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cyclic trinitrogen

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Also known as (N3)(.), azide radical, cyclic-N3, trinitrogen(.)

Trinitrogen also known as the azide radical is an unstable molecule composed of three nitrogen atoms. Two arrangements are known: a linear form with double bonds and charge transfer, and a cyclic form. Both forms are highly unstable, though the linear form is the more stable of the two. More-stable derivatives exist, such as when it acts as a ligand, and it may participate in azido nitration, which is a reaction between sodium azide and ammonium cerium nitrate.

Wikidata facts

Mass
42.009222
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chemical formula
N₃
canonical SMILES
[N-]=[N+]=[N]
Commons category
Trinitrogen
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Trinitrogen also known as the azide radical is an unstable molecule composed of three nitrogen atoms. Two arrangements are known: a linear form with double bonds and charge transfer, and a cyclic form. Both forms are highly unstable, though the linear form is the more stable of the two. More-stable derivatives exist, such as when it acts as a ligand, and it may participate in azido nitration, which is a reaction between sodium azide and ammonium cerium nitrate.

The linear form of N3 is similar to the azide anion and was discovered in 1956 by B. A. Thrush by photolysis of hydrogen azide. As a linear and symmetric molecule, it has D∞h symmetry, with a nitrogen–nitrogen bond length averaging 1.8115 Å. The first excited electronic state, A2Σu, is 4.56 eV above the ground state.

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