Sciencemadness Discussion Board

Sodium benzoate to benzoic acid

Organikum - 15-2-2007 at 12:06

Thats a question.

Any suggestions or better tried & true ways to produce halfway clean benzoic acid from sodium benzoate? Quick & dirty, purity is no big issue as the benzoic acid will be used in a dry distillation lateron (as iron salt).

Yes I know, look it up, and you are right, but I have no time, I am in the process of moving and at the new place there is no way of experimenting at all. But I got formic acid and I really would love to give the ferric benzoic & formic acid salts -> benzaldehyde a shot as I have all the equipment here (and the howto in my head) from the benzene making.

regards
/ORG

[Edited on 15-2-2007 by Organikum]

YT2095 - 15-2-2007 at 12:23

dissolve all you can in water then add HCl soln, a ppt will form, filter and wash well.

there`s your benzoic acid.

Nicodem - 15-2-2007 at 12:24

Is this a trick question? :)

Just dissolve in the minimum amount of warm water (it is well soluble, 63g/100ml at 20°C), then add one equivalent of 20% hydrochloric acid. Left standing until it cools down and vacuum filer the crystalline mass. Wash the filter cake a couple of times with cold water to remove as much NaCl as possible and air dry. There will be some contamination with NaCl but I don't think it will bother for your use.
Never did this though.

Edit: Been too late :D

[Edited on 15-2-2007 by Nicodem]

Organikum - 15-2-2007 at 13:16

Thanks.


At the moment you best regard me as the friendly retard living next door... :o

[Edited on 15-2-2007 by Organikum]

YT2095 - 15-2-2007 at 13:25

I know what it`s like moving house, the pressure sucks and you forget the most fundemental of things, yer cool ;)

garage chemist - 15-2-2007 at 13:54

The precipitate of benzoic acid is very voluminous. If the sodium benzoate solution is too concentrated the solution will solidify upon acidification, making filtration difficult.
One method is to acidify the solution while it is boiling hot and then let it cool down. This forms larger crystals.
Or just use a diluted sodium benzoate solution- the solubility of benzoic acid in cold water is very low, you won't loose too much product if the solution volume is large.

Organikum - 15-2-2007 at 19:00

Danke Herr Garage!

Now we are getting somewhere, it seems to be trickier in reality then on paper :D
What I suspected.

Yields are not so important I have a lot of sodium benzoate and it was cheap and I have to use it or move it.

/ORG

BromicAcid - 15-2-2007 at 19:17

I had no problem with suction filtration making my benzoic acid from a solution of room temperature sodium benzoate.

what to do with it

contrived - 10-3-2007 at 17:58

I have a lot of benzoic acid too. So now what? What can one do with it?

Methyl Benzoate

joeflsts - 10-3-2007 at 18:11

You could make methyl benzoate or ethyl benzoate - both nice smelling esters.

Joe

Magpie - 10-3-2007 at 20:18

I bought some sodium benzoate that someone was selling as a preservative for carp bait. I bought it for only one reason: to make benzene. Benzene is a useful precursor for many aromatic compounds.

contrived - 10-3-2007 at 22:04

so what do you do now, heat the stuff in diphenyl ether? oh there's a catalyst that needs to be there too, isn't there? seems a hard way to get benzene but after the price I last paid.. maybe this is the way to go ...

not_important - 10-3-2007 at 23:02

Quote:
Originally posted by contrived
so what do you do now, heat the stuff in diphenyl ether? oh there's a catalyst that needs to be there too, isn't there? seems a hard way to get benzene but after the price I last paid.. maybe this is the way to go ...



http://www.sciencemadness.org/talk/viewthread.php?tid=4902

http://www.sciencemadness.org/member_publications/benzene_pr...

Magpie - 11-3-2007 at 09:07

Quote:

seems a hard way to get benzene but after the price I last paid.. maybe this is the way to go ...


It is a hard way to get benzene. I have since found a source at a reasonable price so will be buying it. But Na benzoate can always serve as a backup should benzene become unavailable.