Английская Википедия:Acetyl nitrate

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Шаблон:Chembox

Acetyl nitrate is the organic compound 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 is prepared from acetic anhydride and dinitrogen pentoxide or with nitric acid:

(CH3CO)2O + HNO3 → CH3C(O)ONO2 + CH3COOH

It hydrolyzes in moist air to acetic acid and nitric acid. Alternatively, nitric acid adds to ketene.

It is used for some nitrations and nitrolysis reactions.[1] It acetylates amines, akin to the behavior of acetyl chloride:

<chem>2NH3 + CH3C(O)ONO2 -> NH4NO3 + CH3CONH2</chem>

References

[2]

  1. Louw, Robert "Acetyl nitrate" e-EROS Encyclopedia of Reagents for Organic Synthesis 2001, 1-2. Шаблон:Doi
  2. A. Pictet, E. Khotinsky: Über Acetylnitrat. in Chem. Ber. 40, 1907, S. 1163–1166, doi:10.1002/cber.190704001172.