methyl 4-perfluorooctylbenzoate | 80791-12-4

• 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: methyl 4-perfluorooctylbenzoate
• 英文别名: Methyl 4-(heptadecafluorooctyl)benzoate；methyl 4-(1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctyl)benzoate
• CAS: 80791-12-4
• 化学式: C₁₆H₇F₁₇O₂
• 分子量: 554.203
• InChiKey: UOZJBVUVOFTXGP-UHFFFAOYSA-N

物化性质

• 沸点：
  296.4±40.0 °C(Predicted)
• 密度：
  1.570±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  35
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  methyl 4-perfluorooctylbenzoate 在 manganese(IV) oxide 、 lithium aluminium tetrahydride 作用下， 以 乙醚 、 氯仿 为溶剂， 反应 10.0h， 生成 4-perfluorooctylbenzaldehyde
  参考文献：
  名称：

  Epoxidation of Alkenes Under Liquid-Liquid Biphasic Conditions: Synthesis and Catalytic Activity of Mn(III)-Tetraarylporphyrins Bearing Perfluoroalkyl Tails.

  摘要：

  Four tetraarylporphyrins bearing one n-C8F17 chain on each meso-aryl group have been synthesized. The Mn(III)-complexes of these new compounds (Mn-1 - Mn-4) were used as catalysts in alkene epoxidations carried out under aqueous-organic biphasic conditions. High epoxide yields were obtained with catalysts in which, along with perfluoroalkyl chains, bulky substituents were present at appropriate positions. The expected general enhancement of stability and catalytic activity due to the electron-withdrawing effect of n-C8F17 substituents was not observed. However, Mn-4 was found to be an exceptionally active catalyst for NaOCl promoted epoxidation of poorly reactive linear alpha-alkenes. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00272-x
• 作为产物：
  描述：

  全氟辛基碘烷 、 4-碘苯甲酸甲酯 在 碘 、 铜 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 以80%的产率得到methyl 4-perfluorooctylbenzoate
  参考文献：
  名称：

  Epoxidation of Alkenes Under Liquid-Liquid Biphasic Conditions: Synthesis and Catalytic Activity of Mn(III)-Tetraarylporphyrins Bearing Perfluoroalkyl Tails.

  摘要：

  Four tetraarylporphyrins bearing one n-C8F17 chain on each meso-aryl group have been synthesized. The Mn(III)-complexes of these new compounds (Mn-1 - Mn-4) were used as catalysts in alkene epoxidations carried out under aqueous-organic biphasic conditions. High epoxide yields were obtained with catalysts in which, along with perfluoroalkyl chains, bulky substituents were present at appropriate positions. The expected general enhancement of stability and catalytic activity due to the electron-withdrawing effect of n-C8F17 substituents was not observed. However, Mn-4 was found to be an exceptionally active catalyst for NaOCl promoted epoxidation of poorly reactive linear alpha-alkenes. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00272-x

文献信息

• PERFLUOROALKYLATION OF AROMATIC COMPOUNDS WITH R_fI(Ph)OSO₂CF₃
  作者：Teruo Umemoto、Yuriko Kuriu、Hideo Shuyama

  DOI：10.1246/cl.1981.1663

  日期：1981.12.5

  Perfluoroalkylation of various aromatic compounds with perfluoroalkylphenyliodonium trifluoromethanesulfonate (FITS) under mild conditions was described. The reactivity of other perfluoroalkyliodonium salts was also examined.

  描述了在温和条件下用全氟烷基苯基碘鎓三氟甲磺酸盐 (FITS) 对各种芳族化合物进行全氟烷基化。还检查了其他全氟烷基碘盐的反应性。
• UMEMOTO, TERUO;KURIU, YURIKO;SHUYAMA, HIDEO, CHEM. LETT., 1981, N 12, 1663-1666
  作者：UMEMOTO, TERUO、KURIU, YURIKO、SHUYAMA, HIDEO

  DOI：——

  日期：——
• Epoxidation of Alkenes Under Liquid-Liquid Biphasic Conditions: Synthesis and Catalytic Activity of Mn(III)-Tetraarylporphyrins Bearing Perfluoroalkyl Tails.
  作者：Gianluca Pozzi、Ida Colombani、Massimo Miglioli、Fernando Montanari、Silvio Quici

  DOI：10.1016/s0040-4020(97)00272-x

  日期：1997.4

  Four tetraarylporphyrins bearing one n-C8F17 chain on each meso-aryl group have been synthesized. The Mn(III)-complexes of these new compounds (Mn-1 - Mn-4) were used as catalysts in alkene epoxidations carried out under aqueous-organic biphasic conditions. High epoxide yields were obtained with catalysts in which, along with perfluoroalkyl chains, bulky substituents were present at appropriate positions. The expected general enhancement of stability and catalytic activity due to the electron-withdrawing effect of n-C8F17 substituents was not observed. However, Mn-4 was found to be an exceptionally active catalyst for NaOCl promoted epoxidation of poorly reactive linear alpha-alkenes. (C) 1997 Elsevier Science Ltd.