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Topic: Imine formation  (Read 2392 times)

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Offline Mpatas

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Imine formation
« on: February 26, 2014, 07:56:35 AM »
I do an enzyme reaction forming a cyclic imine and it's extremely difficult from the NMR spectra to see if i had conversion or not, because the imine trimerizes and the NMR is a mess.

Any suggestions how to be sure that i have my product?
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Offline TheUnassuming

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Re: Imine formation
« Reply #1 on: February 26, 2014, 08:32:45 AM »
What is the starting material?  How are you purifying?
For qualitative information like the presence or absence of a a few specific functional group, IR is very handy.


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When in doubt, avoid the Stille coupling.

Offline Mpatas

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Re: Imine formation
« Reply #2 on: February 26, 2014, 09:48:51 AM »
My starting material is an amine and i purify with centrifuge and extraction.
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Offline TheUnassuming

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Re: Imine formation
« Reply #3 on: February 26, 2014, 12:27:16 PM »
An amine is to be expected :P.  I was more concerned with other functionalities on the molecule to see if there would be many other peaks around the C=N stretch frequency.  Well definitely get IR of the SM and product to see if you get a new IR peak around 1660. 
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When in doubt, avoid the Stille coupling.

Offline Benzene

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Re: Imine formation
« Reply #4 on: February 26, 2014, 12:33:00 PM »
LC/MS might help
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