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Hyponitrous acid

Hyponitrous acid is a chemical compound with formula or HON=NOH. It is an isomer of nitramide, H<sub>2</sub>N−NO<sub>2</sub>, and a formal dimer of azanone, HNO.

Hyponitrous acid forms two series of salts, the hyponitrites containing the [ON=NO]<sup>2−</sup> anion and the "acid hyponitrites" containing the [HON=NO]<sup>−</sup> anion.

Structure and properties

There are two possible structures of hyponitrous acid, trans and cis. trans-Hyponitrous acid forms white crystals that are explosive when dry. In aqueous solution, it is a weak acid (pK<sub>a1</sub> = 7.21, pK<sub>a2</sub> = 11.54), and decomposes to nitrous oxide and water with a half life of 16 days at 25&nbsp;°C at pH 1–3:

Since this reaction is not reversible, should not be considered as the anhydride of .

The cis acid is not known, but its sodium salt can be obtained.

Preparation

Hyponitrous acid (trans) can be prepared from silver(I) hyponitrite and anhydrous HCl in ether:

Spectroscopic data indicate a trans configuration for the resulting acid.

It can also be synthesized from hydroxylamine and nitrous acid:

Biological aspects

In enzymology, a hyponitrite reductase is an enzyme that catalyzes the chemical reaction:

References