10-bromo-2,7-di-tert-butyl-9-methoxyanthracene | 1240788-05-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 10-bromo-2,7-di-tert-butyl-9-methoxyanthracene
• 英文别名: 10-Bromo-2,7-ditert-butyl-9-methoxyanthracene；10-bromo-2,7-ditert-butyl-9-methoxyanthracene
• CAS: 1240788-05-9
• 化学式: C₂₃H₂₇BrO
• 分子量: 399.371
• InChiKey: PMYFIOZAXBZENH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  10-bromo-2,7-di-tert-butyl-9-methoxyanthracene 、 1,5-二氯蒽醌 在 正丁基锂 、 sodium hypophosphite monohydrate 、 溶剂黄146 、 sodium iodide 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 240.25h， 以90%的产率得到3,3'',6,6''-tetra-tert-butyl-1',5'-dichloro-10,10''-dimethoxy-9,9':10',9''-teranthracene
  参考文献：
  名称：

  Synthesis and Characterization of Teranthene: A Singlet Biradical Polycyclic Aromatic Hydrocarbon Having Kekulé Structures

  摘要：

  A teranthene derivative has been successfully isolated in a crystalline form for the first time. Geometrical considerations and physical property investigations indicate that the molecule possesses prominent biradical character in the ground state.

  DOI：

  10.1021/ja1049737
• 作为产物：
  描述：

  2,7-di-tert-butyl-9-methoxyanthracene 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以41%的产率得到10-bromo-2,7-di-tert-butyl-9-methoxyanthracene
  参考文献：
  名称：

  Synthesis and Characterization of Teranthene: A Singlet Biradical Polycyclic Aromatic Hydrocarbon Having Kekulé Structures

  摘要：

  A teranthene derivative has been successfully isolated in a crystalline form for the first time. Geometrical considerations and physical property investigations indicate that the molecule possesses prominent biradical character in the ground state.

  DOI：

  10.1021/ja1049737

文献信息

• Synthesis and Characterization of Quarteranthene: Elucidating the Characteristics of the Edge State of Graphene Nanoribbons at the Molecular Level
  作者：Akihito Konishi、Yasukazu Hirao、Kouzou Matsumoto、Hiroyuki Kurata、Ryohei Kishi、Yasuteru Shigeta、Masayoshi Nakano、Kazuya Tokunaga、Kenji Kamada、Takashi Kubo

  DOI：10.1021/ja309599m

  日期：2013.1.30

  The characteristics of the edge state, which is a peculiar magnetic state in zigzag-edged graphene nanoribbons (ZGNRs) that originates from electron- electron correlation in an edge-localized pi-state, are investigated by preparing and characterizing quarteranthene molecules. The molecular geometry that was determined from the X-ray analysis is consistent with a zigzag-edge-localized structure of unpaired electrons. The localized electrons are responsible for the peculiar magnetic (room-temperature ferromagnetic correlation), optical (the lowest-lying doubly excited state), and chemical (peroxide bond formation) behaviors. On the basis of these distinguishing properties and a careful consideration of the valence bonding, insight into the edge state of ZGNRs can be gained.
• Synthesis and Characterization of Teranthene: A Singlet Biradical Polycyclic Aromatic Hydrocarbon Having Kekulé Structures
  作者：Akihito Konishi、Yasukazu Hirao、Masayoshi Nakano、Akihiro Shimizu、Edith Botek、Benoît Champagne、Daisuke Shiomi、Kazunobu Sato、Takeji Takui、Kouzou Matsumoto、Hiroyuki Kurata、Takashi Kubo

  DOI：10.1021/ja1049737

  日期：2010.8.18

  A teranthene derivative has been successfully isolated in a crystalline form for the first time. Geometrical considerations and physical property investigations indicate that the molecule possesses prominent biradical character in the ground state.