Sciencemadness Discussion Board

TEA from DMF?

resveratrol - 6-11-2010 at 17:28

Hi,

I have some old DMF which reeks of triethylamine - I was hoping to distill the TEA off for later use as a proton scavenger. I figured there would be no issue with this, but as I am unsure of the mechanism for degradation of DMF, I figured I'd ask to make sure that there is nothing I'm overlooking, like possibly the TEA abstracting protons prior to collection? - rendering it useless. Any issues here?

Thanks

not_important - 6-11-2010 at 18:54

Let us see

Me2NCOH => Et3N

not very likely, lengthening carbon chains by CH2 for starters. I'd suspect dimethyl amine as the main portion of the odor.

Ozone - 6-11-2010 at 19:14

It is most likely dimethylamine*, a common (and often problematic) contaminant in DMF.

Cheers,

O3

* oops, see below.

[Edited on 7-11-2010 by Ozone]

Methansaeuretier - 6-11-2010 at 19:31

Quote: Originally posted by Ozone  
It is most likely diethylamine, a common (and often problematic) contaminant in DMF.

Cheers,

O3

It's dimethylamine!

resveratrol - 7-11-2010 at 06:54

Quote: Originally posted by not_important  
Let us see

Me2NCOH => Et3N

not very likely, lengthening carbon chains by CH2 for starters. I'd suspect dimethyl amine as the main portion of the odor.


i guess i remember reading somewhere that TEA was a major breakdown product of DMF...i didn't know how/why, but you bring up a good point =p thanks.

smuv - 7-11-2010 at 12:58

LAH