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Topic: please help: tautomerism  (Read 2875 times)

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Offline Leonidfly

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please help: tautomerism
« on: August 17, 2011, 01:50:10 AM »
I Would like to ask anyone can help me to figure out if this molecule- "mycosporine-glycine" can have tautomer

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Offline sjb

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Re: please help: tautomerism
« Reply #1 on: August 17, 2011, 02:25:21 AM »
Quote from: Leonidfly on August 17, 2011, 01:50:10 AM
I Would like to ask anyone can help me to figure out if this molecule- "mycosporine-glycine" can have tautomer



What structural features do you know that may lead to the existence of tautomers?
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Offline Leonidfly

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Re: please help: tautomerism
« Reply #2 on: August 17, 2011, 10:02:01 PM »
keto-enol tautomers, but I don't how and where proton transfer. I'm not chemist at all.
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Offline fledarmus

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Re: please help: tautomerism
« Reply #3 on: August 18, 2011, 05:14:30 PM »
Are you referring to this compound?

http://en.wikipedia.org/wiki/File:Mycosporine-2-glycine.svg

If so, the tautomer would be formed by protonating the upper nitrogen, deprotonating the lower nitrogen, and moving the double bonds appropriately.
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