2,4-Diaminotoluene

2,4-Diaminotoluene

Names
IUPAC name 4-Methylbenzene-1,3-diamine
Other names 2,4-Toluenediamine
Identifiers
CAS Registry Number	95-80-7
ChemSpider	6991
Jmol-3D images	Image
PubChem	7261
SMILES CC1=C(C=C(C=C1)N)N
Properties
Molecular formula	C7H10N2
Molar mass	122.17 g·mol−1
Appearance	White solid
Density	1.521 g/cm3
Melting point	97 °C (207 °F; 370 K)
Boiling point	283 °C (541 °F; 556 K)
Hazards
US health exposure limits (NIOSH):
PEL (Permissible)	none[1]
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

2,4-Diaminotoluene is an organic compound with the formula C₆H₃(NH₂)₂CH₃. It is one isomer of six with this formula. It is a white solid although commercial samples are often yellow-tan. It is prepared by hydrogenation of 2,4-dinitrotoluene using a nickel catalyst. Commercial samples often contain up to 20% of the 2,6-isomer.^[2]

It is mainly used as a precursor to toluene diisocyanate, a precursor to polyurethane.

Its reaction with benzenediazonium chloride gives the cationic azo dye Basic Orange 1. Condensation of 2,4-diaminotoluene with acetaldehyde gives the acridine dye called Basic Yellow 9.^[3]

Synthesis of C.I. Basic Yellow 9, an acridine dye.

References