5-bromo-12-phenyltetracene | 57244-41-4

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基萘木脂素
• 英文名称: 5-bromo-12-phenyltetracene
• 英文别名: 5-Bromo-12-phenylnaphthacene
• CAS: 57244-41-4
• 化学式: C₂₄H₁₅Br
• 分子量: 383.287
• InChiKey: MWXAVKRBMPSWKI-UHFFFAOYSA-N

物化性质

• 熔点：
  180-181 °C(Solv: chloroform (67-66-3); ethanol (64-17-5))
• 沸点：
  532.1±19.0 °C(Predicted)
• 密度：
  1.402±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  5-bromo-12-phenyltetracene 生成 5-phenyltetracene
  参考文献：
  名称：

  Einfache Synthese von 12-Chloro- und 12-Bromo-5-phenylnaphthacen

  摘要：

  DOI：

  10.1055/s-1975-23781
• 作为产物：
  描述：

  1-[2-(1-羟基-3-苯基丙-2-炔基)苯基]-3-苯基丙-2-炔-1-醇 在 三溴化磷 作用下， 以 甲苯 为溶剂， 反应 6.0h， 以0.51%的产率得到5-bromo-12-phenyltetracene
  参考文献：
  名称：

  PBr₃-Mediated Cyclization of 1,7-Diyn-3,6-bis(propargyl carbonate)s: Synthesis of 5-Bromotetracenes

  摘要：

  A new and straightforward method for the synthesis of 5-bromotetracenes through PBr3-mediated cyclization of 1,7-diyn-3,6-bis(propargyl carbonate)s has been developed. This method offers several advantages such as easily accessible starting materials, high efficiency, and wide functional group compatibility. In addition, chloro- and iodo-substituted tetracenes were also synthesized using appropriate halogenating reagents. The utility of the 5-bromotetracene products has been illustrated by their efficient transformations through various palladium-catalyzed cross-coupling reactions.

  DOI：

  10.1021/acs.joc.7b01519

文献信息

• Sensitizer dyes for photoacid generating systems
  申请人：Waldman A. David

  公开号：US20060019197A1

  公开（公告）日：2006-01-26

  Photosensitizing dyes are often used in conjunction with a photoacid generator in holographic recording media. Conventional photosensitizing dyes typically are limited by having an appreciable absorption of light when used in a sufficient concentration, such that the intensity of light decreases significantly with penetration into a recording medium. The present invention discloses a number of new 5-alkynyl substituted napthacene photosensitizing dyes that have low extinction coefficients coupled with good sensitizing properties, such that the problems associated with the photosensitizing dyes absorbing light are significantly reduced.

  光敏染料通常与光酸发生剂一起在全息记录介质中使用。传统的光敏染料通常受到限制，因为在足够浓度下使用时，它们吸收光的程度相当高，导致光线穿透记录介质时光强度显著降低。本发明揭示了一些新的5-炔基取代萘并光敏染料，其消光系数低且具有良好的敏化性能，从而显著降低了与光敏染料吸收光有关的问题。
• 5-Bromo-12-phenyltetracene
  作者：G. Conole、G. J. O'Donovan、M. K. Shepherd

  DOI：10.1107/s0108270194002878

  日期：1994.12.15

  X-ray structural analysis confirms that the title compound (5-bromo-12-phenylnapthacene, C24H15Br) consists of a tetracene ring system substituted in the 5 position by a Br atom and in the 12 position by a phenyl group. The tetracene portion of the compound is planar to within 0.05 Angstrom, with the substituted phenyl group twisted out of the plane at angles of 108 and 102 degrees for molecules A and B, respectively. The C-C bond lengths of the fused ring system are not identical, and are consistent with simple Pauling bond orders.
• STRAUB H.; HAMBRECHT J., SYNTHESIS <SYNT-BF>, 1975, NO 7, 425-426
  作者：STRAUB H.、 HAMBRECHT J.

  DOI：——

  日期：——
• SENSITIZER DYES FOR PHOTOACID GENERATING SYSTEMS
  申请人：Aprilis, Inc.

  公开号：EP1578870A2

  公开（公告）日：2005-09-28
• US7892702B2
  申请人：——

  公开号：US7892702B2

  公开（公告）日：2011-02-22