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Topic: Want strongly colored R-group, suggestions?  (Read 4195 times)

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Offline rolnor

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Want strongly colored R-group, suggestions?
« on: November 24, 2017, 03:12:21 PM »
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?

Offline rolnor

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Re: Want strongly colored R-group, suggestions?
« Reply #1 on: November 25, 2017, 01:20:42 PM »
I should have written chromophore, sorry.

Offline wildfyr

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Re: Want strongly colored R-group, suggestions?
« Reply #2 on: November 25, 2017, 10:16:09 PM »
What about an anthocyanin?

Offline rolnor

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Re: Want strongly colored R-group, suggestions?
« Reply #3 on: November 26, 2017, 05:30:24 AM »
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.

Offline rolnor

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Re: Want strongly colored R-group, suggestions?
« Reply #4 on: November 28, 2017, 11:22:45 AM »
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?

Offline pgk

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Re: Want strongly colored R-group, suggestions?
« Reply #5 on: November 29, 2017, 05:20:46 AM »
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.

Offline pgk

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Re: Want strongly colored R-group, suggestions?
« Reply #6 on: November 29, 2017, 05:28:59 AM »
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.
« Last Edit: November 29, 2017, 06:17:02 AM by pgk »

Offline zarhym

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Re: Want strongly colored R-group, suggestions?
« Reply #7 on: December 06, 2017, 02:01:07 AM »
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.

Offline rolnor

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Re: Want strongly colored R-group, suggestions?
« Reply #8 on: December 06, 2017, 05:18:25 AM »
I am going to try the dinitrobenzoyl, keeping it simple, thanks for your input!

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