Was it just refluxed or was it brought to a full boil?
Was the IPA 91% not 70?
Did the hydro flakes seem to represent goldish flakes as the solution heated up? And did it thicken?
The IPA was 91%, and the solution thickened also (that i meant with gained viscosity). I´m not sure if the hydro changed colour during the heating up, because the solution was very dark from the iodine, so it was hard to see anything.
This is catchin my eye : All de Hydrchinone dissolved during the addition.
This is making swim wonder whether your hydro is good? Or maybe not the right kind? Make sure your CAS# is 123-31-9 and its C6H6O2.
my Hydrochinone is in p.a. quality, but its a few years old. But it is a very stable substance, so that shouldn´t matter. Maybe my waterbath was a bit to hot during the addiotion, so all the hydro dissolved...
The solution crystallized out overnight in the freezer - but the crystals were deep red, nearly black instead of yellow... so swim warmed the solution up again to get everything dissolved, and hopefully now the benzo crystallizes out in the ice bath! 8)
this leads swim to believe that the mid-reaction product that is precipitating out is quinhydrone, which must be nearly insoluble in hot ipa/h2o. did you notice this occurance mid-reaction? because if you didn't, then you fucked something up somewhere.
I couldnt see anything seperation out at the mioddle of the reaction... the solution was very dark, and it was sitting in an non-glass waterbath, so seeing anything during the rnx was nnearly impossible
::)
is the solution homogeneous, or is it a sludge mixture? also, the fact that nothing precipitated out of your freezer cold solution leads swim to believe that you may not have had hydroquinone. in that reaction contents should either be hydroquinone, benzoquinone, quinhydrone, or perhaps also a hydro-benzo intermediate since the hydro must be oxidized twice. with the exception of the last, swim is positive that each have veeeery little solubility in cold ipa/h2o.
The solution was homogenous, but of high viscosity (thick), and blood red/black in colour. Swim is sure that his has had hydrochinone.. also in my first reaction try (with too old H2O2) he got to the quinhydrone stage... what is also a sign that the hydrochinone should be ok :)
So thanks for the help...
Hopefully swim will get good results with this reaction!
xicori
J. Org. Chem. 54, 728-731 (1989) (https://www.thevespiary.org/rhodium/Rhodium/pdf/hydroquinone2benzoquinone.h2o2-i2.pdf)
(https://www.thevespiary.org/rhodium/Rhodium/pdf/hydroquinone2benzoquinone.h2o2-i2.pdf)