N3 hack

We thank Prof. Olah and Dr. Berman, for their steady support, and Dr. Wagner for his help and stimulating discussions. Dedicated to Professor Kurt Dehnicke for his lifelong contributions to azide chemistry. If N3 is a nitrogen-tipped missile, as we commented above, its worth recalling what happens when a missile isnt handled with care: its essentially a bomb.

NaN3 and KN3 are white powders that can be stored indefinitely at room temperature and scooped out at the bench without any trouble. But when heated or subjected to shock all bets are off.

The same goes for exposure of these azide salts to acid, which forms potentially explosive HN3. And NaN3 and KN3 are the nice azides! If mixed with metal salts of lead, mercury, cadmium, zinc, or silver, even more explosive azide compounds can result.

These metal azides are contact explosives, some of which are so sensitive that they will detonate if someone farts twenty feet down the hall. Some crazy chemists even make these things on purpose , but we will not be travelling anywhere near the blast radius of that topic on this blog anytime, ever. NaN3 and KN3 should be used at reasonably dilute concentrations, behind a blast shield on preparative scale, and incidentally never used with CH2Cl2 solvent, which can result in highly explosive diazidomethane.

Bottom line: SN2 reactions between alkyl halides or sulfonates with azides are probably the single best way to synthesize primary amines from alkyl halides. It certainly beats the Gabriel synthesis.

There are few steps to draw a lewis structure of a molecule or ion. Because N3- ion is an ion, all basic steps are used to draw it. So, you can learn good basic things of drawing lewis structures from this example. Nomenclature of simple ionsNaming the element and adding the word ion forms the cation name. A search for catalysts revealed that pentamethylcyclopentadienyl ruthenium chloride complexes are able to catalyze the cycloaddition of azides to terminal alkynes regioselectively leading to 1,5-disubstituted 1,2,3-triazoles.

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