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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: sharbeldam on May 01, 2021, 11:00:29 AM

Title: Chemoselectivity: epoxide or alkene?
Post by: sharbeldam on May 01, 2021, 11:00:29 AM
Thank you
If you allow me another question because I don’t wanna open a new topic , I have this antibiotic flavipucin (if you can google it cause I can’t share pic), and it’s reacting with CH3OH/H+, it has double bond and epoxide which technically both can react with that, if the reaction is 1:1 , how do I know if methanol will react with epoxide or double bond?
Title: Re: Chemoselectivity: epoxide or alkene?
Post by: Meter on May 01, 2021, 01:54:13 PM
One must look at differences in reactivity of said groups on the given molecule.
Title: Re: Chemoselectivity: epoxide or alkene?
Post by: sharbeldam on May 01, 2021, 03:35:32 PM
Couldn’t find it. That’s why I asked for help
Title: Re: Chemoselectivity: epoxide or alkene?
Post by: Meter on May 01, 2021, 03:42:14 PM
Couldn’t find it. That’s why I asked for help
Epoxides tend to be quite reactive due to ring strain.
Title: Re: Chemoselectivity: epoxide or alkene?
Post by: Babcock_Hall on May 03, 2021, 10:28:42 AM
https://pubchem.ncbi.nlm.nih.gov/compound/Flavipucine#section=Structures
Flavipucine?  You could try using SciFinder and drawing out possible reactions.  There might be a more efficient way.