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Ortho Dichlorobenzene as solvent: removing your product

Bruce Miller  Follow
Ah, I see. Thanks for the suggestion. Although now I feel a little silly for having asked. I was able to remove all o-DCB detectable by UV-vis TLC plates by partitioning the product mixture between hexane and acetonitrile in a 10:3 ratio repeating 5x. In this case I was very lucky because my product is extremely polar, while o-DCB is not, so any loss in yield was negligible.

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Damien Bahr  Follow
Maybe you could use heptane acetonitrile for extraction of the dichlorobenzene. I don't know the partition coefficient but you can easily find out.

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Charles Brown  Follow
Yeah you'd need a rotary evaporator or a vacuum manifold to get rid of the solvent in the way they describe.  If you don't have access to these, another good way (for small scale reactions) is to "blow down" the solvent: just have your mixture in a clamped flask or vial, and blow a constant, reasonably strong stream of air (or ideally nitrogen) onto the surface of the solvent.  It takes a while, but can often get rid of even quite high-boiling solvents.

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Billie Lusk  Follow
Heptane has a higher BPt, and for large scale applications is better to use from the safety point of view.

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Christian Altorfer  Follow
Ah yes, partitioning between 2 organic solvents. Seems obvious now. I'm new to actually doing chemistry and not just studying it  :-\

I assume you chose heptane just because its immiscible with acetonitrile. I don't have that in my lab, but I have n-hexane and cyclohexane which are also immiscible. I'll figure it out with what I have, or was there another reason you mentioned heptane specifically?

Thank you very much!

Clarkstill: I have access to (what seems like) everything I would ever need. I'm just worrying about the stability of my desired product at the temp that would be required to evaporate o-DCB, even at 1atm. Although you raise a good point.... I suppose it doesn't need to be immediate. Thanks!

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