Thanks for the speedy replies guys
I really don't think that I carried any of the basic layer from the initial A/B over into the solvent, however I can't say the same for water/acetic acid from washes of the solvent. My thinking was that, and reinforced by a method I have read in more than one place, I would transfer/convert the DMT freebase into an aqueous acetic acid layer, effectively forming DMT acetate, and then basify back to a pH of around 11 and pull the freebase from the aqueous layer with fresh naphtha. Sounded logical. Anyway the small bubbles of what I thought were plant lipids or something are likely just water trapped at the bottom of the solvent. That I was able to figure out relatively quickly.
I did basify with sodium hydroxide, however directly before I added 40g NaCl in order to prevent emulsion (I guess that's why I did it, this is the only part of the process where I won't let myself off the hook, I didn't research enough). This addition of sodium hydroxide, maybe too much, reacted with the acetic acid in the solution and gave me a totally new compound...
Sodium Acetate!
After catching up on my chemistry and reading up a little more closely on ionic bonds, it occurred to me what likely happened and it wasn't too difficult to figure out where to go from there. I initially thought that the free sodium and chlorine ions were the culprit and what I had left was some Frankenstein molecule that crystallizes like DMT but is virtually inactive. I also thought I might have a compound like sodium chlorate or disodium oxide or some other result of a reaction between the chemicals added to the acetic acid solution. I also thought maybe the salt I used is impure, or the naphtha I used is impure, but a quick look at their MSDS told me otherwise and solubility experiments completely removed their possibility of being a contaminant.
SO... The question remained, just what the hell is this stuff?
"For laboratory use, sodium acetate is inexpensive and usually purchased instead of being synthesized. It is sometimes produced in a laboratory experiment by the reaction of variable concentration acetic acid, commonly known in its 5–8% solution as vinegar, with sodium carbonate (washing soda), sodium bicarbonate (baking soda), or sodium hydroxide (lye). Any of these reactions produce sodium acetate and water."
--https://en.wikipedia.org/wiki/Sodium_acetate#Preparation
Completely and utterly useless. But it crystallizes just beautifully. Let me be the only sodium acetate cautionary tale, this confused the living hell out of me. I could not figure out what this stuff was. The acetic acid and sodium hydroxide and salt are all polar and all insoluble in naphtha so nothing was lining up. It made no sense to me that there could be anything other than plant alkaloids in the solvent. I guess we all know that research is the name of the game, I'm just hoping this stuff didn't end up in anyone else's spice without their knowledge. This sounds like a fairly easy mistake to make. My yields were also huge, about 200% what they should have been. That was another indicator of what I had done wrong.
I am usually a pretty well read, cautious and thorough person in this area. I'll chalk this one up as lesson learned!
Thanks again for the quick replies gentlemen, you rock!