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[Help!] Tetrahydroquinoline turns dark over time

JoelYin
in Organic Chemistry

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I have seen a number of Tetrahydroquinoline derivatives turning dark green from pale yellow after synthesis, as dry powders and in solvent.

post-112098-0-88332200-1433184148_thumb.png

What it looks like on TLC:

post-112098-0-13682300-1433184284.png

The dark green substance seems to be very polar and barely migrated.

What's more, the spots in the middle of the TLC plate also turned dark green overnight.

Did any possible spontaneous reaction happened to those compounds?

Edited by JoelYin

  • Author

Almost certainly reacting with oxygen.

What could be the end product of oxidation? :unsure:

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