2-acetyl-3,4-diethyl-5-methylpyrrole | 1242178-17-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-acetyl-3,4-diethyl-5-methylpyrrole
• 英文别名: 1-(3,4-diethyl-5-methyl-1H-pyrrol-2-yl)ethanone
• CAS: 1242178-17-1
• 化学式: C₁₁H₁₇NO
• 分子量: 179.262
• InChiKey: IYUSOMDLTMWXLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  32.9
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-acetyl-3,4-diethyl-5-methylpyrrole 、 在 三氯氧磷 、 N,N-二异丙基乙胺 、 三氟化硼乙醚 作用下， 以 氯仿 为溶剂， 反应 20.5h， 以326 mg的产率得到
  参考文献：
  名称：

  Synthesis of π-expanded BODIPYs and their fluorescent properties in the visible–near–infrared region

  摘要：

  A series of pi-expanded boron-dipyrromethenes (BODIPYs) fused with aromatic rings at beta,beta-positions, such as benzene, acenaphthylene, and benzofluoranthene were prepared by the reaction of BF(3)center dot OEt(2) with bicyclo[2.2.2]octadiene-fused dipyrromethene and the subsequent retro Diels-Alder reaction. These BODIPYs exhibited the absorptions and the fluorescence emissions over wide range of visible-near infrared region at 500-800 nm. BODIPYs composed of two fluorantho[8,9-f]isoindoles absorbed and emitted at red-region over 750 nm with absolute fluorescence quantum yield (Phi(f)) of ca. 0.3, although they are unstable under air in room light. BODIPY composed fluorantho[8,9-f]isoindole and acenaphtho [1,2-c]pyrrole was stable and showed a bright fluorescence emission at 695 nm with high Phi(f) of 0.70. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.06.045

文献信息

• Synthesis of π-expanded BODIPYs and their fluorescent properties in the visible–near–infrared region
  作者：Tetsuo Okujima、Yuya Tomimori、Jun Nakamura、Hiroko Yamada、Hidemitsu Uno、Noboru Ono

  DOI：10.1016/j.tet.2010.06.045

  日期：2010.8

  A series of pi-expanded boron-dipyrromethenes (BODIPYs) fused with aromatic rings at beta,beta-positions, such as benzene, acenaphthylene, and benzofluoranthene were prepared by the reaction of BF(3)center dot OEt(2) with bicyclo[2.2.2]octadiene-fused dipyrromethene and the subsequent retro Diels-Alder reaction. These BODIPYs exhibited the absorptions and the fluorescence emissions over wide range of visible-near infrared region at 500-800 nm. BODIPYs composed of two fluorantho[8,9-f]isoindoles absorbed and emitted at red-region over 750 nm with absolute fluorescence quantum yield (Phi(f)) of ca. 0.3, although they are unstable under air in room light. BODIPY composed fluorantho[8,9-f]isoindole and acenaphtho [1,2-c]pyrrole was stable and showed a bright fluorescence emission at 695 nm with high Phi(f) of 0.70. (C) 2010 Elsevier Ltd. All rights reserved.