Chisholm
Hazard to Self
Posts: 62
Registered: 2-4-2017
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Mood: No Mood
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Mannich reactions with sulfur
So I'm studying condensation reactions such as the formation of hexamine, and have come across an interesting subclass wherein one or more of the
nitrogen atoms is replaced with a heteroatom or heteroatom-based substituent group.
Instead of a 3:2 molar ratio of formaldehyde to ammonia, a 2:1 molar ratio of formaldehyde to sulfamide—
H2N-SO2-NH2 —produces this condensation product:
This condensation takes place in acidic conditions rather than alkaline; I'm under the impression that alkaline conditions result in a long polymer
rather than a cage.
Unlike sulfamic acid, however, sulfamide isn't readily available to the amateur, and the standard preparation method (mixing sulfuryl chloride and
anhydrous ammonia) is beyond the reach of amateurs.
Would it be possible to, say, combine sodium sulfite, an acidic ammonium salt (such as the hydrochloride), and 37% formaldehyde to generate this
compound in one pot?
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Cryolite.
Hazard to Others
Posts: 269
Registered: 28-6-2016
Location: CA
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That compound is a violent toxin, a couple orders of magnitude more toxic than cyanide...
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Metacelsus
International Hazard
Posts: 2531
Registered: 26-12-2012
Location: Boston, MA
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Mood: Double, double, toil and trouble
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Really, making that compound is a bad idea. Don't say you haven't been warned.
In any case, I would expect formaldehyde + ammonium chloride + a sulfite salt to produce mostly hexamine. I can't think of any plausible mechanism for
the sulfite to become involved.
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Ozone
International Hazard
Posts: 1269
Registered: 28-7-2005
Location: Good Olde USA
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Mood: Integrated
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Yeah, TETS. I would recommend avoiding it. See the "no antidote" part.
https://en.wikipedia.org/wiki/Tetramethylenedisulfotetramine
O3
-Anyone who never made a mistake never tried anything new.
--Albert Einstein
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