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Author: Subject: Curcumin Extraction Solvents
DraconicAcid
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[*] posted on 22-11-2020 at 20:41


What does it decompose to in basic solution?



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Boffis
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[*] posted on 23-11-2020 at 03:48


Oh dear.....!

When you guys have have stopped slagging each other off can we get back to my original question? Irrespective of whether curcumin (di-ferulylmethane where ferulyl = 3-(3-methoxy-4-hydroxyphenyl)-2-propenoyl unit) is a potential drug of abuse or effective pharmaceutical my question was whether anyone had ever obtained it in a crystalline form. I have extracted some from 100g of turmeric and now have about 4.5g of crude orangy yellow powder and would like to try recrystallising it. Any useful comments?

@DraconicAcid, since curcumin is a 1,3-diketone I suspect that under basic conditions the carbonyl groups on one molecule will condense with the active methylene group on another and very soon will result in polymerised crap :). Another possibility would appear to be a reverse Aldol resulting in vanillin and a ketonic residue.
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zed
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[*] posted on 23-11-2020 at 04:33


Yielding Vanillin might require Ozoneolysis.

Reverse Aldol, I think not. But it is and interesting idea.

Polymerization seems likely.
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TriiodideFrog
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[*] posted on 26-11-2020 at 18:40


Ethanol works well. Isopropanol also works, but I prefer ethanol.

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DraconicAcid
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[*] posted on 26-11-2020 at 21:14


I wonder if it would make acac-like complexes with transition metals.

I really should google instead of idly wondering: https://pubs.rsc.org/en/content/articlehtml/2015/cs/c5cs0008...

[Edited on 27-11-2020 by DraconicAcid]




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Boffis
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[*] posted on 27-11-2020 at 05:57


@DraconicAcid, That is an interesting find! Looks like further purification of my curcumin will be worth while after all. I like the sound of the ligands derived from oxime, semicarbazones etc.
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Metacelsus
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[*] posted on 27-11-2020 at 08:17


Quote: Originally posted by DraconicAcid  
What does it decompose to in basic solution?


I'm not sure because the paper didn't say, but I'd guess that when it's deprotonated, it's easily oxidized by atmospheric oxygen (like most other electron-rich phenols). The enolate (easily formed from the 1,3-diketone moiety) might also react with things.




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Boffis
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[*] posted on 30-11-2020 at 12:20


I tried to recrystallise my de-oiled from methanol. I dissolved 0.5g in increasing amounts of boiling methanol, I eventually ended up with 25ml of solution but it was still hazy so I added a pinch of charcoal and kieselguhr and filtered it hot. Very little crystallised on cooling the deep yellow solution so I left it to evaporate. At first dark orange pompoms and blades formed with a few coarse golden yellow blades. However, by the time the methanol had almost evaporated the dark orange crystals were by far the more abundant, I presume these to be the curcumin. Methanol is not a good solvent for the recrystallisation of curcumin though, its solubility is too low and the temp/solubility curve too flat.

Anyone have any ideas for a better solvent?
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[*] posted on 28-5-2021 at 04:37


tested cucurmin powder if contain lead cromate???
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karlos³
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[*] posted on 28-5-2021 at 07:47


Quote: Originally posted by pneumatician  
tested cucurmin powder if contain lead cromate???

You mean, how to test for lead chromate in turmeric?
Thats seems pretty simple, click that link: test for lead chromate in turmeric
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[*] posted on 28-5-2021 at 09:12


wow, I are saying if the guy make this test!
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