I have some issues with this nitrosamine, i think that it converts to clonixin, besause when i infuse, it has the same m/z parents and daughters than clonixin, and when y run the two standards separately, they have the sane retentión time. Anyone have some experiencia working with this nitrosamine? The n-nitrosoclonixin is degradating? Is the first time that this happen to me working with nitrosamines. Thank you!!
Pd: excuse me for my english
Clonixin is an ideal candidate for the Fischer-Hepp rearrangement reaction where the N-Nitroso compound can be converted to its C-Nitroso analogue. Having said that, N-Nitroso compounds are typically stable and denitrosation does not happen readily.
Probably, you have to ensure that the standard you are using is well characterized and is indeed N-Nitroso Clonixin.
Hope this helps.
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i agree with Muzaffar…in addition i would add that the secondary amine in this molecule is anticipated to be a very weak nucleophile as its nitrogen is in an extensive resonance with the aromatic ring and the carboxylic group on this ring.
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I fully agree with your views on the nucleophilicity of the secondary amine. Both the aromatic rings are attached to electron withdrawing groups which would further strengthen the resonance of lone pair of N electrons with the aromatic rings. And not to forget the stearic hinderance.
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