Chemical Forums
Chemistry Forums for Students => Organic Chemistry Forum => Organic Chemistry Forum for Graduate Students and Professionals => Topic started by: rolnor on November 24, 2017, 03:12:21 PM
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I want to have a lipophilic R-group that gives my molecule strong color, for example red, yellow or blue. It should stable to per-acetic acid.
I have looked and azo-color is probably not compatible with per-acetic acid or? Maybe tetrazole?
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I should have written chromophore, sorry.
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What about an anthocyanin?
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Yes, maybe that could be an option. I know that naphtol can react with per-acetic acid, could this be a problem? It would be good to have a carboxylic acid-group on the chromophore, I want too connect it to the amino-group on my molecule.
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I am thinking now that dinitrobenzoyl could be really good, 2,4- would be orange I hope and 3,5-dinitro have good fluorescence in UV so I can track my reaction?
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2,4-Dintrophenyl- is even better because the extension of conjugation is not interrupted by any carbonyl or similar group. Although, incorporating this group to an aromatic ring is more complicated than a Friedel-Crafts acylation.
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On the other hand, polynitroaromatics tend to be explosives and therefore, their treatment with perhydrol, peracetic, peracids, etc. must be effectuated at adequate dilution and under mild conditions and always, behind the safety glass of the lab hood.
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Would you consider some organometallic function group such as ferrocene?
Ferrocene should be stable enough to survive some oxidative conditions and able to add strong color to your molecule.
In some harsh condition, ferrocene can be convert to blue-colored iron(III) cation Fe(C5H5)2 + ferricinium.
Well, transition metals are colorful.
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I am going to try the dinitrobenzoyl, keeping it simple, thanks for your input!