Chemistry:4-Fluoronitrobenzene
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Names | |
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Other names
1-fluoro-4-nitrobenzene, 1-nitro-4-fluorobenzene
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Identifiers | |
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Properties | |
C6H4FNO2 | |
Molar mass | 141.101 g·mol−1 |
Appearance | yellow solid, melting near room temperature |
Density | 1.340 g/cm3 |
Melting point | 22–24 °C (72–75 °F; 295–297 K) |
Boiling point | 206 °C (403 °F; 479 K) |
Hazards | |
GHS pictograms | |
GHS Signal word | Danger |
H301, H302, H312, H317, H331, H373, H412 | |
P260, P261, P264, P270, P271, P272, P273, P280, P301+316Script error: No such module "Preview warning".Category:GHS errors, P301+317Script error: No such module "Preview warning".Category:GHS errors, P302+352, P304+340, P316Script error: No such module "Preview warning".Category:GHS errors, P317Script error: No such module "Preview warning".Category:GHS errors, P319Script error: No such module "Preview warning".Category:GHS errors, P321, P330, P333+313, P362+364Script error: No such module "Preview warning".Category:GHS errors, P403+233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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Tracking categories (test):
4-Fluoronitrobenzene is an organic compound with the formula FC6H4NO2. It is one of three isomeric fluoronitrobenzenes.[2] A yellow oil, it is prepared from 4-nitrochlorobenzene using the Halex process:
- O
2NC
6H
4Cl + KF → O
2NC
6H
4F + KCl
4-Fluoronitrobenzene can be hydrogenated to give 4-fluoroaniline,[3] which is a precursor to the fungicide fluoroimide.
Owing to the presence of the electron withdrawing nitro group, the fluoride is a good leaving group in fluoronitrobenzenes. Thus reaction with phenoxide gives the mononitrodiphenylether.[4]
References
- ↑ "1-Fluoro-4-nitrobenzene" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/9590#section=Safety-and-Hazards.
- ↑ Gerald Booth, "Nitro Compounds, Aromatic" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH: Weinheim, 2005. doi:10.1002/14356007.a17_411
- ↑ Jagadeesh, Rajenahally V.; Surkus, Annette-Enrica; Junge, Henrik; Pohl, Marga-Martina; Radnik, Jörg; Rabeah, Jabor; Huan, Heming; Schünemann, Volker et al. (2013). "Nanoscale Fe2O3-Based Catalysts for Selective Hydrogenation of Nitroarenes to Anilines". Science 342 (6162): 1073–1076. doi:10.1126/science.1242005. PMID 24288327. Bibcode: 2013Sci...342.1073J.
- ↑ Brewster, Ray Q.; Groening, Theodore (1934). "p-Nitrodiphenyl Ether". Organic Syntheses 14: 66. doi:10.15227/orgsyn.014.0066.
Original source: https://en.wikipedia.org/wiki/4-Fluoronitrobenzene.
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