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Acetyl nitrate
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Acetyl nitrate is the with the formula CH3C(O)ONO2. It is classified as the mixed anhydride of nitric and acetic acids. It is a colorless explosive liquid that fumes in moist air.

Synthesis and reactions
It was first prepared in 1907 by Amé Pictet and from and dinitrogen pentoxide, fuming nitric acid can also be used:
(CH3CO)2O + HNO3 → CH3C(O)ONO2 + CH3COOH
It hydrolyzes in moist air to acetic acid and nitric acid. Alternatively, nitric acid adds to .Louw, Robert "Acetyl nitrate" e-EROS Encyclopedia of Reagents for Organic Synthesis 2001, 1-2.

For aromatic , acetyl nitrate is generated in situ by mixing nitric acid with an excess of acetic anhydride in the presence of the aromatic substrate.

It acetylates amines, akin to the behavior of :

: , , , ,
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