Methylethyl ketone oxime

Methylethyl ketone oxime is the organic compound with the formula C₂H₅C(NOH)CH₃. This colourless liquid is the oxime derivative of methyl ethyl ketone. MEKO, as it is called in the paint industry, is used to suppress "skinning" of paints: the formation of a skin on paint before it is used. MEKO functions by binding the drying agents, metal salts that catalyze the oxidative crosslinking of drying oils. Once the paint is applied to a surface, MEKO evaporates, thereby allowing the drying process to proceed. Other antiskinning agents have been used, including phenol-based antioxidants, but these tend to yellow the paint.[1] Butanone oxime is also used in some types of RTV silicones.

Methylethyl ketone oxime

Names
IUPAC name (2E)-N-Hydroxy-2-butanimine
Other names MEKO, 2-Butanone oxime
Identifiers
CAS Number	96-29-7
3D model (JSmol)	Interactive image
ChemSpider	4481809
ECHA InfoCard	100.002.270
EC Number	202-496-6
PubChem CID	5324275
UNII	51YGE935U9
CompTox Dashboard (EPA)	DTXSID1021821
InChI InChI=1S/C4H9NO/c1-3-4(2)5-6/h6H,3H2,1-2H3/b5-4+ Key: WHIVNJATOVLWBW-SNAWJCMRSA-N InChI=1/C4H9NO/c1-3-4(2)5-6/h6H,3H2,1-2H3/b5-4+ Key: WHIVNJATOVLWBW-SNAWJCMRBX
SMILES CC/C(=N/O)/C
Properties
Chemical formula	C4H9NO
Appearance	colourless liquid
Density	0.923 g/cm^3
Melting point	−15 °C (5 °F; 258 K)
Boiling point	152 °C (306 °F; 425 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

References

1. J. Bielman "Antiskinning Agents" in "Additives for Coatings" J. H. Bielman, Ed. Wiley-VCH, 2000, Weinheim. ISBN 3-527-29785-5.