SN2 reaction between azide ion and alkyl halides to give alkyl azides
Description: Alkyl halides (or tosylates) will react with azide ions (such as NaN3 or KN3) in an SN2 reaction to give alkyl azides.
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Real-Life Examples:
Org. Synth. 1956, 36, 40
DOI Link: 10.15227/orgsyn.036.0040
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Org. Synth. 1965, 45, 47
DOI Link: 10.15227/orgsyn.045.0047
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Hi, thanks for the guide. very useful!
Mistake on Example #2: salt formed should be KCl, not NaCl.
Is an alkyl halide formation possible from an alkyl azide?
I’m not sure. I’d be a little squeamish about using strong acid or Lewis acids because the intermediate HN3 or metal azides can be pretty unpredictable.
Hello! Wonderful summary sheets, I really appreciate the straightforward explanations. I think there’s a typo on this page, the last example shows a bromide where the azide should attach, right?
Fixed, thank you!
Fixed. Thanks!