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Diethyl ether peroxide
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{{chembox |Watchedfields = changed |verifiedrevid = 445507000 |Name = Diethyl ether hydroperoxide |ImageFile = Diethyl ether peroxide.svg |ImageSize = 136px |ImageFile1 = Diethyl Ether Peroxide.png |ImageSize1 = 160 |Section1={{Chembox Identifiers |InChI = 1/C4H10O3/c1-3-6-4(2)7-5/h4-5H,3H2,1-2H3 |InChIKey = CXWWPQGYBJCHJL-UHFFFAOYAS |SMILES1 = CC(OCC)OO |StdInChI_Ref = {{stdinchicite|correct|chemspider}} |StdInChI = 1S/C4H10O3/c1-3-6-4(2)7-5/h4-5H,3H2,1-2H3 |StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |StdInChIKey = CXWWPQGYBJCHJL-UHFFFAOYSA-N |CASNo_Ref = {{cascite|correct|??}} |CASNo = 18321-53-4 |ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |ChemSpiderID =19985446 |PubChem = 126387 |SMILES = CCOC(OO)C }} |Section2={{Chembox Properties |C=4|H=10|O=3 |Appearance = colorless liquid |Density = 1.005 g/cm<sup>3</sup> |BoilingPtC = 62 to 64 |BoilingPt_notes = at 18.7 hPa (reduced pressure) }} |Section3={{Chembox Hazards |MainHazards = Explosive |NFPA-F = 4 | NFPA-H = 2 | NFPA-R = 4 | NFPA-S = }} }} '''Diethyl ether hydroperoxide''' is the [[organic compound]] with the formula C<sub>2</sub>H<sub>5</sub>OCH(OOH)CH<sub>3</sub>. It is a colorless liquid. Diethyl ether hydroperoxide and its condensation products are responsible for the explosive [[organic peroxide]]s that slowly form upon exposure of [[diethyl ether]] to ambient air and temperature conditions.<ref name=jacs>{{cite journal |doi=10.1021/ja01638a012|title=Organic Peroxides. XIX. Ξ±-Hydroperoxyethers and Related Peroxides|year=1954|last1=Milas|first1=Nicholas A.|last2=Peeler|first2=Robert L.|last3=Mageli|first3=Orville L.|journal=Journal of the American Chemical Society|volume=76|issue=9|pages=2322β2325|bibcode=1954JAChS..76.2322M }}</ref><ref>{{cite journal | author = A. Rieche, R. Meister | title = Modellversuche zur Autoxidation der Γther | journal = [[Angewandte Chemie]] | volume = 49 | issue = 5 | pages = 101β103 | year = 1936 | doi = 10.1002/ange.19360490502 | bibcode = 1936AngCh..49..101R | language = de}}</ref>
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