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EC number: 202-908-4 | CAS number: 101-02-0
The study was performed on triphenyl phosphite (TPP) based on procedures in the OECD Guideline for the Testing of Chemicals, 111, Hydrolysis as a Function of pH. The study was conducted to evaluate the rate of hydrolysis of the test substance in aqueous media in the pH range of 4 to 9 at 20 °C and at 12 °C for pH 7. The experimental conditions were established based on previous non-GLP range-finding experiments.
TPP was shown to hydrolyse to form phenol in sterile buffer solutions containing silica gel to facilitate dispersion of the test substance. Under acidic pH 4.09 at 20 ºC, TPP was partially hydrolysed with a maximum phenol yield of 43.4 mol%. In contrast, a maximum phenol yield of 78.0 mol% was observed under neutral pH 7.05 at 20 ºC and under pH 7.03 at 12 ºC. A maximum phenol yield of 84.1 mol% was observed under alkaline pH 8.99 at 20 ºC. In none of the studies was there any evidence of other intermediates (i.e. monophenyl or diphenyl phosphite).
The rate constants of TPP hydrolysis to form phenol was pH dependent, with the highest rate of 1.6045 hour-1 occurring at pH 8.99 and lowest rate of 0.0316 hour-1 occurring at pH 4.09. The rate constant for the treatment pH 7.05 at 20 ºC was estimated to be 0.1065 hour-1. At 20 °C, the estimated DT50 of TPP in sterile buffer solutions was 21.9, 6.5, and 0.43 hours, respectively for pH 4.09, 7.05, and 8.99. At 12 °C, the estimated DT50 of TPP in sterile buffer solution for pH 7.03 was 14.7 hours, which is about 2-fold longer than that at 20 ºC. Virtually no TPP in silica gel was hydrolysed to form phenol in anhydrous ACN over 168 hours of incubation at 20 ºC.
The study results indicate that TPP can be rapidly hydrolysed to phenol under different pH and temperature conditions if the test substance is available for hydrolytic reactions.
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