To a 500ml 3-Neck RBF, there was added, 5g of Vanillin, 6.2g of KI, and 100ml of MeOH. After
a bit of stirring, the vanillin had disolved, and the MeOH had a slight yellow tinge to it,
but the vast majority of the KI did not disolve.
An addition funnel was attached to the 500ml RBF, and was charged with 65ml of 6% household
Bleach. This was allowed to drip in at a rate of about 1-2 drops per 3 seconds. No cooling
was used. It was slightly exothermic, but tolerable to touch. Barely any heat at all
actually. The addition took about 20 minutes.
After the addition, the contents of the flask were almostcompletely in solution, and the
solution had taken on a very light coffee with cream coloring, the contents were allowed to
react still, without cooling, with occassional stirring for about 30min-1hour (was stoned,
so don't know.)
The solution, once at room temperature, was filled with about 50-75ml of tap water, and an
addition of about 1.5g of Sodium ThioSulfate was added to reduce the iodide present. (II'm
aware it's probably, not right, it says a 10%-150ml solution, but that's all I had on
hand.))
The color is a slightly lighter coffee with cream color, and some percipitate can be seen
before addition of the HCl.
After completion of the HCl addition, the solution has seperated into two apparent 'layers'.
The 'upper half' seemingly being water based, is a VERY deep, almost unable to be seen
through red, and the bottom half is completely covered in a very tan/orange percipitate. The
upper portion was removed by decantation, and set aside for iodine recovery.
The lower portion was isolated, dried, and collected. It was a definate tan colored
substance that weighed approx. 3g.
The entire 3g was disolved in a minimal ammount of alcohol, and hot water, heated up to a
gentle boil, and then thrown into the freezer for about 12 hours.
When examined again, the solution had 'separated' again into two layers, the top part being
a pale yellow/orange/red obviously from free iodine, and the lower half of course was the
whole shebang of, alleged, 5-IodoVanillin.
The bottom part was poured into a filter in a funnel, and the flask flushed with about 50ml
of water to solute, and get all the rest in the flask. This water was added to the
mushy-liquid already in the filter, and allowed to filter.
After filtering, the mass at in the filter was a MUCH paler, slightly cream coloured
substance. It has not been weighed yet as it has not been completely dried.
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