Sciencemadness Discussion Board

Potassium butanethiolate

gl92038 - 15-2-2012 at 08:49

Hello, I'm looking for a way to synthesise Potassium butanethiolate.
Actually I have an idea how to do this, but I'm not sure about it.
I found this synthesis
http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=cv4...
and drew this scheme. Can somebody please tell me if it's correct? :)

potassium butanethiolate.PNG - 12kB

Adas - 15-2-2012 at 09:04

Potassium bromide is most likely to be formed. I am afraid it can't work.

gl92038 - 15-2-2012 at 09:22

So, Butane thiol will be the final product?

ScienceSquirrel - 15-2-2012 at 09:54

Quote: Originally posted by gl92038  
So, Butane thiol will be the final product?


The product before adding the sulphuric acid is the ethane dithiolate in aqueous solution.

Nicodem - 15-2-2012 at 10:09

As long as you use the correct stoichiometry, you can get an aqueous solution of potassium butanethiolate, ammonia, and potassium bromide and (bi)carbonates. To obtain potassium butanethiolate you would have to isolate it somehow. However, if you use a substoichiometric amount of KOH, then you obtain a solution of S-butylisothiourea which can slowly hydrolyse in water to give n-butylthiol.

Obviously, you might need to adapt the synthesis of the n-butylisothiuronium bromide as it might not efficiently precipitate from ethanol (check the literature for its most efficient preparation).

gl92038 - 15-2-2012 at 10:55

Thank you for you replies