclohexane, 50 atm of CO were used at 80 °C for 30 h.

  在三氟乙酸（TFA）中，镁粉（Mg）促进了饱和烃与一氧化碳（CO）在高锰酸钾（K2S2O8）存在下的羧化反应，生成相应的羧酸和烷基三氟乙酸酯。当使用5毫摩尔镁、5毫摩尔高锰酸钾、3毫升TFA、1毫摩尔环己烷、50大气压CO在80°C下反应30小时时，环己烷的转化率约为80%。
• Cobalt catalyzed carboxylation reaction of saturated hydrocarbons with CO in the presence of K2S2O8 and TFA under mild conditions
  作者：Mohammad Asadullah、Yuki Taniguchi、Tsugio Kitamura、Yuzo Fujiwara

  DOI：10.1016/s0040-4039(99)01863-8

  日期：1999.12

  Cobalt(II) acetate (Co(OAc)2) has been found to be an efficient catalyst for the carboxylation reaction of saturated hydrocarbons with CO to yield the corresponding carboxylic acids in high yields in the presence of K2S2O8 and CF3COOH. About 89.5% conversion of propane is obtained in this reaction. The activation parameters of the reaction of propane have been determined by Arrhenius and Eyring plots

  已发现乙酸钴（II）（Co（OAc）2）是一种有效的催化剂，用于在K 2 S 2 O 8和CF存在下，饱和烃与CO进行羧化反应，以高收率产生相应的羧酸。3 COOH。在该反应中获得约89.5％的丙烷转化率。丙烷反应的活化参数已通过Arrhenius和Eyring图确定。
• Observations on the transition-metal catalysed oxidation of alkanes in trifluoroacetic acid: urea–hydrogen peroxide/TFA as a convenient method for the oxidation of unactivated C–H bonds
  作者：Christopher J. Moody、Jenny L. O’Connell

  DOI：10.1039/b003074k

  日期：——

  Oxidation of cyclohexane in TFA using 30% aqueous H2O2 or urea–H2O2 (UHP) gives cyclohexyl trifluoroacetate in good yield, although the reaction is not accelerated by rhodium or ruthenium catalysts casting doubt on earlier claims on the role of transition-metals in oxidations in TFA.

  使用30%水合过氧化氢或尿素-过氧化氢（UHP）在三氟醋酸中氧化环己烷，可以高产率地得到环己基三氟醋酸酯，尽管该反应并未受到铑或钌催化剂的加速，这对早期关于过渡金属在三氟醋酸氧化反应中作用的说法提出了质疑。
• Characterization of Functional Groups by Nuclear Magnetic Resonance. I. Classification of Alcohols from the Fluorine-19 Spectra of Trifluoroacetates¹
  作者：Stanley L. Manatt

  DOI：10.1021/ja00958a046

  日期：1966.3
• Mechanism of addition of neat trifluoroacetic acid to protoadamantene
  作者：J. Eric Nordlander、Jerome E. Haky、John P. Landino

  DOI：10.1021/ja00545a015

  日期：1980.12