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Author: Subject: alkyl iodides from alkyl nitrites?
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[*] posted on 12-2-2020 at 08:09
alkyl iodides from alkyl nitrites?

would it be possible to take an alkyl nitrite such as isopropyl nitrite, and then react it with an iodide salt to get isopropyl iodide and a nitrite salt? if this could work then that would be an awesome synthesis pathway, as it would allow turning a hydroxyl group into the nitrite, and then into the iodide. if not then please let me know exactly why.
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[*] posted on 12-2-2020 at 08:26

As long as the nitrite salt is more or equally soluble than the iodide salt in the solvent; no.
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Texium (zts16)

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[*] posted on 12-2-2020 at 08:34

And considering nitrite is a much worse leaving group than iodide, definitely not.

Also, constantly asking whether specific things that interest you will work or not isn't a good way to learn. Especially not with your painfully obvious cookery obsession. It's lazy, and I'm tired of putting up with it. If you want to be taken seriously around here go read an actual organic chemistry book and try some reasonable experiments (NOT throwing stuff together on a whim) and then ask questions about what you've observed.

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Texium (zts16)
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12-2-2020 at 08:35

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