N-bromosuccinimide

Hydrolysis

Administrative data

Endpoint:

hydrolysis

Data waiving:

study technically not feasible

Justification for data waiving:

the study does not need to be conducted because the substance is readily biodegradable

other:

Justification for type of information:

Statement:
According to the guidelines, the hydrolysis as a function of pH test is performed to determine the rate of hydrolysis of the test substance as a function of pH. On the one hand, the study is applicable to chemical substances for which an analytical method with sufficient accuracy and sensitivity is available. On the other hand, the method should be also selective enough to differentiate the test item from any possible co-eluting hydrolysis products. In order to achieve that, a chromatographic method must be developed and used with suitable detection.
Based on chemical knowledge, it is expected that any hydrolysis or/of dissociation product would be at least as polar as the test item and the latter will co-elute with its hydrolysis product in reversed-phase liquid chromatography. Therefore, a more selective detection e.g. MS detection would be necessary in order to improve the selectivity and clearly differentiate the test item from its co-eluting hydrolysis products.
In project No. 504968 “Development and validation of an analytical method for the analysis of succinimide, hydrolysis product of N-BROMOSUCCINIMIDE, in M2-medium,” an attempt was made to develop a LC-MS method but it turned out to be technically not possible.
In Project No. 518395 “Development and validation of an analytical method for the analysis of N-BROMOSUCCINIMIDE, in ISO-medium,” a sensitive GC-MS method was developed and validated for analysis of N-BROMOSUCCINIMIDE. However, it was also indicated that during the injection in the conditions of high temperature, the hydrolysis product succinimide is generated. As a consequence, the detection of the test item was based on the detection of its hydrolysis product succinimide. Because the test item N-BROMOSUCCINIMIDE cannot be differentiate from its hydrolysis product succinimide, this analytical method is not suitable for supporting a hydrolysis study.
In conclusion, it is technically not possible to differentiate between N-BROMOSUCCINIMIDE and its hydrolysis product using chromatographic techniques.

A prediction of hydrolysis using HYDROWIN v2.00 (included in EPI Suite, v4.11) was not possible: "Rate constants can NOT be estimated for this structure"