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Photostability of isosafrole

Started by Vibrating_Lights, June 07, 2002, 09:23:00 AM

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Vibrating_Lights

It is recommended to keep isosafrole in an opaque bottle.  So what happens if one were to set some isosafrole out in a clear container in direct sunlite.  What would happen to the molocule?  There must be a reason that it is stored dark.
VL_

PrimoPyro

I bet it would start to polymerize, and maybe even oxidize.

Ultraviolet light will also degrade the methylenedioxy ring, although only minutely if it is pure iso with no impurities. (impurities = "degradation catalysts")

                                                    PrimoPyro

Vibrating_Lights

Say there is no oxygen available.  Why would it polymerize. What exactly is happening.

Rhodium

The double bond opens, forming a free radical generated by the UV, then this adds to the alkene part of another moleculem, and then it goes on reacting like that. Google for free-radical polymerization.

Osmium

I don't think that radical polymerisation takes place. As far as I know allyl- and propenylbenzenes are pretty inert to that kind of reaction.
If at all some dimerisation or trimerisation will happen forming some unsymmetrical end product.
But I think all that decomposition talk is overrated, I doubt that much decomposition will happen at all (as long as oxygen is kept out). It might change colour and appearance over time, but pretty much all of the saf/iso should survive long storage times under less than favorable conditions.

I'm not fat just horizontally disproportionate.

Vibrating_Lights

RE:
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The double bond opens, forming a free radical generated by the UV, then this adds to the alkene part of another molecule.
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Thanks
8)  ;)
VL_