truchem2k
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Sulphonation of Hydro Quinone
Hi every buddy
I am doing the sulphonation of HydroQuinone with H2SO4 without using solvents but not getting proper sulphonation. have any synthesis root without
using solvents or any specific condition.
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Boffis
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Have you tried the reaction? If so what happened to make you think it hasn't worked?
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Nicodem
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Thread Moved
12-12-2016 at 12:16 |
truchem2k
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Thanks Boffis for interest
I had tried with H2SO4 at 48 Temp but getting hard lumps after some time. and about 3% of un sulphonated HydroQuinone reported by HPLC also find some
disulphonic product.
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Eddygp
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Quote: Originally posted by truchem2k  | Thanks Boffis for interest
I had tried with H2SO4 at 48 Temp but getting hard lumps after some time. and about 3% of un sulphonated HydroQuinone reported by HPLC also find some
disulphonic product. |
Well there you are, it's not deactivating enough so further sulfonation occurs. Since stoichiometry is not really an option, I'm not sure how I would
approach this, unless you want to do what you did, separate fractions, desulfonate and join the unsulfonated and desulfonated fractions, resulfonate,
repeat, repeat... which is tiring. In other words, reversible so not the end of the world, but still, one would rather have either a better plan or a
robot.
[Edited on 16-12-2016 by Eddygp]
there may be bugs in gfind
[ˌɛdidʒiˈpiː] IPA pronunciation for my Username |
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Tsjerk
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Maybe you can think of a system where the sulfuric acid is always the least available reagent, as in adding the sulfuric slowly to a suspension /
solution of hydroquinone, in a inert liquid.
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UC235
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Organic chemistry isn't stoichiometric. settle for modest sulfonation to exclude disulfonation, extract reaction mix with water and use NaCl or KCl to
salt out product as with the production of sodium naphthalenesulfonate detailed elsewhere on this forum for production of 2-ethoxynaphthalene.
Consider using chlorosulfonic acid instead.
[Edited on 18-12-2016 by UC235]
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