5-Nitro-2-propoxy-aniline (Sweet nitroes)

5-nitro-2-propoxyaniline is a potent artificial sweetener:

i-e4a17984d6402a209fe3636a920942ad-nitropropoxyaniline.gif

It's banned in the States. Nitroaromatics tend to be tox liabilities. One toxic nitroaromatic with a very specific mechanism of action is 2,4-dinitrophenol.

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Fascinating. Is it supposed that this chemical is capable of shuttling protons across the membrane similar in mechanism to 2,4-dinitrophenol, or is there some other mechanism that we fear? Perhaps it might be reduced to the nitrite and become a carcinogen (on transformation to the nitrosamine? I don't know a lot about nitro metabolism.)

And by the by, I love your blog. Bringing accurate, broad-scope, reader-friendly chemistry to the masses is a noble mission, and one in which I can vicariously take much pleasure! Keep it up!

Brandon

Nothing to say about the molecule today, but I wanted to agree with Brandon's statement - I really appreciate the molecule of the day. Thanks!