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2-溴-5-硝基苯甲醛

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2-溴-5-硝基苯甲醛
识别
CAS号 84459-32-5  checkY
SMILES
 
  • O=Cc1cc([N+](=O)[O-])ccc1Br
性质
化学式 C7H4BrNO3
摩尔质量 230.02 g·mol⁻¹
熔点 105—107 °C(378—380 K)[1]
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

2-溴-5-硝基苯甲醛是一种有机化合物,化学式为C7H4BrNO3。它可由2-溴-5-硝基苯甲醇吡啶氯铬酸盐二氯甲烷中的氧化反应制得;[2]混酸在0 °C硝化2-溴苯甲醛也可以得到产物。[3]碳酸钠四(三苯基膦)钯的存在下,它可以和苯硼酸发生偶联反应,得到4-硝基联苯-2-甲醛。[4]

参考文献

  1. ^ Emmanuelle Dubost, Christine Fossey, Thomas Cailly, Sylvain Rault, Frederic Fabis. Selective ortho -Bromination of Substituted Benzaldoximes Using Pd-Catalyzed C–H Activation: Application to the Synthesis of Substituted 2-Bromobenzaldehydes. The Journal of Organic Chemistry. 2011-08-05, 76 (15): 6414–6420 [2021-05-19]. ISSN 0022-3263. doi:10.1021/jo200853j (英语). 
  2. ^ Takeo Kawabata, Changsheng Jiang, Kazuhiro Hayashi, Kazunori Tsubaki, Tomoyuki Yoshimura, Swapan Majumdar, Takahiro Sasamori, Norihiro Tokitoh. Axially Chiral Binaphthyl Surrogates with an Inner N−H−N Hydrogen Bond. Journal of the American Chemical Society. 2009-01-14, 131 (1): 54–55 [2021-05-19]. ISSN 0002-7863. doi:10.1021/ja808213r. (原始内容存档于2021-02-27) (英语). 
  3. ^ Tsuyoshi Yamada, Kwihwan Park, Takumu Tachikawa, Akiko Fujii, Matthias Rudolph, A. Stephen K. Hashmi, Hironao Sajiki. Gold-Catalyzed Cyclization of 2-Alkynylaldehyde Cyclic Acetals via Hydride Shift for the Synthesis of Indenone Derivatives. Organic Letters. 2020-03-06, 22 (5): 1883–1888 [2021-05-19]. ISSN 1523-7060. doi:10.1021/acs.orglett.0c00221 (英语). 
  4. ^ Dongyang Wang, Jing Zhao, Jun Chen, Qing Xu, Huan Li. Intramolecular Arylative Ring Opening of Donor‐Acceptor Cyclopropanes in the Presence of Triflic Acid: Synthesis of 9 H ‐Fluorenes and 9,10‐Dihydrophenanthrenes. Asian Journal of Organic Chemistry. 2019-11, 8 (11): 2032–2036 [2021-05-19]. ISSN 2193-5807. doi:10.1002/ajoc.201900523 (英语).