''m''-Phenylenediamine

m-Phenylenediamine

Names
Preferred IUPAC name Benzene-1,3-diamine
Other names 1,3-Diaminobenzene MPD
Identifiers
CAS Number	108-45-2 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:8092 N
ChemSpider	13836283 N
ECHA InfoCard	100.003.259
UNII	OE624J2447 Y
InChI InChI=1S/C6H8N2/c7-5-2-1-3-6(8)4-5/h1-4H,7-8H2 N Key: WZCQRUWWHSTZEM-UHFFFAOYSA-N N InChI=1/C6H8N2/c7-5-2-1-3-6(8)4-5/h1-4H,7-8H2 Key: WZCQRUWWHSTZEM-UHFFFAOYAM
SMILES c1cc(cc(c1)N)N
Properties
Chemical formula	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)
Solubility in water	42.9 g/100 ml (20 °C)
Magnetic susceptibility (χ)	-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R-phrases (outdated)	R23/24/25 R36/37/38 R40 R42/43
S-phrases (outdated)	S22 S26 S36 S37 S39 S45
Autoignition temperature	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).
N verify (what is YN ?)
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