Mephisto
Chemicus Diabolicus
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Good Read: Trichloroisocyanuric Acid - A Safe and Efficient Oxidant
TCCA (Trichloroisocyanuric Acid) will play a more important role for (clandestine-) chemists as reagent for different chemical reactions. Mainly for
oxidation (e.g. Benzyl Alcohol to Benzaldehyde) and chlorination. The publication "Trichloroisocyanuric Acid: A Safe and Efficient Oxidant"
(Organic Process Research & Development 2002, 6, 384-393) gives a good review about the versatile use and possibilities of TCCA.
IMHO a must-read.
Attachment: Trichloroisocyanuric Acid - A Safe and Efficient Oxidant.pdf (148kB)
This file has been downloaded 4018 times
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chloric1
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THANKS
Hey thanks alot dude! I could imagine that recycling the TCCA would be an interesting endeavor for the intrepid experimenter!
Fellow molecular manipulator
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chloric1
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oH yea
One more thing, that article eludes to preparing acid chlorides and alkyl chlorides with TCCA and triphenylphosphine as a reducing agent. the
cheapest source of triphenylphosphine is $124 for 1 KG and I am not confident this company would sell to me. I was wondering if anyone knew of a suitable reducing agent that could be substituted? May a sulfide?
Fellow molecular manipulator
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tina_craig
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Is the above PDF still available, I couldn't get it to download.
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skippy
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Interesting idea, chloric1. I've thought about that myself. Im guessing you could electrolyze a salt solution and bubble the chlorine into a
cyanuric acid slurry. Then dry the slurry and you have alot of TCCA. If the process is easy, it might even be worth it because you could get lots of
alkaline hydroxides for your trouble too. It could be fun. 
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chloric1
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DMF
Tina_I downloaded the files just 2 days ago. Persistance is always the rule as for me anyways.
I realized that after further digging I found out that a imidium salt is formed from TCCA and Dimethyl formamide. THis in turn chlorinates alcohols
to their respective chlorides. I will post the article when I can remember where I saved it to and what title I saved as..
DMF can be found with a little effort. There is a supplier in California called High Valley that specifically says they sell to hobbyist. They have
a whopping 4L of DMF for $62 plus shipping! Here is the link if you want to check it out.HIgh valley Chemical
[Edited on 5/18/2005 by chloric1]
[Edited on 5/18/2005 by chloric1]
Fellow molecular manipulator
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Organikum
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I have uploaded the folder of my harddisk which contains references on TCCA and hypochlorite reactions and some ratio calculations. It´s to large for
an attachment so it´s on rapidshare as .rar file.
Download here
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Nicodem
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Organikum, thanks a lot sincerely. There were a few papers I did not have and some of them are really good. The least I can do to thank you is to
return the favor by adding the difference from my hard disk:
http://www.sciencemadness.org/scipics/TCICA.rar
Hmm, I hope I did not do something wrong by putting the RAR file on the pics server? But I can't make the attachement function to work
anyway...
…there is a human touch of the cultist “believer” in every theorist that he must struggle against as being
unworthy of the scientist. Some of the greatest men of science have publicly repudiated a theory which earlier they hotly defended. In this lies their
scientific temper, not in the scientific defense of the theory. - Weston La Barre (Ghost Dance, 1972)
Read the The ScienceMadness Guidelines!
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evil_lurker
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Many thanks Organikum. 
Lots of nifty info... Personally I like the "Clorine Gas On Demand" using TCCA and Salt coupled with vacuum.
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Organikum
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I have to thank YOU Nicodem, a convenient preparation of alpha-chloropropanoic acid is something I was after for quite some time! Mille Gracia! 
And I would bet Polverone will like the acetic acid chlorination!
/ORG
PS: TCCA_und_hypochlorites.rar and TClCA.rar are on the ftp now.
[Edited on 19-5-2005 by Organikum]
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chloric1
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Another striking oxidation with TCCA
Hey I came across this article on cleavage and oxidation of ethers with TCCA. Apparantly they also realized that Benzyl alcohol can be oxidized only
to the aldehyde! SWEET!
By the way, I cannot seem to get *.rar files to work on my PC, what do I need to view these?
[Edited on 5/20/2005 by chloric1]
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chloric1
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I guess it would be nice if I attached the pdf file.
Attachment: Direct conversion of ethers to esters by trichloroisocyanuric acid.pdf (95kB)
This file has been downloaded 2491 times
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Organikum
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| Quote: |
By the way, I cannot seem to get *.rar files to work on my PC, what do I need to view these?
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Any packer which can handle .rar files will do. Like WinRar or a thousand freeware or shareware programs. Usually those which can handle .zip files
can also handle .rar files.
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garage chemist
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A question: does one mol of TCCA produce 3 mol of Cl2, or only 2 mol? In your Chlorine recipe, you wrote that 500g (2 moles of the 92% OTC stuff) of
TCCA with 7-8mol HCl give nearly 6 mol of Cl2.
But in your calculations here, you stated that only 2 mol Cl2 are produced per mol TCCA.
What's right now?
(My question in the "Chlorine" thread seemed to have gone unnoticed, so I'm asking it here again)
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Organikum
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1 mol TCCA + 3 mol HCl = 3 mol Cl2
My calculations in the file were actually not for publication, they may be wrong.
/ORG
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chloric1
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Thank you
Thank you Organikum for you help. i downloaded the Wnrar and I can see everything now! I must confess, I never heard of rar files until I started using this forum.
Fellow molecular manipulator
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