| 词条 | Hydroxyquinol |
| 释义 |
| Watchedfields = changed | verifiedrevid = 443865001 | Name = Hydroxyquinol | ImageFile = Hydroxyhydrochinon.svg | ImageSize = 120px | ImageName = Chemical structure of hydroxyquinol | ImageAlt = Chemical structure of hydroxyquinol | IUPACName = benzene-1,2,4-triol | OtherNames = Hydroxyhydroquinone Oxyhydroquinone 1,2,4-Benzenetriol 1,2,4-Trihydroxybenzene Benzene-1,2,4-triol 4-Hydroxycatechol 2,5-Dihydroxyphenol 1,3,4-Benzenetriol 1,3,4-Trihydroxybenzene |Section1={{Chembox Identifiers | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 10331 | KEGG_Ref = {{keggcite|correct|kegg}} | KEGG = C02814 | InChIKey = GGNQRNBDZQJCCN-UHFFFAOYAX | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C6H6O3/c7-4-1-2-5(8)6(9)3-4/h1-3,7-9H | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = GGNQRNBDZQJCCN-UHFFFAOYSA-N | CASNo = 533-73-3 | CASNo_Ref = {{cascite|correct|CAS}}= | CASNoOther = | PubChem = 10787 | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = 16971 | SMILES = Oc1cc(O)c(O)cc1 | InChI = 1/C6H6O3/c7-4-1-2-5(8)6(9)3-4/h1-3,7-9H | MeSHName = }} |Section2={{Chembox Properties | Formula = C6H6O3 | MolarMass = 126.11 g/mol | Appearance = white solid | Density = | MeltingPt = | BoilingPt = | Solubility = }} }}Hydroxyquinol is an organic compound with the formula C6H3(OH)3. It is one of three isomeric benzenetriols. The compound is a colorless solid that is soluble in water. It reacts with air to give a black insoluble solid.[1] ProductionIt is prepared industrially by acetylation of paraquinone with acetic anhydride followed by hydrolysis of the triacetate.[1] Historically hydroxyquinol was produced by the action of potassium hydroxide on hydroquinone.[2] It can also be prepared by dehydrating fructose.[3][4] C6H12O6 → 3 H2O + C6H6O3 Natural occurrenceHydroxyquinol is a common intermediate in the biodegradation of many aromatic compounds. These substrates include monochlorophenols, dichlorophenols, and more complex species such as the pesticide 2,4,5-T.[5] Hydroxyquinol commonly occurs in nature as a biodegradation product of catechin, a natural phenol found in plants such as Bradyrhizobium japonicum.[6] Hydroxyquinol is also a metabolite in some organisms. For instance, Hydroxyquinol 1,2-dioxygenase is an enzyme that uses hydroxyquinol as a substrate with oxygen to produce 3-hydroxy-cis,cis-muconate. References1. ^1 {{cite journal|last1=Fiege|first1=Helmut|last2=Heinz-Werner|first2=Voges|last3=Hamamoto|first3=Toshikazu|last4=Umemura|first4=Sumio|last5=Iwata|first5=Tadao|last6=Miki|first6=Hisaya|last7=Fujita|first7=Yasuhiro|last8=Buysch|first8=Hans-Josef|last9=Garbe|first9=Dorothea|last10=Paulus|first10=Wilfried|title=Phenol Derivatives|journal=Ullmann's Encyclopedia of Industrial Chemistry|year=2005|publisher=Wiley-VCH|location=Weinheim, Germany|doi=10.1002/14356007.a19_313|isbn=978-3527306732}} 2. ^{{cite book|last=Roscoe|first=Henry|title=A treatise on chemistry, Volume 3, Part 3|year=1891|publisher=Macmillan & Co.|location=London|pages=199|url=https://books.google.com/?id=HEY9AAAAYAAJ&pg=PA199&lpg=PA199&dq=Hydroxyquinol#v=onepage&q=hydroxyquinol&f=false}} 3. ^{{cite journal|last1=Luijkx|first1=Gerard|last2=Rantwijk|first2=Fred|last3=Bekkum|first3=Herman|author-link3=Herman van Bekkum|title=Hydrothermal formation of 1,2,4-benzenetriol from 5-hydroxymethyl-2-furaldehyde and D-fructose|journal=Carbohydrate Research|date=1993|volume=242|issue=1|pages=131–139|doi=10.1016/0008-6215(93)80027-C}} 4. ^{{cite journal|last1=Srokol|first1=Zbigniew|last2=Anne-Gaëlle|first2=Bouche|last3=Estrik|first3=Anton|last4=Strik|first4=Rob|last5=Maschmeyer|first5=Thomas|last6=Peters|first6=Joop|title=Hydrothermal upgrading of biomass to biofuel; studies on some monosaccharide model compounds|journal=Carbohydrate Research|date=2004|volume=339|issue=10|pages=1717–1726|doi=10.1016/j.carres.2004.04.018}} 5. ^{{cite journal|title=Hydroxyquinol pathway for microbial degradation of halogenated aromatic compounds|authors=Travkin, Vasili M.; Solyanikova, Inna P.; Golovleva, Ludmila A.|journal=Journal of Environmental Science and Health, Part B: Pesticides, Food Contaminants, and Agricultural Wastes|year=2006|volume=41|issue=8|pages=1361–1382|doi=10.1080/03601230600964159}} 6. ^{{cite journal|last1=Mahadevan|first1=A.|last2=Waheeta|first2=Hopper|title=Degradation of catechin by Bradyrhizobium japonicum|journal=Biodegradation|date=1997|volume=8|issue=3|pages=159–165|doi=10.1023/A:1008254812074}} 1 : Hydroxyquinols |
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