1,3,5-三溴苯

1,3,5-三溴苯
别名 均三溴苯
识别
CAS号 626-39-1
PubChem 12279
SMILES
 
  • Brc1cc(Br)cc(Br)c1
性质[1][2]
化学式 C6H3Br3
摩尔质量 314.8 g·mol−1
外观 晶体
熔点 122.8 °C(396 K)
沸点 271 °C(544 K)
溶解性 不溶
溶解性 微溶于热乙醇
结构[3]
晶体结构 正交晶系
空间群 P212121(No. 19)
晶格常数 a = 1424.4 pm, b = 1357.7 pm, c = 408.4 pm
相关物质
其他阴离子 1,3,5-三氟苯
1,3,5-三氯苯
1,3,5-三碘苯
相关化学品 1,2,3-三溴苯
1,2,4-三溴苯
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

1,3,5-三溴苯是一种有机溴化合物,化学式C6H3Br3。它的晶体和1,3,5-三氯苯同构。[3]它可通过苯胺盐酸中反应生成2,4,6-三溴苯胺,然后再与硫酸亚硝酸钠反应产生:[4]

它和甲醇钠在130 °C下反应,生成3,5-二溴苯酚[2]

1,3,5-三溴苯和甲醇钠如果在氯化亚铜甲酸甲酯催化下反应,则会产生1,3,5-三甲氧基苯[5]1,3,5-三溴苯和苯硼酸发生铃木反应,可得1,3,5-三苯基苯[6]

参考资料

  1. ^ Lide, David R. (编). CRC Handbook of Chemistry and Physics 90th. Boca Raton, Florida: CRC Press英语CRC Press. 2009: 3–488. ISBN 978-1-4200-9084-0 (英语). 
  2. ^ 2.0 2.1 Heilbron. Dictionary of organic compounds, Volume Four. 1953: 545. 
  3. ^ 3.0 3.1 Belaaraj, A.; Haget, Y.; Cuevas-Diarte, M. A. Crystal data for 1,3,5-trichlorobenzene and 1,3,5-tribromobenzene at 293 K. Journal of Applied Crystallography (International Union of Crystallography (IUCr)). 1984-06-01, 17 (3): 211. ISSN 0021-8898. doi:10.1107/s002188988401133x. 
  4. ^ sym.-TRIBROMOBENZENE. Organic Syntheses (Organic Syntheses). 1933, 13: 96. ISSN 0078-6209. doi:10.15227/orgsyn.013.0096. 
  5. ^ Ying Guo, Si-Zhe Ji, Cheng Chen, Hong-Wei Liu, Jian-Hong Zhao, Yu-Lin Zheng, Ya-Fei Ji. A ligand-free, powerful, and practical method for methoxylation of unactivated aryl bromides by use of the CuCl/HCOOMe/MeONa/MeOH system. Research on Chemical Intermediates. 2015-11, 41 (11): 8651–8664 [2023-04-03]. ISSN 0922-6168. doi:10.1007/s11164-014-1917-x (英语). 
  6. ^ Yunlong Sun, Tian Li. Fabrication and Application of Graphene Supported Diimine‐Palladium Complex Catalyst for Organic Synthesis. ChemistrySelect. 2020-01-31, 5 (4): 1431–1438 [2021-06-25]. ISSN 2365-6549. doi:10.1002/slct.201904488 (英语). 

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