1,2-Benzohinon

1,2-Benzohinon
Nazivi
	IUPAC naziv cikloheks-3,5-dien-1,2-dion
	Drugi nazivi 1,2-benzohinon, o-benzohinon, o-hinon
Identifikacija
CAS broj	583-63-1;
3D model (Jmol)	interaktivna slika; interaktivna slika;
ChEBI	CHEBI:17253 ;
ChemSpider	10941 ;
ECHA InfoCard	100.243.463
KEGG	C02351 ;
PubChem C ID	11421;
UNII	SVD1LJ47R7 ;
	SMILES O=C1/C=C\C=C/C1=O; C1=CC(=O)C(=O)C=C1; ; ; ; ;
Svojstva
Hemijska formula	C6H4O2
Molarna masa	108,0964 g/mol
Gustina	1,256 g/cm3
Tačka ključanja	213.3°C @760 mmHg
Opasnosti
Tačka paljenja	76.4 °C
Srodna jedinjenja
Srodna jedinjenja	1,4-benzohinon hinon
	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-Benzohinon (orto-benzohinon, cikloheksa-3,5-dien-1,2-dion) je keton, sa formulom C₆H₄O₂. On je jedan od dva izomera hinona, dok je drugi 1,4-benzohinon. 1,2-Benzohinon je crvena supstanca, koja je rastvorna u vodi, a nerastvorna u etil etru.

1,2-Benzohinoni se formiraju oksidacijom katehola izloženih vazduhu u vodenom rastvoru,^[4]^[5] ili putem orto oksidacije fenola.^[4] On je prekurzor melanina.

Reference[uredi | uredi izvor]

^ Joanne Wixon; Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast. 17 (1): 48—55. doi:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.
^ 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.
^ ^а ^б Magdziak, D., Rodriguez, A. A.; Van De Water, R. W.; Pettus, T. R. R. (2002). „Regioselective oxidation of phenols to o-quinones with o-iodoxybenzoic acid (IBX)”. Org. Lett. 4 (2): 285—288. PMC 1557836 . PMID 11796071. doi:10.1021/ol017068j.
^ Chanda Parulekar and Suneela Mavinkurve (2006), Formation of ortho-benzoquinone from sodium benzoate by Pseudomonas mendocina P₂d. Indian Journal of Experimental Biology, volume 44, pages 157--162. Online version accessed on 2010-02-04.

Vidi još[uredi | uredi izvor]

[1] Joanne Wixon; Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast. 17 (1): 48—55. doi:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.

[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.

[mag-4] а ^б Magdziak, D., Rodriguez, A. A.; Van De Water, R. W.; Pettus, T. R. R. (2002). „Regioselective oxidation of phenols to o-quinones with o-iodoxybenzoic acid (IBX)”. Org. Lett. 4 (2): 285—288. PMC 1557836 . PMID 11796071. doi:10.1021/ol017068j.

[paru-5] Chanda Parulekar and Suneela Mavinkurve (2006), Formation of ortho-benzoquinone from sodium benzoate by Pseudomonas mendocina P₂d. Indian Journal of Experimental Biology, volume 44, pages 157--162. Online version accessed on 2010-02-04.

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