4-硝基氟苯
化合物
4-硝基氟苯是一种有机化合物,化学式为C6H4FNO2。
4-硝基氟苯 | |
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识别 | |
CAS号 | 350-46-9 |
性质 | |
化学式 | C6H4FNO2 |
摩尔质量 | 141.1 g·mol−1 |
密度 | 1.33 g·cm−3(20 °C)[1] |
熔点 | 27 °C(300 K)[1] 21 °C(294 K)[2] |
沸点 | 206—207 °C(479—480 K)[1] 205 °C(478 K)[2] |
相关物质 | |
相关化学品 | 4-硝基氯苯 4-硝基溴苯 4-硝基碘苯 2-硝基氟苯 3-硝基氟苯 |
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。 |
制备
4-硝基氟苯可由4-硝基氯苯和氟化钾在PPNCl催化下于二甲基亚砜中进行卤素交换反应制得。[3]
硝酸和三氟乙酸酐在Hβ沸石的存在下对氟苯进行硝化,可以得到4-硝基氟苯,副产物为2-硝基氟苯,占比8%,若在反应体系中另加入乙酸酐,可使邻位的副产物降至1%以下。[4]
性质
在镍催化下,氢气或硼氢化钠可将其还原为4-氟苯胺。[5][6]它和N-甲基哌嗪发生偶联反应,可以得到1-甲基-4-(4-硝基苯基)哌嗪。[7]
参考文献
- ^ 1.0 1.1 1.2 "Hazardous Substances Data Bank" data were obtained from the National Library of Medicine (US). Retrieved from SciFinder. [2021-11-24].
- ^ 2.0 2.1 "PhysProp" data were obtained from Syracuse Research Corporation of Syracuse, New York (US). Retrieved from SciFinder. [2021-11-24].
- ^ Marie-Agnès Lacour, Maria Zablocka, Carine Duhayon, Jean-Pierre Majoral, Marc Taillefer. Efficient Phosphorus Catalysts for the Halogen-Exchange (Halex) Reaction. Advanced Synthesis & Catalysis. 2008-11-14, 350 (17): 2677–2682 [2021-11-24]. doi:10.1002/adsc.200800428. (原始内容存档于2021-11-24) (英语).
- ^ Keith Smith, Tracy Gibbins, Ross W. Millar, Robert P. Claridge. A novel method for the nitration of deactivated aromatic compounds †. Journal of the Chemical Society, Perkin Transactions 1. 2000, (16): 2753–2758 [2021-11-24]. doi:10.1039/b002158j.
- ^ Qingjie Tang, Ziliang Yuan, Shiwei Jin, Kaiyue Yao, Hanmin Yang, Quan Chi, Bing Liu. Biomass-derived carbon-supported Ni catalyst: an effective heterogeneous non-noble metal catalyst for the hydrogenation of nitro compounds. Reaction Chemistry & Engineering. 2020, 5 (1): 58–65 [2021-11-24]. ISSN 2058-9883. doi:10.1039/C9RE00366E (英语).
- ^ Mahsa Niakan, Zahra Asadi. Selective Reduction of Nitroarenes Catalyzed by Sustainable and Reusable DNA-supported Nickel Nanoparticles in Water at Room Temperature. Catalysis Letters. 2019-08, 149 (8): 2234–2246 [2021-11-24]. ISSN 1011-372X. doi:10.1007/s10562-019-02741-7 (英语).
- ^ Pu Xiang, Tian Zhou, Liang Wang, Chang-Yan Sun, Jing Hu, Ying-Lan Zhao, Li Yang. Novel Benzothiazole, Benzimidazole and Benzoxazole Derivatives as Potential Antitumor Agents: Synthesis and Preliminary in Vitro Biological Evaluation. Molecules. 2012-01-17, 17 (1): 873–883 [2021-11-24]. ISSN 1420-3049. PMC 6268746 . PMID 22252503. doi:10.3390/molecules17010873. (原始内容存档于2022-03-13) (英语).