Help with benzyl isoeugenol
After the isomerization of benzyleugenol (from benzyl tosylate [from tosyl chloride]) with KOH in denatured ethanol, in a procedure otherwise similar
to this (https://www.sciencemadness.org/whisper/viewthread.php?tid=67...) I received nice white crystals of what I assume to be the isoeugenol and a
viscous brown oil (density slightly less than water.)
Recrystallization from ethanol, as per this (https://bitnest.netfirms.com/external.php?id=%087%3B%0B9%01%... - sorry, but it's well written...) still leaves nice white crystals and brown oil.
The oil is thick and sticky enough to make it very difficult to get the xtals off the filter paper. I used pretty old eugenol (it was no longer the
light yellow when I bought it, a year ago...) which probably made this goop. Pressing the xtals on the filter squeezed out a good portion of the oil,
but the xtals still adhere strongly to the paper.
How do I wash free my benzyl isoeugenol? Or should I start over, with fresh eugenol?
As a side note, the smells: benzyl eugenol is harsh when undiluted, but has a very nice hay/honey/sweet-spicy smell after washing flasks it sat in.
Benzyl isoeugenol smells like carnations, it is a very warm and comforting aroma. Both are very persistent but don't travel far. Exposure to crude
benzyl tosylate- a waxy solid- was gag-worthy: it wasn't very sulfurous or anything but just unpleasant.
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