m-Phenylenediamine
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Names | |
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IUPAC name
1,3-diaminobenzene | |
Other names
MPD | |
Identifiers | |
108-45-2 ![]() | |
ChEBI | CHEBI:8092 ![]() |
ChemSpider | 13836283 ![]() |
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Jmol-3D images | Image |
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UNII | OE624J2447 ![]() |
Properties | |
C6H8N2 | |
Molar mass | 108.1 |
Appearance | White solid |
Melting point | 64 to 66 °C (147 to 151 °F; 337 to 339 K) |
Boiling point | 282 to 284 °C (540 to 543 °F; 555 to 557 K) |
42.9 g/100 ml (20 °C) | |
Hazards | |
R-phrases | R23/24/25 R36/37/38 R40 R42/43 |
S-phrases | S22 S26 S36 S37 S39 S45 |
560 °C (1,040 °F; 833 K) | |
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa) | |
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Infobox references | |
m-Phenylenediamine, also called 1,3-diaminobenzene, is an organic compound with the formula C6H4(NH2)2. It is an isomer of o-phenylenediamine and p-phenylenediamine. It is a colourless solid.
Production
m-Phenylenediamine is produced by hydrogenation of 1,3-dinitrobenzene. The dinitrobenzene is prepared by dinitration of benzene.[1]
Applications
m-Phenylenediamine is used in the preparation various polymers including aramid fibers, epoxy resins, wire enamel coatings and polyurea elastomers. Other uses for m-phenylenediamine include as an accelerator for adhesive resins, and as a component of dyes for leather and textiles.Basic Brown 1 (Bismarck Brown), Basic Orange 2, Direct Black 38, and Developed Black BH In hair-dying, m-phenylenediamine is a "coupling agent", used to produce blue colors.[2]
References
- ↑ Smiley, Robert A. (2000), "Phenylene- and Toluenediamines", Ullmann's Encyclopedia of Industrial Chemistry, doi:10.1002/14356007.a19_405, ISBN 3527306730
- ↑ Clausen, Thomas; Schwan-Jonczyk, Annette; Lang, Günther; Schuh, Werner; Liebscher, Klaus Dieter; Springob, Christian; Franzke, Michael; Balzer, Wolfgang; Imhoff, Sonja; Maresch, Gerhard; Bimczok, Rudolf (2006), "Hair Preparations", Ullmann's Encyclopedia of Industrial Chemistry, doi:10.1002/14356007.a12_571.pub2, ISBN 3527306730