4-硝基氟苯

4-硝基氟苯
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）
熔点	27 °C（300 K）; 21 °C（294 K）
沸点	206—207 °C（479—480 K）; 205 °C（478 K）
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。

4-硝基氟苯是一种有机化合物，化学式为C₆H₄FNO₂。

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4-硝基氟苯可由4-硝基氯苯和氟化钾在PPNCl（英语：Bis(triphenylphosphine)iminium chloride）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]
"Hazardous Substances Data Bank" data were obtained from the National Library of Medicine (US). Retrieved from SciFinder. [2021-11-24].
[2]
"PhysProp" data were obtained from Syracuse Research Corporation of Syracuse, New York (US). Retrieved from SciFinder. [2021-11-24].
[3]
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）.
[4]
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.
[5]
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）.
[6]
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）.
[7]
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）.

[nlm-1] [1]
"Hazardous Substances Data Bank" data were obtained from the National Library of Medicine (US). Retrieved from SciFinder. [2021-11-24].

[src-2] [2]
"PhysProp" data were obtained from Syracuse Research Corporation of Syracuse, New York (US). Retrieved from SciFinder. [2021-11-24].

[3] [3]
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）.

[4] [4]
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.

[5] [5]
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）.

[6] [6]
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）.

[7] [7]
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）.

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