Diacetyl Monoxime
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Diacetyl monoxime is a
chemical compound A chemical compound is a chemical substance composed of many identical molecules (or molecular entities) containing atoms from more than one chemical element held together by chemical bonds. A molecule consisting of atoms of only one element ...
described by the formula CH3C(O)C(NOH)CH3. This colourless solid is the mono
oxime In organic chemistry, an oxime is a organic compound belonging to the imines, with the general formula , where R is an organic side-chain and R’ may be hydrogen, forming an aldoxime, or another organic group, forming a ketoxime. O-substituted ...
derivative of the diketone butane-2,3-dione (also known as
diacetyl Diacetyl (IUPAC systematic name: butanedione or butane-2,3-dione) is an organic compound with the chemical formula (CH3CO)2. It is a yellow liquid with an intensely buttery flavor. It is a vicinal diketone (two C=O groups, side-by-side). Diacet ...
and biacetyl). Its biological effects include inhibiting certain
ATPase ATPases (, Adenosine 5'-TriPhosphatase, adenylpyrophosphatase, ATP monophosphatase, triphosphatase, SV40 T-antigen, ATP hydrolase, complex V (mitochondrial electron transport), (Ca2+ + Mg2+)-ATPase, HCO3−-ATPase, adenosine triphosphatase) are ...
s.


Preparation

The compound can be prepared from
butanone Butanone, also known as methyl ethyl ketone (MEK), is an organic compound with the formula CH3C(O)CH2CH3. This colourless liquid ketone has a sharp, sweet odor reminiscent of acetone. It is produced industrially on a large scale, but occurs in n ...
by reaction with
ethyl nitrite The chemical compound ethyl nitrite is an alkyl nitrite with a chemical formula C2H5NO2. It may be prepared from ethanol. : Uses It is used as a reagent with butanone to yield the dimethylglyoxime end product. Ethyl nitrite is the main ingre ...
. It is an intermediate in the preparation of
dimethylglyoxime Dimethylglyoxime is a chemical compound described by the formula CH3C(NOH)C(NOH)CH3. Its abbreviation is dmgH2 for neutral form, and dmgH− for anionic form, where H stands for hydrogen. This colourless solid is the dioxime derivative of the dike ...
: :


Uses

Diacetyl monoxime can be used with thiosemicarbazide to selectively detect small amounts of urea in the presence of other nitrogen-containing compounds.


References

{{Reflist Ketoximes Chelating agents