(2-溴苯基)(4-丁基苯基)甲酮 | 64358-17-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (2-溴苯基)(4-丁基苯基)甲酮
• 英文名称: 2-bromo-4'-(n-butyl)benzophenone
• 英文别名: 2-Bromo-4'-n-Butylbenzophenone；(2-bromophenyl)-(4-butylphenyl)methanone
• CAS: 64358-17-4
• 化学式: C₁₇H₁₇BrO
• mdl: MFCD09801451
• 分子量: 317.225
• InChiKey: ZMFBWELWQCIDCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.235
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2914700090

反应信息

• 作为反应物：
  描述：

  (2-溴苯基)(4-丁基苯基)甲酮 、 N,N'-bis(tert-butoxycarbonyl)-3,4-diamino-2,5-bis(tri-n-butylstannyl)thiophene 在 tris(dibenzylideneacetone)dipalladium (0) 、 三苯胂 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以92%的产率得到{4-tert-Butoxycarbonylamino-2,5-bis-[2-(4-butyl-benzoyl)-phenyl]-thiophen-3-yl}-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Imine-Bridged Planar Poly(phenylenethiophene)s and Polythiophenes

  摘要：

  Synthetic routes to soluble planar poly(phenylenethiophene)s and polythiophenes are described. The main polymer backbones are synthesized via Pd(0)-catalyzed couplings of the electron-rich N,N'-(bis-tert-butoxycarbonyl)-3,4-diamino-2,5-bis(tri-n-butylstannyl)thiophene with electron-deficient aryldibromodiones. The prebridged polymers have bathochromically shifted absorptions due to donor/acceptor interactions between the consecutive repeat units. Upon exposure of the polymers to trifluoroacetic acid or titanium tetrachloride, imine bridges are formed that force the consecutive units into planarity. The bridging units are sp(2)-hybridized, thus allowing for greater electron delocalization between the consecutive aryl units. The syntheses of model trimeric systems were conducted to provide further data for assessing the optical properties of the polymers. Protonation of the imine moieties causes bathochromic shifts of >100 nm in several cases. The effect is explained by an intramolecular charge transfer. Thus these arrangements of planar structures with imine bridges serve as optically based proton sensors with spectral shift differences far-exceeding those of nonplanar imine-containing polymers.

  DOI：

  10.1021/ja964223u
• 作为产物：
  描述：

  丁苯 、 2-溴苯甲酰氯 在 三氯化铝 作用下， 生成 (2-溴苯基)(4-丁基苯基)甲酮
  参考文献：
  名称：

  Imine-Bridged Planar Poly(phenylenethiophene)s and Polythiophenes

  摘要：

  Synthetic routes to soluble planar poly(phenylenethiophene)s and polythiophenes are described. The main polymer backbones are synthesized via Pd(0)-catalyzed couplings of the electron-rich N,N'-(bis-tert-butoxycarbonyl)-3,4-diamino-2,5-bis(tri-n-butylstannyl)thiophene with electron-deficient aryldibromodiones. The prebridged polymers have bathochromically shifted absorptions due to donor/acceptor interactions between the consecutive repeat units. Upon exposure of the polymers to trifluoroacetic acid or titanium tetrachloride, imine bridges are formed that force the consecutive units into planarity. The bridging units are sp(2)-hybridized, thus allowing for greater electron delocalization between the consecutive aryl units. The syntheses of model trimeric systems were conducted to provide further data for assessing the optical properties of the polymers. Protonation of the imine moieties causes bathochromic shifts of >100 nm in several cases. The effect is explained by an intramolecular charge transfer. Thus these arrangements of planar structures with imine bridges serve as optically based proton sensors with spectral shift differences far-exceeding those of nonplanar imine-containing polymers.

  DOI：

  10.1021/ja964223u

文献信息

• BE850024
  申请人：——

  公开号：——

  公开（公告）日：——
• DE2659580
  申请人：——

  公开号：——

  公开（公告）日：——
• o-Bromophenylzinc compound: a readily available and efficient synthetic equivalent of o-phenylene 1-anion 2-cation
  作者：Masateru Okano、Masayuki Amano、Kentaro Takagi

  DOI：10.1016/s0040-4039(98)00443-2

  日期：1998.5

  An o-bromophenylzinc compound, first prepared in an excellent yield by the reaction of o-bromoiodobenzene with zinc powder in THF, was found to be an efficient synthetic equivalent of o-phenylene 1-anion 2-cation in Pd(O)-catalyzed stepwise cross-coupling reactions, affording unsymmetrically 12-disubstituted benzenes with diverse substitution patterns and with a variety of functional groups. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Imine-Bridged Planar Poly(phenylenethiophene)s and Polythiophenes
  作者：Qing T. Zhang、James M. Tour

  DOI：10.1021/ja964223u

  日期：1997.10.1

  Synthetic routes to soluble planar poly(phenylenethiophene)s and polythiophenes are described. The main polymer backbones are synthesized via Pd(0)-catalyzed couplings of the electron-rich N,N'-(bis-tert-butoxycarbonyl)-3,4-diamino-2,5-bis(tri-n-butylstannyl)thiophene with electron-deficient aryldibromodiones. The prebridged polymers have bathochromically shifted absorptions due to donor/acceptor interactions between the consecutive repeat units. Upon exposure of the polymers to trifluoroacetic acid or titanium tetrachloride, imine bridges are formed that force the consecutive units into planarity. The bridging units are sp(2)-hybridized, thus allowing for greater electron delocalization between the consecutive aryl units. The syntheses of model trimeric systems were conducted to provide further data for assessing the optical properties of the polymers. Protonation of the imine moieties causes bathochromic shifts of >100 nm in several cases. The effect is explained by an intramolecular charge transfer. Thus these arrangements of planar structures with imine bridges serve as optically based proton sensors with spectral shift differences far-exceeding those of nonplanar imine-containing polymers.