3-Nitroaniline
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| Names
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| Preferred IUPAC name
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| Systematic IUPAC name
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| Other names
meta-Nitroaniline
m-Nitroaniline
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| Identifiers
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| ChEMBL
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| ChemSpider
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| ECHA InfoCard
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100.002.481 
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| EC Number
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| RTECS number
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| UNII
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| UN number
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1661
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InChI=1S/C6H6N2O2/c7-5-2-1-3-6(4-5)8(9)10/h1-4H,7H2  YKey: XJCVRTZCHMZPBD-UHFFFAOYSA-N YInChI=1/C6H6N2O2/c7-5-2-1-3-6(4-5)8(9)10/h1-4H,7H2 Key: XJCVRTZCHMZPBD-UHFFFAOYAY
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| Properties
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C6H6N2O2
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| Molar mass
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138.126 g·mol−1
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| Appearance
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Yellow solid
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| Density
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0.9011
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| Melting point
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114 °C (237 °F; 387 K)
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| Boiling point
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306 °C (583 °F; 579 K)
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0.1 g/100 ml (20 °C)
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| Acidity (pKa)
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2.47
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-70.09·10−6 cm3/mol
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| Hazards
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| GHS labelling:
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Danger
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H301, H311, H331, H373, H412
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P260, P261, P264, P270, P271, P273, P280, P301+P310, P302+P352, P304+P340, P311, P312, P314, P321, P322, P330, P361, P363, P403+P233, P405, P501
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| Related compounds
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Related compounds
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2-Nitroaniline, 4-Nitroaniline
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Chemical compound
3-Nitroaniline is an organic compound with the formula H2NC6H4NO2. A yellow solid, it is a derivative of aniline, carrying a nitro functional group in position 3. It is an isomer of 2-nitroaniline and 4-nitroaniline. It is used as a precursor to dyes.[1]
Synthesis and applications
![]()
Structure of disperse yellow 5, a disperse dye derived from 3-nitroaniline.
3-Nitroaniline is produced on a commercial scale by reduction of 1,3-dinitrobenzene with hydrogen sulfide,[1] or sodium sulfide (a Zinin reaction).
It is used as a chemical intermediate for azo coupling component and the dyes disperse yellow 5 and acid blue 29.
References
