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Author: Subject: what happened to methoxyhydroquinone?
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[*] posted on 3-12-2014 at 01:12
what happened to methoxyhydroquinone?


Methoxyhydroquinone in artificial surface water decomposed into something in presence of light. The solution is now pink/grayish pink. Any idea on new product/products?
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Keftedes89
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[*] posted on 3-12-2014 at 02:49


Hydroquinone undergoes oxidation to benzoquinone under mild conditions. Perhaps the same is happening?

Hydroquinone Oxidation.png - 19kB
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[*] posted on 3-12-2014 at 05:20


You might try performing an extraction of your aqueous solutions with a non-polar or weakly polar aprotic solvents to isolate the product (hexane, pet ether, DCM, chloroform, ethyl acetate, etc). Quinones usually dissolve to varying extents in these.

From my own experience, DCM works best for 2,5-dimethoxy-1,4-benzoquinone, a methoxyquinone that is very poorly soluble in many other solvents.




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[*] posted on 3-12-2014 at 06:55


I've been performing GC analysis to my solution(via extraction to DCM). Apparently, the concentration of methoxyhydroquinone decreased to 25%of the original concentration in 4 days. However, this pink color (whatever the compound is) did not pass to DCM, prefered to stay in aqueous solution.
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[*] posted on 3-12-2014 at 07:13


I've observed a similar thing occurring with aqueous hydroquinone solutions... surely there is literature on this considering hydroquinone's widespread use in photography?



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[*] posted on 3-12-2014 at 07:19


The quinones (and the products of the polymerizing with the free phenol) are frequently pink. In the presence of trace amounts of iron (III makes the colored complexes and II engages a REDOX cycle), they are frequently green, bluish, purple--added together, this can appear to be gray (at least so far as I've seen).

So, keep them free of iron, out of the light, and preferably, away from air.

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