Sciencemadness Discussion Board

Stabalizing ketone via NaHSO3

jwarr - 13-2-2010 at 00:39

I have a very well known phenyl ketone derivative which is moderately unstable at room temperature that I would like to store for a long period (weeks to months). Would creating the bisulfite adduct allow me to store the compound for extended periods at ambient temperatures without fear of significant degradation?

turd - 13-2-2010 at 01:25

If it's plain phenylacetone, just keep it as is, if it's some (poly-)alkoxy-phenylacetone put it in the fridge just to be sure. The most important thing is that it does not contain any impurities, i.e. it was washed thouroughly, dried and distilled.

Don't bother with bisulfite adducts.

jwarr - 13-2-2010 at 09:08

I considered this route, but if the power went out for any period out of time I'd be up shit creek (which not a very pleasant creek to be up). As such I've decided to go with the bisulfite process and I would just like to know if this will stabilize the ketone so that it may be stored at room temperature.

Klute - 13-2-2010 at 13:29

I used to do this befpre, for intermediates I wanted to stock, but I figired it's not worth the effprt, you might more side products from trateing the bisulfite adduct with a base, and loose a none-negliable amount in the process. Just keept it in the fridge with dash of stabilizer (BHT, hydroquinone, etc)

ScienceSquirrel - 13-2-2010 at 13:57

I would put it in a bottle, try and displace the air with argon or carbon dioxide as much as possible and then wrap it in aluminium foil and stick it in the coldest part of my deep freeze.

anotheronebitesthedust - 13-2-2010 at 20:30

"Somewhat unstable" ketones have been known to be quite stable at 0ÂșC.
<img src="" width="400" />

<!-- bfesser_edit_tag -->[<a href="u2u.php?action=send&username=bfesser">bfesser</a>: reduced image size(s)]

[Edited on 8.8.13 by bfesser]

jwarr - 13-2-2010 at 21:29

While I certainly appreciate the comments here, everyone seems to be missing the main point: I have no interest in storing this infamous ketone in the freezer for a number of reasons. The first of which is what if my power goes out sometime in the weeks-months I'll be storing it? Rapid degradation and all that work for nothing. Secondly, what looks more suspicious? A sizable reaction vessel filled with a antifreeze looking liquid sitting in the freezer? Or a bag of crystalline solid, stored where ever its convenient?

edit: spelling

[Edited on 14-2-2010 by jwarr]

Nicodem - 14-2-2010 at 12:47

You are trying to involve others into something you later imply as potentially illegal. In such case you should have explicitly specify the ketone you ask about already in the first post so that members have a choice to either get involved or not (and also because it is impossible to answer your question without knowing what you ask about!). Besides, in spite your vagueness you still manage to spread misinformation about stable ketones being unstable (where is a reference!) and say stupidities like "what if my power goes out". So what? Like you are talking about some cryogenic temperatures. Get real and stop spreading panic!
Besides ask such questions in a more appropriate forum. You got your replies and I'm closing the thread before it becomes a parade of nonsense.