m-Phenylenediamine

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m-Phenylenediamine
M-phenylenediamine.png
M-Phenylenediamine Ball and Stick.png
M-Phenylenediamine Space Fill.png
Names
Preferred IUPAC name
Benzene-1,3-diamine
Other names
1,3-Diaminobenzene
MPD
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.003.259
UNII
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)
-70.53·10−6 cm3/mol
Hazards
R-phrases (outdated) R23/24/25 R36/37/38 R40 R42/43
S-phrases (outdated) S22 S26 S36 S37 S39 S45
560 °C (1,040 °F; 833 K)
Except where otherwise noted, data are 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[edit]

m-Phenylenediamine is produced by hydrogenation of 1,3-dinitrobenzene. The dinitrobenzene is prepared by dinitration of benzene.[1]

Applications[edit]

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[edit]

  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; Maresch, Gerhard; Bimczok, Rudolf (2006), "Hair Preparations", Ullmann's Encyclopedia of Industrial Chemistry, doi:10.1002/14356007.a12_571.pub2, ISBN 3527306730