(Z)-α,β,4,4'-tetrabromostilbene | 95111-06-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (Z)-α,β,4,4'-tetrabromostilbene
• 英文别名: 1,1'-[(Z)-1,2-dibromoethene-1,2-diyl]bis(4-bromobenzene)；1-bromo-4-[(Z)-1,2-dibromo-2-(4-bromophenyl)ethenyl]benzene
• CAS: 95111-06-1
• 化学式: C₁₄H₈Br₄
• 分子量: 495.834
• InChiKey: BWVHJDRDHZNISG-YPKPFQOOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• 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

• 作为产物：
  描述：

  对溴甲苯 、 N-溴代丁二酰亚胺(NBS) 以5%的产率得到
  参考文献：
  名称：

  Mataka Shuntaro, Liu Guo-Bin, Sawada Tsuyoshi, Kurisu Masayoshi, Tashiro +, Bull. Chem. Soc. Jap, 67 (1994) N 4, S 1113-1119

  摘要：

  DOI：

文献信息

• Photothermal Side-Chain Bromination of Methyl-, Dimethyl-, and Trimethylbenzenes with<i>N</i>-Bromosuccinimide
  作者：Shuntaro Mataka、Guo-Bin Liu、Tsuyoshi Sawada、Masayoshi Kurisu、Masashi Tashiro

  DOI：10.1246/bcsj.67.1113

  日期：1994.4

  Tri- and dibromination of methyl-, dimethyl-, and trimethylbenzenes with N-bromosuccinimide were accomplished by photothermal reaction with a tungsten lamp in carbon tetrachloride or benzene. (Dibromomethyl)arenes and (tribromomethyl) derivatives were produced depending upon a solvent used and a substituent on the benzene ring. In the bromination of methylbenzenes without a substituent on the ortho-position, (tribromomethyl)benzenes were formed. On the other hand, ortho-substituted methylbenzenes gave (dibromomethyl)benzenes. α,β-Dibromo-1,2-diarylstilbenes were formed via the debrominative carbon–carbon coupling reaction of (tribromomethyl) benzenes upon irradiation with a tungsten lamp.

  采用钨丝灯在四氯化碳或苯溶剂中进行光热反应，实现了N-溴代琥珀酰亚胺对甲基苯、二甲基苯和三甲基苯的二溴化和三溴化。根据所用溶剂和苯环上取代基的不同，生成了二溴甲基芳烃和三溴甲基衍生物。在邻位无取代基的甲基苯的溴化反应中，生成了三溴甲基苯。另一方面，邻位取代的甲基苯生成了二溴甲基苯。通过三溴甲基苯在钨丝灯照射下的脱溴碳-碳偶联反应，生成了α,β-二溴-1,2-二芳基苯乙烯。
• THE BROMINATION OF METHYLARENES WITH NBS BY IRRADIATION USING A TUNGSTEN LAMP. PREPARATION OF BENZOTRIBROMIDES
  作者：Shuntaro Mataka、Masayoshi Kurisu、Kazufumi Takahashi、Masashi Tashiro

  DOI：10.1246/cl.1984.1969

  日期：1984.11.5

  Bromination of toluene and its meta- and para-substituted derivatives with NBS by irradiation using a tungsten lamp gave benzotribromides and cis- and trans-1,2-dibromo-1,2-diarylethylenes, while ortho-substituted toluenes gave benzal bromides. o-Xylene gave tetra- and pentabromides and m-xylene afforded a mixture of dibromodiarylethylenes.

  用钨灯辐照的NBS对甲苯及其间位和对位取代衍生物进行溴化反应，生成了苯三溴化物以及顺式和反式的1,2-二溴-1,2-二芳烯，而邻位取代的甲苯则生成了苄溴化物。邻二甲苯生成了四溴化物和五溴化物，而间二甲苯则得到了一组二溴二芳烯的混合物。
• Mataka Shuntaro, Liu Guo-Bin, Sawada Tsuyoshi, Kurisu Masayoshi, Tashiro +, Bull. Chem. Soc. Jap, 67 (1994) N 4, S 1113-1119
  作者：Mataka Shuntaro, Liu Guo-Bin, Sawada Tsuyoshi, Kurisu Masayoshi, Tashiro +

  DOI：——

  日期：——
• MATAKA, SHUNTARO;KURISU, MASAYOSHI;TAKAHASHI, KAZUFUMI;TASHIRO, MASASHI, CHEM. LETT., 1984, N 11, 1969-1972
  作者：MATAKA, SHUNTARO、KURISU, MASAYOSHI、TAKAHASHI, KAZUFUMI、TASHIRO, MASASHI

  DOI：——

  日期：——