1-[2-(1,3-dioxolan-2-yl)phenyl]-2,2,2-trifluoro-1-ethanone | 670247-18-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[2-(1,3-dioxolan-2-yl)phenyl]-2,2,2-trifluoro-1-ethanone
• CAS: 670247-18-4
• 化学式: C₁₁H₉F₃O₃
• 分子量: 246.186
• InChiKey: METGRMOFESCLRX-UHFFFAOYSA-N

物化性质

• 沸点：
  279.3±40.0 °C(Predicted)
• 密度：
  1.345±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.48
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-[2-(1,3-dioxolan-2-yl)phenyl]-2,2,2-trifluoro-1-ethanone 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以97%的产率得到1-[2-(1,3-dioxolan-2-yl)phenyl]-2,2,2-trifluoro-1-ethanol
  参考文献：
  名称：

  Synthesis, Chiroptical Properties, and Solid-State Structure Determination of Two New Chiral Dipyrrin Difluoroboryl Chelates

  摘要：

  Two new types of optically active BODIPY fluorophores bearing chiral phenyl substituents either at the meso-position or at both external alpha-positions have been synthesized. Their chiroptical properties are strongly dependent both on the position of the chiral group and on the protonation of the chromophore. The solid-state structures of one of the difluoroboryl chelates bearing the chiral phenyl substituent at the meso-position (9a) as well as of the corresponding ligand (8a) and its perchlorate have been determined by X-ray diffraction analysis. These are, to the best of our knowledge, the first crystal structures of a dipyrrin free base and of a dipyrrin salt which have been obtained by X-ray diffraction analysis. Hence, for the first time, the helical structure of a protonated dipyrrin chromophore has been proved experimentally.

  DOI：

  10.1021/ja030542r
• 作为产物：
  描述：

  2-溴苯甲醛乙烯醛 、 三氟乙酸乙酯 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.25h， 以76%的产率得到1-[2-(1,3-dioxolan-2-yl)phenyl]-2,2,2-trifluoro-1-ethanone
  参考文献：
  名称：

  Synthesis, Chiroptical Properties, and Solid-State Structure Determination of Two New Chiral Dipyrrin Difluoroboryl Chelates

  摘要：

  Two new types of optically active BODIPY fluorophores bearing chiral phenyl substituents either at the meso-position or at both external alpha-positions have been synthesized. Their chiroptical properties are strongly dependent both on the position of the chiral group and on the protonation of the chromophore. The solid-state structures of one of the difluoroboryl chelates bearing the chiral phenyl substituent at the meso-position (9a) as well as of the corresponding ligand (8a) and its perchlorate have been determined by X-ray diffraction analysis. These are, to the best of our knowledge, the first crystal structures of a dipyrrin free base and of a dipyrrin salt which have been obtained by X-ray diffraction analysis. Hence, for the first time, the helical structure of a protonated dipyrrin chromophore has been proved experimentally.

  DOI：

  10.1021/ja030542r

文献信息

• Synthesis, Chiroptical Properties, and Solid-State Structure Determination of Two New Chiral Dipyrrin Difluoroboryl Chelates
  作者：Albert Gossauer、Freddy Nydegger、Tibor Kiss、Robert Sleziak、Helen Stoeckli-Evans

  DOI：10.1021/ja030542r

  日期：2004.2.1

  Two new types of optically active BODIPY fluorophores bearing chiral phenyl substituents either at the meso-position or at both external alpha-positions have been synthesized. Their chiroptical properties are strongly dependent both on the position of the chiral group and on the protonation of the chromophore. The solid-state structures of one of the difluoroboryl chelates bearing the chiral phenyl substituent at the meso-position (9a) as well as of the corresponding ligand (8a) and its perchlorate have been determined by X-ray diffraction analysis. These are, to the best of our knowledge, the first crystal structures of a dipyrrin free base and of a dipyrrin salt which have been obtained by X-ray diffraction analysis. Hence, for the first time, the helical structure of a protonated dipyrrin chromophore has been proved experimentally.