A substituted phenylenediamine and tire rubber antioxidant
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N-Phenyl-N'-(2-methylphenyl)-p-phenylenediamine

Item No. 45331

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N1-(2-methylphenyl)-N4-phenyl-1,4-benzenediamine
CAS Number
27173-16-6
Synonyms
  • N-o-Tolyl-N’-phenyl-p-phenylenediamine
  • N-Phenyl-N’-(o-tolyl)-p-phenylenediamine
  • PTPD
Molecular Formula
C19H18N2
Formula Weight
274.4
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble: ≥10 mg/ml
SMILES
CC1=CC=CC=C1NC(C=C2)=CC=C2NC3=CC=CC=C3
InChi Code
InChI=1S/C19H18N2/c1-15-7-5-6-10-19(15)21-18-13-11-17(12-14-18)20-16-8-3-2-4-9-16/h2-14,20-21H,1H3
InChi Key
QFTSXPJTPSOVJG-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

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    25 mg

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    Cayman Chemical
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    ENVIRONMENTAL TOXICOLOGY TOOLS & SERVICES
    Product Description

    N-Phenyl-N’-(2-methylphenyl)-p-phenylenediamine (PTPD) is a p-phenylenediamine (PPD) and component of the tire rubber antioxidant BENPAT.1 It has been found in tires, road dust, and wastewater influent, effluent, biosolids, and leachate.2,3 Formulations containing PTPD have been used as stabilizers in tires, synthetic rubber, and lubricating oils.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Klöckner, P., Seiwert, B., Wagner, S., et al. Organic markers of tire and road wear particles in sediments and soils: Transformation products of major antiozonants as promising candidates. Environ. Sci. Technol. 55(17), 11723-11732 (2021).

    2. Cao, X., Yue, T., Meng, W., et al. Nontargeted screening unveils structural diversity and environmental pervasiveness of p-phenylenediamine antioxidant-derived quinones: Evidence from end-of-life tires and road dust contamination. Environ. Sci. Technol. 59(38), 20630-20641 (2025).

    3. Zhang, Z.-F., Zhang, X., Zhang, X., et al. Diphenylamine antioxidants in wastewater influent, effluent, biosolids and landfill leachate: Contribution to environmental releases. Water Res. 189, 116602 (2021).