Registration Dossier
Registration Dossier
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EC number: 210-431-8 | CAS number: 615-50-9
Hydrolysis
Administrative data
Link to relevant study record(s)
Description of key information
In accordance with Section 1, subsection 1.3 of REACH Annex XI, Qualitative or Quantitative structure-activity relationship (Q)SAR)), hydrolysis as a function of pH does not need to be conducted as the substance is unlikely to undergo hydrolysis. Aromatic amines are resistant to hydrolysis.
Key value for chemical safety assessment
Additional information
Aromatic amines are resistant to hydrolysis (Harris, 1990; Solomons, 1980). Hydrolysis reactions are typically nucleophilic addition or substitutions reactions whereby water acts as the nucleophile and the substance as the electrophile. Amines typically react either as bases or as nucleophiles in alkylation/acylation reactions. The substance is an aromatic amine and cannot behave as an electrophile unless it is metabolically activated. It ionises in water rather than covalently reacts with water. This is further supported by the lack of aromatic amine functional groups or fragments in HYDROWIN 2.0 (EPISuite, US EPA 2008) and by the probable absence of enzymatic hydrolysis reactions (Catalogic 5.10.7, LMC 2009). Based on an understanding of the chemistry of this substance and the existing structure-activity relationships available within the expert systems cited, hydrolysis is not expected to be a relevant degradation mechanism for this substance.
On 2004, the hydrolytic stability of 2-methyl-p-phenylenediamine sulfate was determined according to OECD-Guideline 111. The study was conducted with a test substance concentration of 5 mg/L in buffer solutions of pH 4, 7, and 9 at temperatures of 20, 30, and 50 degrees C. The test substance was found to degradate at pH 4, 7, and 9, at 20, 30, and 50 degrees C. The test substance was considered as hydrolytically unstable.
Based on the structure of this substance and today’s understanding of this class of chemicals, aromatic amines are resistant to hydrolysis. Therefore, the reaction rate constants do not reflect hydrolysis but an oxidative reaction.
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