1,2-Dioksin

1,2-Dioksin
Skeletal formula of 1,2-dioxin	Ball and stick model of 1,2-dioxin
Nazivi
	Sistemski IUPAC naziv 1,2-Dioksin
Identifikacija
CAS broj	289-87-2;
3D model (Jmol)	interaktivna slika; interaktivna slika;
ChemSpider	10606250 ;
PubChem C ID	15559065;
	SMILES O1Occcc1; O1OC=CC=C1; ; ; ; ;
Svojstva
Hemijska formula	C4H4O2
Molarna masa	84,07 g·mol−1
Srodna jedinjenja
Srodna jedinjenja	Dibenzodioksin; 1,4-Dioksin
	Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje materijala (na 25 °C [77 °F], 100 kPa).
	verifikuj (šta je ?)
	Reference infokutije

1,2-Dioksin je heterociklično, organsko, antiaromatično jedinjenje sa hemijskom formulom C₄H₄O₂. On je izomerna forma 1,4-dioksina (ili p-dioksina).

Usled njegovih peroksidu sličnih karakteristika, 1,2-dioksin je veoma nestabilan i ne može se izolovati. Čak su i supstituisani derivati su veoma nestabilni, e.g. 1,4-difenil-2,3-benzodioksin.^[4] 3,6-bis(p-tolil)-1,2-dioksin je bio pogrešno proglašen prvim stabilnim derivatom 1990. godine.^[5]^[6]

Izomeri 1,2-dioksina (levo) i 1,4-dioksina (desno)
Struktura prelaznog 1,4-difenil-2,3-benzodioksina
Dioksinska (1) i dionska forma (2)

Референце уреди

^ „CID 15559065 - PubChem Public Chemical Database”. The PubChem Project. USA: National Center for Biotechnology Information. Descriptors Computed from Structure.
^ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today. 15 (23-24): 1052—7. PMID 20970519. doi:10.1016/j.drudis.2010.10.003. уреди
^ Evan E. Bolton; Yanli Wang; Paul A. Thiessen; Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry. 4: 217—241. doi:10.1016/S1574-1400(08)00012-1.
^ Smith, Jimmie P.; Schrock, Alan K.; Schuster, Gary B. (1982). „Chemiluminescence of organic peroxides. Thermal generation of an o-xylylene peroxide”. Journal of the American Chemical Society. 104 (4): 1041—1047. doi:10.1021/ja00368a021.
^ H. J. Shine, D. C. Zhao: Electron transfer to excited doublet states. Photoirradiation of 10-methylphenothiazine cation radical perchlorate in solutions of phenylacetylene and p-tolylacetylene in acetonitrile, J. Org. Chem., 1990, 55, 4086–4089; Shine, Henry J.; Zhao, Da Chuan (1990). „Electron transfer to excited doublet states. Photoirradiation of 10-methylphenothiazine cation radical perchlorate in solutions of phenylacetylene and p-tolylacetylene in acetonitrile”. The Journal of Organic Chemistry. 55 (13): 4086—4089. doi:10.1021/jo00300a026.
^ Block, Eric; Shan, Zhixing; Glass, Richard S.; Fabian, Jürgen (2003). „Revised Structure of a Purported 1,2-Dioxin: A Combined Experimental and Theoretical Study”. The Journal of Organic Chemistry. 68 (10): 4108—4111. PMID 12737603. doi:10.1021/jo034305i.

[1] „CID 15559065 - PubChem Public Chemical Database”. The PubChem Project. USA: National Center for Biotechnology Information. Descriptors Computed from Structure.

[2] Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today. 15 (23-24): 1052—7. PMID 20970519. doi:10.1016/j.drudis.2010.10.003. уреди

[3] Evan E. Bolton; Yanli Wang; Paul A. Thiessen; Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry. 4: 217—241. doi:10.1016/S1574-1400(08)00012-1.

[4] Smith, Jimmie P.; Schrock, Alan K.; Schuster, Gary B. (1982). „Chemiluminescence of organic peroxides. Thermal generation of an o-xylylene peroxide”. Journal of the American Chemical Society. 104 (4): 1041—1047. doi:10.1021/ja00368a021.

[5] H. J. Shine, D. C. Zhao: Electron transfer to excited doublet states. Photoirradiation of 10-methylphenothiazine cation radical perchlorate in solutions of phenylacetylene and p-tolylacetylene in acetonitrile, J. Org. Chem., 1990, 55, 4086–4089; Shine, Henry J.; Zhao, Da Chuan (1990). „Electron transfer to excited doublet states. Photoirradiation of 10-methylphenothiazine cation radical perchlorate in solutions of phenylacetylene and p-tolylacetylene in acetonitrile”. The Journal of Organic Chemistry. 55 (13): 4086—4089. doi:10.1021/jo00300a026.

[6] Block, Eric; Shan, Zhixing; Glass, Richard S.; Fabian, Jürgen (2003). „Revised Structure of a Purported 1,2-Dioxin: A Combined Experimental and Theoretical Study”. The Journal of Organic Chemistry. 68 (10): 4108—4111. PMID 12737603. doi:10.1021/jo034305i.

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