Dry ice to precipitate NMT carbamate out of NP solvent for ACRB extract

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When it comes to trace NMT, like 1%, is there a problem with this method?

Is NMT-carbamate actually somewhat non-polar soluble, so low quantities don't precipitate?

Is there any way to encourage separation?

I was thinking a water wash, but what pH to dissolve the carbamate without salting DMT?

I believe neutral water would convert some DMT to carbonate, but would it be significant?

Instead of water, what about a flocculant to help sediment trace suspended carbamate oil?

 

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Is NMT-carbamate actually somewhat non-polar soluble, so low quantities don't precipitate?

I think we don't actually know. There might well be some solubility despite it being a nominally organic compound because we're looping at a relatively weak acid. I'd also draw an analogy with benzoates, although they're practically insoluble in naphtha, at least in the case of the DMT salt.

All good questions, but what springs to mind is that the carbamate should behave sufficiently differently from DMT to make chromatography a viable option. That's probably too tedious considering the dry ice treatment was supposed to make things easier.

This is also reminding me of the aspirin method, where the NMT gets acetylated. Have you seen tha, method yet?

 

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This is also reminding me of the aspirin method, where the NMT gets acetylated. Have you seen tha, method yet?

I was reading over Sister's thread last night. Looks promising. Would it be correct to think that is a more thorough method of separation?