respect endo1, i like it !
i hope your recipe will find its way on rhodiums compilation:
https://www.thevespiary.org/rhodium/Rhodium/chemistry/halosafrole.txt (https://www.thevespiary.org/rhodium/Rhodium/chemistry/halosafrole.txt)
> Attempts have been made to use homemade HBr in GAA
how did you made HBr in GAA ?
None (http://www.3base.i-p.com/safrole.plants/)
(http://www.3base.i-p.com/safrole.plants/)
> it is quite a bit darker than the tech grade
and has a red color to it.
the red color indicates Br2, that easily adds to the
double-bond of safrole forming the dibromide and
eventually also brominates in a minior side-reaction
the aromatic ring.
to destroy the Br2 in the homemade HBr/GAA, i suggest
to add some vanillin, that probably under these conditions
will bind the bromine and retransform one half of it
back to the desired HBr:
vanillin + Br2 --> 5-Br-vanillin + HBr
see also None (https://www.thevespiary.org/rhodium/Rhodium/chemistry/mmda.mescaline.html)
(https://www.thevespiary.org/rhodium/Rhodium/chemistry/mmda.mescaline.html)
there's also a good chance to destroy the bromine simply
with a bit vitamin C (ascorbic acid). ;)
see AscorbicAcidTitration (http://www.cofc.edu/~kinard/221LCHEM/AscorbicAcidTitration.PDF)
(http://www.cofc.edu/~kinard/221LCHEM/AscorbicAcidTitration.PDF) :
AscAcid + Br2 --> DehydroAscAcid + 2Br(-) + 2H(+)
but i don't know if ascorbic acid is soluble in HBr/GAA,
and it could also happen that the excess HBr adds to
the double-bond of the ascorbic acid before the Br2 does.
and especially at an elevated temp the HBr could brominate
the OH-groups of the ascorbic acid.
but nevertheless it should be worth a try.
since both suggestions are just theoretical and NOT tested,
i recomend first to make some tests in a test tube.
I thought we had agreed upon that HBr/AcOH doesn't work?
Post 22772 (https://www.thevespiary.org/talk/index.php?topic=12531.msg2277200#msg2277200)
(Osmium: "Bromosafrole breakthrough?", Serious Chemistry)
I'm not fat just horizontally disproportionate.
I thought we had agreed upon that HBr/AcOH doesn't work?
Apparently, there are still some who disagree:
Post 294894 (https://www.thevespiary.org/talk/index.php?topic=6833.msg29489400#msg29489400)
(hsark: "bromo distillation", Chemistry Discourse), Fester (who gave SW the idea for the above procedure. Here's a clip from Festers book which Ritter apparently likes:Post 243297 (https://www.thevespiary.org/talk/index.php?topic=9676.msg24329700#msg24329700)
(foxy2: "Re: Notes on bromination of safrole", Methods Discourse), Post 243301 (https://www.thevespiary.org/talk/index.php?topic=9676.msg24330100#msg24330100)
(Ritter: "Re: Notes on bromination of safrole", Methods Discourse)), Strike and of course SW and his happy bromosafrole to name a few.