Methyl ethyl ketone peroxide (MEKP) is an organic peroxide with the formula [(CH3)(C2H5)C(O2H)]2O2. MEKP is a colorless oily liquid. It is widely used in vulcanization (crosslinking) of polymers.
|Preferred IUPAC name
3D model (JSmol)
CompTox Dashboard (EPA)
|Molar mass||210.226 g·mol−1|
|Density||1.170 g cm−3|
|Boiling point||Decomposition beyond 80 °C (176 °F)|
|Detonation velocity||5200 m/s|
|Occupational safety and health (OHS/OSH):|
|H202, H205, H241, H300, H315, H318, H335|
|P102, P220, P243, P250, P261, P264, P280, P283, P370+P380, P372, P404|
|NFPA 704 (fire diamond)|
|Flash point||75 °C (167 °F; 348 K)|
|NIOSH (US health exposure limits):|
|C 0.2 ppm (1.5 mg/m3)|
IDLH (Immediate danger)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
It is derived from the reaction of methyl ethyl ketone and hydrogen peroxide. Several products result from this reaction including a cyclic dimer. The linear dimer, the topic of this article, is the most prevalent. and this is the form that is typically quoted in the commercially available material.
Solutions of 30 to 40% MEKP are used in industry and by hobbyists as catalyst to initiate the crosslinking of unsaturated polyester resins used in fiberglass, and casting. For this application, MEKP often is dissolved in a phlegmatizer such as dimethyl phthalate, cyclohexane peroxide,[clarification needed] or diallyl phthalate to reduce sensitivity to shock. Benzoyl peroxide can be used for the same purpose.
Whereas acetone peroxide is a white powder at STP, MEKP is slightly less sensitive to shock and temperature, and more stable in storage.
MEKP is a severe skin irritant and can cause progressive corrosive damage or blindness.
- ^ a b c d NIOSH Pocket Guide to Chemical Hazards. "#0416". National Institute for Occupational Safety and Health (NIOSH).
- ^ a b Record of 2-Butanone peroxide in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 10 March 2013.
- ^ Klenk, Herbert; Götz, Peter H.; Siegmeier, Rainer; Mayr, Wilfried (2000). "Peroxy Compounds, Organic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a19_199.
- ^ Pastureau, P. (1907). "Le superoxyde de la méthyléthylcétone". Comptes Rendus. 144 (2): 90–93.
- ^ Milas, N. A.; Golubović, A. (1959). "Studies in Organic Peroxides. XXV. Preparation, Separation and Identification of Peroxides Derived from Methyl Ethyl Ketone and Hydrogen Peroxide". Journal of the American Chemical Society. 81 (21): 5824–5826. doi:10.1021/ja01530a068.
- ^ "2-Butanone peroxide". Sigma-Aldrich. Retrieved 5 December 2011.
- Media related to Methyl ethyl ketone peroxide at Wikimedia Commons
- CDC - NIOSH Pocket Guide to Chemical Hazards
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- The Free Information Society: HMTD Synthesis Archived 3 March 2016 at the Wayback Machine
- How MEKP cures Unsaturated Polyester Resin (video animation)