4-(1,1,1,3,3,3-hexafluoropropan-2-yloxy)-aniline | 958654-14-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(1,1,1,3,3,3-hexafluoropropan-2-yloxy)-aniline
• 英文别名: para-HFIP aniline；4-(1,1,1,3,3,3-Hexafluoropropan-2-yloxy)aniline；4-(1,1,1,3,3,3-hexafluoropropan-2-yloxy)aniline
• CAS: 958654-14-3
• 化学式: C₉H₇F₆NO
• mdl: MFCD30062928
• 分子量: 259.151
• InChiKey: QMBHECJVURFNQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4-(1,1,1,3,3,3-hexafluoropropan-2-yloxy)-aniline 、 2,6-二氟苯甲酰异氰酸酯 以 二氯甲烷 为溶剂， 以67.2%的产率得到2,6-difluoro-N-(4-(1,1,1,3,3,3-hexafluoropropan-2-yloxy)phenylcarbamoyl)benzamide
  参考文献：
  名称：

  Design and Synthesis of Benzoylphenylureas with Fluorinated Substituents on the Aniline Ring as Insect Growth Regulators

  摘要：

  Enormous numbers of synthetic fluorine-containing compounds have been widely used in a variety of fields, especially in drug and pesticide design. To find novel insect growth regulators, a series of benzoylphenylureas with fluorinated substituents were designed and synthesized. The results of larvicidal activities of those novel fluoro-substituted benzoylphenylureas against oriental armyworm and mosquito revealed that most compounds exhibited excellent activities. It is worth mentioning that compounds 3 and 6 exhibited higher activities against oriental armyworm and mosquito than commercial Hexaflumuron. It can be further seen that the insecticidal activities would increase significantly by introducing fluorinated substituents into the structure of the designed benzoylphenylureas.

  DOI：

  10.1021/jf104578j
• 作为产物：
  描述：

  对二硝基苯 在 四丁基氟化铵 、 铜 、 氯化铵 、 锌 作用下， 以 乙醚 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 29.0h， 生成 4-(1,1,1,3,3,3-hexafluoropropan-2-yloxy)-aniline
  参考文献：
  名称：

  Design and Synthesis of Benzoylphenylureas with Fluorinated Substituents on the Aniline Ring as Insect Growth Regulators

  摘要：

  Enormous numbers of synthetic fluorine-containing compounds have been widely used in a variety of fields, especially in drug and pesticide design. To find novel insect growth regulators, a series of benzoylphenylureas with fluorinated substituents were designed and synthesized. The results of larvicidal activities of those novel fluoro-substituted benzoylphenylureas against oriental armyworm and mosquito revealed that most compounds exhibited excellent activities. It is worth mentioning that compounds 3 and 6 exhibited higher activities against oriental armyworm and mosquito than commercial Hexaflumuron. It can be further seen that the insecticidal activities would increase significantly by introducing fluorinated substituents into the structure of the designed benzoylphenylureas.

  DOI：

  10.1021/jf104578j

文献信息

• FT-IR and FT-Raman investigations of the chemosensing material <i>para</i> -hexafluoroisopropanol aniline
  作者：Lingtao Kong、Jin Wang、Yong Jia、Zheng Guo、Jinhuai Liu

  DOI：10.1002/jrs.2536

  日期：2010.9

  As an important chemosensing material involving hexafluoroisopropanol (HFIP) for detecting nerve agents, para-HFIP aniline (p-HFIPA) has been firstly synthesized through a new reaction approach and then characterized by nuclear magnetic resonance and mass spectrometry experiments. Fourier transform infrared absorption spectroscopy (FT-IR) and FT-Raman spectra of p-HFIPA have been obtained in the regions of 4000–500 and 4000–200 cm−1, respectively. Detailed identifications of its fundamental vibrational bands have been given for the first time. Moreover, p-HFIPA has been optimized and vibrational wavenumber analysis can be subsequently performed via density functional theory (DFT) approach in order to assist these identifications in the experimental FT-IR and FT-Raman spectra. The present experimental FT-IR and FT-Raman spectra of p-HFIPA are in good agreement with theoretical FT-IR and FT-Raman spectra. Copyright © 2009 John Wiley & Sons, Ltd.

  作为一种涉及六氟异丙醇(HFIP)的重要化学传感材料，用于检测神经毒剂的对-HFIP苯胺(p-HFIPA)首次通过一种新的反应途径合成，然后通过核磁共振和质谱实验进行表征。在4000-500 cm−1和4000-200 cm−1区域分别获得了p-HFIPA的傅里叶变换红外吸收光谱(FT-IR)和FT-拉曼光谱。首次对其基本振动带进行了详细鉴定。此外，通过密度泛函理论(DFT)方法对p-HFIPA进行了优化，并进行了振动波数分析，以便辅助实验FT-IR和FT-拉曼光谱中的这些鉴定。当前实验的FT-IR和FT-拉曼光谱与理论的FT-IR和FT-拉曼光谱吻合良好。版权所有 © 2009 John Wiley & Sons, Ltd.
• Catalytic S_NAr Hexafluoroisopropoxylation of Aryl Chlorides and Bromides
  作者：Jiang Su、Kai Chen、Qi‐Kai Kang、Hang Shi

  DOI：10.1002/anie.202302908

  日期：2023.6.12

  A rhodium catalyzed SNAr hexafluoroisopropoxylation of unactivated aryl chlorides and bromides was demonstrated. The catalyst activates the aromatic ring via η6-coordination, dramatically facilitating the attack by weakly nucleophilic hexafluoro-2-propanol. Given that fluoroalkyl aryl ethers are valuable structural motifs in bioactive molecules, this method might find utility in medicinal and agricultural

  证明了未活化的芳基氯和溴的铑催化 S N Ar 六氟异丙氧基化。该催化剂通过 η 6配位激活芳环，显着促进弱亲核六氟-2-丙醇的攻击。鉴于氟烷基芳基醚是生物活性分子中有价值的结构基序，这种方法可能会在医药和农业化学中发挥作用。