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==Production== ==Production==
''m''-Phenylenediamine is produced by hydrogenation of 1,3-dinitrobenzene. The dinitrobenzene is prepared by di] of benzene.<ref name=Ullmann>Robert A. Smiley “Phenylene- and Toluenediamines” in Ullmann's Encyclopedia of Industrial Chemistry 2002, Wiley-VCH, Weinheim. {{DOI|10.1002/14356007.a19_405}}</ref> ''m''-Phenylenediamine is produced by hydrogenation of 1,3-dinitrobenzene. The dinitrobenzene is prepared by di] of benzene.<ref name=Ullmann>{{Citation|doi=10.1002/14356007.a19_405|chapter=Phenylene- and Toluenediamines|title=Ullmann's Encyclopedia of Industrial Chemistry|year=2000|last1=Smiley|first1=Robert A.|isbn=3527306730}}</ref>


==Applications== ==Applications==
''m''-Phenylenediamine is used in the preparation various ]s including ] fibers, ]s, wire enamel coatings and polyurea ]s. 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 ''m''-Phenylenediamine is used in the preparation various ]s including ] fibers, ]s, wire enamel coatings and polyurea ]s. 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.<ref>Thomas Clausen et al. “Hair Preparations” in Ullmann’s Encyclopedia of Industrial Chemistry. Wiley-VCH, Weinheim (2006). {{DOI|10.1002/14356007.a12_571.pub2}}</ref> 2, Direct Black 38, and Developed Black BH In hair-dying, ''m''-phenylenediamine is a "coupling agent", used to produce blue colors.<ref>{{Citation|doi=10.1002/14356007.a12_571.pub2|chapter=Hair Preparations|title=Ullmann's Encyclopedia of Industrial Chemistry|year=2006|last1=Clausen|first1=Thomas|last2=Schwan-Jonczyk|first2=Annette|last3=Lang|first3=Günther|last4=Schuh|first4=Werner|last5=Liebscher|first5=Klaus Dieter|last6=Springob|first6=Christian|last7=Franzke|first7=Michael|last8=Balzer|first8=Wolfgang|last9=Imhoff|first9=Sonja|isbn=3527306730}}</ref>


==References== ==References==

Revision as of 22:21, 15 February 2013

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. Smiley, Robert A. (2000), "Phenylene- and Toluenediamines", Ullmann's Encyclopedia of Industrial Chemistry, doi:10.1002/14356007.a19_405, ISBN 3527306730
  2. Clausen, Thomas; Schwan-Jonczyk, Annette; Lang, Günther; Schuh, Werner; Liebscher, Klaus Dieter; Springob, Christian; Franzke, Michael; Balzer, Wolfgang; Imhoff, Sonja (2006), "Hair Preparations", Ullmann's Encyclopedia of Industrial Chemistry, doi:10.1002/14356007.a12_571.pub2, ISBN 3527306730


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