2,5-Cyclohexadiene-1,4-dione, 2,5-bis[(2-methylphenyl)amino]-

Product Name2,5-Cyclohexadiene-1,4-dione, 2,5-bis[(2-methylphenyl)amino]-
CAS252950-56-4
MFC20H18N2O2
MW318.37
EINECS
MOL File252950-56-4.mol

Chemical Properties

Boiling point	482.6±45.0 °C(Predicted)
Density	1.302±0.06 g/cm3(Predicted)
solubility	DMSO: Slightly soluble: 0.1-1mg/ml Ethanol: Slightly soluble: 0.1-1mg/mlPBS (pH 7.2): Slightly soluble: 0.1-1mg/ml
pka	-1+-.0.20(Predicted)
form	Solid
color	Yellow to brown

Usage And Synthesis

Uses

DTPD-Q is the transformation products (TATPs) of tire additives N,N′-diphenyl-p-phenylenediamine (DTPD). DTPD-Q accumulates and rises the ecological risk in the environment[1].

References

[1] Wei LN, et al., First Evidence of the Bioaccumulation and Trophic Transfer of Tire Additives and Their Transformation Products in an Estuarine Food Web. Environ Sci Technol. 2024 Apr 9;58(14):6370-6380. DOI:10.1021/acs.est.3c10248
[2] KYLIE A. MACGREGOR . Development of quinone analogues as dynamin GTPase inhibitors[J]. European Journal of Medicinal Chemistry, 2014, 85: Pages 191-206. DOI: 10.1016/j.ejmech.2014.06.070
[3] WEI WANG . Toxicity of substituted p-phenylenediamine antioxidants and their derived novel quinones on aquatic bacterium: Acute effects and mechanistic insights[J]. Journal of Hazardous Materials, 2024, 469: Article 133900. DOI: 10.1016/j.jhazmat.2024.133900
[4] WANG Y, LIANG G, CHAO J, et al. Comparison of Intestinal toxicity in enhancing intestinal permeability and in causing ROS production of six PPD quinones in Caenorhabditis elegans.[J]. The Science of the total environment, 2024, 495 1: 172306. DOI: 10.1016/j.scitotenv.2024.172306
[5] GUODONG CAO. New Evidence of Rubber-Derived Quinones in Water, Air, and Soil[J]. Environmental Science and Technology, 2022, 56 7: 4142-4150. DOI: 10.1021/acs.est.1c07376
[6] 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
[7] HAOQI NINA ZHAO, EDWARD P. KOLODZIEJ* Screening p-Phenylenediamine Antioxidants, Their Transformation Products, and Industrial Chemical Additives in Crumb Rubber and Elastomeric Consumer Products[J]. Environmental Science and Technology, 2023, 57 7: 2779-2791. DOI: 10.1021/acs.est.2c07014

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