m-Phenylenediamine

m-Phenylenediamine
Identifiers
CAS number 108-45-2 Y
UNII OE624J2447 Y
Jmol-3D images Image 1
Properties
Molecular formula C6H8N2
Molar mass 108.1
Appearance White solid
Melting point

64 - 66 °C

Boiling point

282 - 284 °C

Hazards
R-phrases R23 R24 R25 R36 R37 R38 R40 R42 R43
S-phrases S22 S26 S36 S37 S39 S45
Autoignition
temperature
560 °C
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
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

  1. ^ Robert A. Smiley “Phenylene- and Toluenediamines” in Ullmann's Encyclopedia of Industrial Chemistry 2002, Wiley-VCH, Weinheim. doi:10.1002/14356007.a19_405
  2. ^ Thomas Clausen et al. “Hair Preparations” in Ullmann’s Encyclopedia of Industrial Chemistry. Wiley-VCH, Weinheim (2006). doi:10.1002/14356007.a12_571.pub2