1,4-Dioxin

1,4-Dioxane Dioxygen other dioxin compounds dioxin changed changed 477206346 1,4-Dioxin 1,4-Dioxin.svg skin-invert 120px 1,4-Dioxin-3D-balls 2.png bg-transparent 1,4-Dioxin-3D-spacefill.png bg-transparent 1,4-Dioxine Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book) The Royal Society of Chemistry 2014 Cambridge 147 10.1039/9781849733069-FP001 978-0-85404-182-4 Front Matter 1,4-Dioxacyclohexa-2,5-diene 1,4-DioxinDioxinp-Dioxin1,4-Dioxa[6]annulene correct chemspider 71301 1/C4H4O2/c1-2-6-4-3-5-1/h1-4H KVGZZAHHUNAVKZ-UHFFFAOYAD O\1/C=C\O/C=C/1 correct chemspider 1S/C4H4O2/c1-2-6-4-3-5-1/h1-4H correct chemspider KVGZZAHHUNAVKZ-UHFFFAOYSA-N correct CAS 290-67-5 correct FDA ZD32358XMG 78968 134044 C4H4O2 84.07 g/mol Colorless liquid 75 highly flammable 1,2-dioxin, dibenzodioxin dithiin 1,4-Dioxin (also referred as dioxin or p-dioxin) is a heterocyclic, organic, non-aromatic compound with the chemical formula C4H4O2.Science of Synthesis: Houben-Weyl Methods of Molecular Transformations Vol. 16: Six-Membered Hetarenes with Two Identical HeteroatomsMay 2026 y It is colorless and very flammable, and has a boiling point of 75 C K. CRC handbook of chemistry and physics: a ready-reference book of chemical and physical data Chemical Rubber Company (CRC Press) 2004 978-0-8493-0485-9 Lide David R. 85th Boca Raton 3-145 There is an isomeric form of 1,4-dioxin, 1,2-dioxin (or o-dioxin). 1,2-Dioxin is very unstable due to its peroxide-like characteristics. The term "dioxin" is most commonly used for a family of derivatives of 1,4-dioxin, known as polychlorinated dibenzodioxins (PCDDs). Preparation 1,4-Dioxin can be prepared by cycloaddition, namely by the Diels–Alder reaction of furan and maleic anhydride. The adduct formed has a carbon-carbon double bond, which is converted to an epoxide. The epoxide then undergoes a retro-Diels–Alder reaction, forming 1,4-dioxin and regenerating maleic anhydride. 10.1039/p19940000927 J. Chem. Soc., Perkin Trans. 1 8 1994 927–931 Effect of ring strain on the formation and pyrolysis of some Diels–Alder adducts of 2-sulfolene (2,3-dihydrothiophene 1,1-dioxide) and maleic anhydride with 1,3-dienes and products derived therefrom R. Alan Aitken J. I. G. Cadogan amp Ian Gosneya 600px|Scheme describing the 1994 synthesis of 1,4-dioxin Derivatives thumb|The skeletal formula and substituent numbering scheme of dibenzo-1,4-dioxin, the parent compound of PCDDs The word "dioxin" can refer in a general way to compounds which have a dioxin core skeletal structure with substituent molecular groups attached to it. For example, dibenzo-1,4-dioxin is a compound whose structure consists of two benzo- groups fused onto a 1,4-dioxin ring. Polychlorinated dibenzodioxins Polychlorinated dibenzodioxins Because of their extreme importance as environmental pollutants, current scientific literature uses the name dioxins commonly for simplification to denote the chlorinated derivatives of dibenzo-1,4-dioxin, more precisely the polychlorinated dibenzodioxins (PCDDs), among which 2,3,7,8-tetrachlorodibenzodioxin (TCDD), a tetrachlorinated derivative, is the best known. The polychlorinated dibenzodioxins, which can also be classified in the family of halogenated organic compounds, have been shown to bioaccumulate in humans and other organisms due to their lipophilic properties, and are known teratogens, mutagens, and carcinogens. PCDDs are formed through combustion, chlorine bleaching and manufacturing processes.http://maine.gov/dep/dioxin/ Dioxin Information https://web.archive.org/web/20090615124630/http://maine.gov/dep/dioxin/ 2009-06-15 Department of Environmental Protection, State of Maine 2005 dead 2008-08-10 The combination of heat and chlorine creates dioxin. Since chlorine is often a part of the Earth's environment, natural ecological activity such as volcanic activity and forest fires can lead to the formation of PCDDs. Nevertheless, PCDDs are mostly produced by human activity. Famous PCDD exposure cases include Agent Orange sprayed over vegetation by the British military in Malaya during the Malayan Emergency and the U.S. military in Vietnam during the Vietnam War, the Seveso disaster, and the poisoning of Viktor Yushchenko. Polychlorinated dibenzofurans are a related class compounds to PCDDs which are often included within the general term "dioxins". References External links Category:Dioxins