N,N'-bis(2-methylphenyl)benzene-1,4-diamine Chemical Properties

Boiling point:

420.62°C (rough estimate)

Density 

1.0223 (rough estimate)

refractive index 

1.6450 (estimate)

solubility 

DMSO: Sparingly soluble: 1-10 mg/ml

pka

2.09±0.50(Predicted)

InChI

InChI=1S/C20H20N2/c1-15-7-3-5-9-19(15)21-17-11-13-18(14-12-17)22-20-10-6-4-8-16(20)2/h3-14,21-22H,1-2H3

InChIKey

MDZBMZIJIUEQJS-UHFFFAOYSA-N

SMILES

C1(NC2=CC=CC=C2C)=CC=C(NC2=CC=CC=C2C)C=C1

EPA Substance Registry System

1,4-Benzenediamine, N,N'-bis(2-methylphenyl)- (15017-02-4)

Safety Information

TSCA 

TSCA listed

N,N'-bis(2-methylphenyl)benzene-1,4-diamine Usage And Synthesis

Uses

N,N'-Di-o-tolyl-p-phenylenediamine is a diphenylamine antioxidant that could be found in wastewater. N,N'-Di-o-tolyl-p-phenylenediamine accumulates in aquatic organisms, exhibits bioaccumulating potential, may have long-term effects on aquatic ecosystems[1].

References

[1] Zhang ZF, et al., Diphenylamine Antioxidants in wastewater influent, effluent, biosolids and landfill leachate: Contribution to environmental releases. Water Res. 2021 Feb 1;189:116602. DOI:10.1016/j.watres.2020.116602
[2] JIANQIANG ZHU. Occurrence of p-phenylenediamine antioxidants (PPDs) and PPDs-derived quinones in indoor dust.[J]. Science of the Total Environment, 2024, 912: 169325. DOI: 10.1016/j.scitotenv.2023.169325
[3] WEI WANG, ZONGWEI CAI*; Beyond Substituted p-Phenylenediamine Antioxidants: Prevalence of Their Quinone Derivatives in PM2.5[J]. Environmental Science and Technology, 2022, 56 15: 10629-10637. DOI: 10.1021/acs.est.2c02463