Sciencemadness Discussion Board

p-Toluenesulphonic Acid to Tosyl Chloride

thebean - 22-3-2014 at 20:10

I read on the forum about preparation of TsCl from TsOH by first dehydrating the TsOH and then adding a chlorinating agent. You have to use P2O5 to dehydrate the TsOH, I don't however have a source of P2O5. Is there another way to produce TsCl from TsOH? If there is a way to directly produce methyl tosylate without TsCl I'd be interested in hearing about it as well.

[Edited on 23-3-2014 by thebean]

Chemosynthesis - 22-3-2014 at 23:50

You could use thionyl chloride, as is industrial practice according to Ullmann's. It's also useful for mesylates. Are you planning on using the Org Syn procedure for methyl tosylate?

Garage Chemist has done extensive work on amateur/home production methods of sulfurt trioxide and associated chemicals such as oleum. Not for the faint of heart, but not out of reach with proper glassware.

thebean - 23-3-2014 at 06:14

I was planning upon following the Org Syn procedure. This thread was a slightly modified procedure. I was hoping to produce a purer product but I don't have good vacuum distilling capabilities so that might be a little difficult. After reading I did notice a mention of Ullman's idea but I can't seem to find it at the moment.