Sciencemadness Discussion Board

Cyanuric chloride from cyanuric acid?

Hey Buddy - 17-1-2023 at 18:30

Is there a possible alternative other than PCl5/POCl3 to chlorinate cyanuric acid to cyanuric chloride? Something like NaOCl in NaOH solution?

draculic acid69 - 17-1-2023 at 23:05

No

draculic acid69 - 17-1-2023 at 23:16

Actually there is a very long way:

Cyanuric acid + Na2CO3--> sodium cyanate
Sodium cyanate + carbon + heat-->NaCN
NaOCl + HCL-->Cl2
Cl2+NaCN--> cyanogen chloride --> cyanuric chloride

Σldritch - 18-1-2023 at 07:42

I speculated that TCCA + 3 SCl2 = N3C3Cl3 + 3 SOCl2 (might go to SO2 also/instead) I am yet to try it. I can't recall if I made a thread on the idea so I wouldn't forget it but if I did I probably put more information there. You are free to try it, no guarantees it'll work though.

[Edited on 18-1-2023 by Σldritch]

woelen - 19-1-2023 at 06:24

Cyanuric chloride is extremely water-sensitive. It is an acyl chloride, and quickly hydrolyses to cyanuric acid and HCl in water. You need very strong agents, capable of replacing hydroxyl groups by Cl-atoms to get cyanuric chloride from cyanuric acid. Maybe SOCl2 does the job, but that also is very hard to obtain. Acetyl chloride, which is easier to obtain, most likely is not capable of making cyanuric chloride from cyanuric acid.

[Edited on 19-1-23 by woelen]