Sciencemadness Discussion Board

TCCA Synthesis?

Agari - 8-1-2016 at 18:56

I know that the synthesis of trichloroisocyanuric acid is a rarity here because TCCA is one of the most over-the-counter things that could be obtained. I am hoping to synthesize some TCCA,not for use as a chlorine generator,but as a proof-of concept type of procedure. My question here is (Hopefully) simple: How would one go about synthesizing TCCA? I can't find much information on synthesis besides patent 5039800,and that involves using cyanuric acid itself.
Pic related,structure of TCCA.

[Edited on 9-1-2016 by Agari]

Ozone - 8-1-2016 at 19:45

See example 1:

Agari - 8-1-2016 at 22:01

Quote: Originally posted by Ozone  
See example 1:

Thanks for the find. I see only one problem: The TCCA is prepared using one of it's salts(difficult to purchase). Is there any way to prepare TCCA "from scratch"? If not,I'll have to abandon this and instead go for the Cyanuric acid-->TCCA route.

[Edited on 9-1-2016 by Agari]

UC235 - 8-1-2016 at 22:14

You can just buy cyanuric acid from a pool store. It may not be much cheaper than just buying the TCCA though. It tends to be residue from making TCCA so it is partially chlorinated. Boiling it with HCl outdoors and recrystallizing from (large volumes of) hot water gives a clean product

Treat with 3eq of NaOH and chlorinate the chilled solution. The product separates as a solid. The process should also work with bromine.

Mesa - 8-1-2016 at 23:14

Without read relevent literature/publicly available info, the most obvious route I'd assume to be some sort of polymerization(via halogenation? Or otherwise halogenated in a second step) to make isocyanuric acid.

[Edited on 9-1-2016 by Mesa]

Ozone - 9-1-2016 at 06:01

The way I see it, the sodium salt is made in-situ with NaOH, and DCM isn't that hard to come by.

Alternatively, TCCA is available as a swimming pool treatment chemical, e.g.