2-furanon

2-furanon
	5H-furan-2-on
Drugi nazivi	furan-2-on, γ-krotonolakton, β-anđelika lakton, butenolid
Identifikacija
CAS registarski broj	497-23-4
PubChem	10341
ChemSpider	9917
KEGG	C17601
MeSH	butenolide
ChEBI	38118
ChEMBL	CHEMBL166223
Jmol-3D slike	Slika 1
SMILES
	O=C\1OC/C=C/1
InChI
	InChI=1S/C4H4O2/c5-4-2-1-3-6-4/h1-2H,3H2 ; Kod: VIHAEDVKXSOUAT-UHFFFAOYSA-N InChI=1/C4H4O2/c5-4-2-1-3-6-4/h1-2H,3H2; Kod: VIHAEDVKXSOUAT-UHFFFAOYAD
Svojstva
Molekulska formula	C4H4O2
Molarna masa	84.07336
Gustina	1,185 g/cm3, tečnost
Tačka topljenja	4-5 °C, 277-278 K, 39-41 °F (Source)
Tačka ključanja	86-87 °C, 359-360 K, 187-189 °F (12 mm Hg, Source)
	(šta je ovo?) (verifikuj) ; Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala
	Infobox references

2-Furanon je heterociklično organsko jedinjenje. On se klasifikuje kao lakton. Ova bezbojna tečnost se kolokvijalno naziva "butenolid". Kao klasa jedinjenja, supstituisani derivati se nazivaju butenolidi. Oni se zapravo ne pripremaju iz 2-furanona.

Sinteza i reakcije

2-Furanon se priprema oksidacijom furfurala:^[7]

On postoji u ravnoteži sa tautomerom 2-hidroksifuranom, koji služi kao intermedijar u interkonverziji između β- i α-furanona. β forma je stabilnija. Interkonverzija je katalizovana bazom.

2-Furanoni se mogu konvertovati u furane putem dvostepnog procesa, redukcijom kojoj sledi dehidracija.

Reference

↑ 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. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit
↑ 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.
↑ Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit
↑ 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.
↑ Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit
↑ ^6,0 ^6,1 Sigma-Aldrich Chemicals Product detail
↑ Näsman, Jan H. (1993), „3-Methyl-2(5H)-furanone”, Organic Syntheses ; Coll. Vol. 1: 396

[1] 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. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit

[2] 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.

[3] Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit

[4] 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.

[5] Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit

[Sigma-6] 6,0 ^6,1 Sigma-Aldrich Chemicals Product detail

[7] Näsman, Jan H. (1993), „3-Methyl-2(5H)-furanone”, Organic Syntheses ; Coll. Vol. 1: 396

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