Summary
Dicumyl peroxide is an organic compound with the formula (C6H5CMe2O)2 (Me = CH3). Classified as a dialky peroxide, it is produced on a large scale industrially for use in polymer chemistry. It serves as an initiator and crosslinking agent in the production of low density polyethylene.[2]
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DCUP
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3D model (JSmol)
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| ECHA InfoCard | 100.001.164 |
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PubChem CID
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| UN number | 3110 |
CompTox Dashboard (EPA)
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| Properties | |
| C18H22O2 | |
| Molar mass | 270.372 g·mol−1 |
| Appearance | colorless solid |
| Density | 1.062 g/cm3 |
| Melting point | 39 °C (102 °F; 312 K) |
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| GHS labelling:[1] | |
   
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| Danger | |
| H242, H315, H319, H360, H411 | |
| P203, P210, P234, P240, P264, P264+P265, P273, P280, P302+P352, P305+P351+P338, P318, P321, P332+P317, P337+P317, P362+P364, P370+P378, P391, P403, P405, P410, P411, P420, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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Production edit
It is synthesized as a by-product in the autoxidation of cumene, which mainly affords cumene hydroperoxide. Alternatively, it can be produced by the addition of hydrogen peroxide to α-methylstyrene.
Of the ca. 60,000 ton/y production of dialkyl peroxides, dicumyl peroxide is dominant.[3]
Properties edit
Dicumyl peroxide is relatively stable compound owing to the steric protection provided by the several substituents adjacent to the peroxide group. Upon heating, it breaks down by homolysis of the relatively weak O-O bond.
References edit
- ^ "Dicumyl peroxide". pubchem.ncbi.nlm.nih.gov.
- ^ Stevens, Malcolm P. (1993). "Polymer Additives: III. Surface Property and Processing Modifiers". Journal of Chemical Education. 70 (9): 713. Bibcode:1993JChEd..70..713S. doi:10.1021/ed070p713.
- ^ Klenk, Herbert; Götz, Peter H.; Siegmeier, Rainer; Mayr, Wilfried. "Peroxy Compounds, Organic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a19_199.pub2. ISBN 978-3527306732.