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{{chembox {{chembox
| Name = ''m''-Phenylenediamine | Name = ''m''-Phenylenediamine
| verifiedrevid = 414694472 | verifiedrevid = 443928316
| ImageFile = m-phenylenediamine.png | ImageFile = m-phenylenediamine.png
| ImageSize = | ImageSize =
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| CASNo = 108-45-2 | CASNo = 108-45-2
| PubChem = | PubChem =
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = OE624J2447 | UNII = OE624J2447
| SMILES = Nc1cc(N)ccc1 | SMILES = Nc1cc(N)ccc1
}} }}

Revision as of 20:23, 9 August 2011

m-Phenylenediamine
Names
IUPAC name 1,3-diaminobenzene
Other names MPD
Identifiers
CAS Number
3D model (JSmol)
ECHA InfoCard 100.003.259 Edit this at Wikidata
UNII
CompTox Dashboard (EPA)
SMILES
  • Nc1cc(N)ccc1
Properties
Chemical formula C6H8N2
Molar mass 108.1
Appearance White solid
Melting point 64 - 66 °C
Boiling point 282 - 284 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

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.

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.

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


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