Both phthalic anhydride and ethylbenzene are readily available, being otherwise used in the large-scale production of plastics.
UsesEdit
Hydrogen peroxide is produced industrially by the anthraquinone process which involves using 2-alkyl-9,10-anthraquinones for hydrogenation. Many derivatives of anthraquinone are used but 2-ethylanthraquinone is common because of its high selectivity. The hydrogenation of the unsubstituted ring can reach 90% selectivity by using 2-ethylanthraquinone. Hydrogenation follows the Riedl-Pfleiderer, or autoxidation, process:
The Riedl-Pfleiderer process.
The hydrogenation of 2-ethylanthraquinone is catalyzed by palladium. Hydrogenation produces both 2-ethylanthrahydroquinone and tetrahydroanthraquinone. The tetrahydro derivative of 2-alkylanthraquinone is easily hydrogenated but is more difficult to oxidize. The formation of the tetrahydro derivative can be suppressed through the selection of catalysts, solvents, and reaction conditions. Some suggested solvent mixtures are polyalkylated benzenes and alkyl phosphates or tetraalkyl ureas, trimethylbenzenes and alkylcyclohexanol esters, and methylnaphthalene and nonyl alcohols.
ReferencesEdit
^Goor, G.; Glenneberg, J.; Jacobi, S. (2007). "Hydrogen Peroxide". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a13_443.pub2.
ethylanthraquinone, organic, compound, that, derivative, anthraquinone, this, pale, yellow, solid, used, industrial, production, hydrogen, peroxide, h2o2, namespreferred, iupac, name, ethylanthracene, dioneother, names, ethyl, anthracenedioneidentifierscas, nu. 2 Ethylanthraquinone is an organic compound that is a derivative of anthraquinone This pale yellow solid is used in the industrial production of hydrogen peroxide H2O2 1 2 2 Ethylanthraquinone NamesPreferred IUPAC name 2 Ethylanthracene 9 10 dioneOther names 2 Ethyl 9 10 anthracenedioneIdentifiersCAS Number 84 51 5 N3D model JSmol Interactive imageChEMBL ChEMBL42355 YChemSpider 6514 YECHA InfoCard 100 001 396EC Number 201 535 4PubChem CID 6772UNII 59YJ81QZKDCompTox Dashboard EPA DTXSID5044994InChI InChI 1S C16H12O2 c1 2 10 7 8 13 14 9 10 16 18 12 6 4 3 5 11 12 15 13 17 h3 9H 2H2 1H3 YKey SJEBAWHUJDUKQK UHFFFAOYSA N YInChI 1 C16H12O2 c1 2 10 7 8 13 14 9 10 16 18 12 6 4 3 5 11 12 15 13 17 h3 9H 2H2 1H3Key SJEBAWHUJDUKQK UHFFFAOYAWSMILES O C2c1c cccc1 C O c3c2ccc c3 CCPropertiesChemical formula C16H12O2Molar mass 236 27 g molAppearance white to yellowish crystals or powderDensity 1 231g cm3Melting point 105 C 221 F 378 K Boiling point 415 4 760mmHgHazardsGHS labelling PictogramsSignal word DangerHazard statements H350 H373 H410Precautionary statements P201 P202 P260 P273 P281 P308 P313 P314 P391 P405 P501Flash point 155 4 C 311 7 F 428 5 K Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N Infobox referencesProduction Edit2 Ethylanthraquinone is prepared from the reaction of phthalic anhydride and ethylbenzene C6H4 CO 2O C6H5Et C6H4 CO 2C6H3Et H2O Both phthalic anhydride and ethylbenzene are readily available being otherwise used in the large scale production of plastics Uses EditHydrogen peroxide is produced industrially by the anthraquinone process which involves using 2 alkyl 9 10 anthraquinones for hydrogenation Many derivatives of anthraquinone are used but 2 ethylanthraquinone is common because of its high selectivity The hydrogenation of the unsubstituted ring can reach 90 selectivity by using 2 ethylanthraquinone Hydrogenation follows the Riedl Pfleiderer or autoxidation process The Riedl Pfleiderer process The hydrogenation of 2 ethylanthraquinone is catalyzed by palladium Hydrogenation produces both 2 ethylanthrahydroquinone and tetrahydroanthraquinone The tetrahydro derivative of 2 alkylanthraquinone is easily hydrogenated but is more difficult to oxidize The formation of the tetrahydro derivative can be suppressed through the selection of catalysts solvents and reaction conditions Some suggested solvent mixtures are polyalkylated benzenes and alkyl phosphates or tetraalkyl ureas trimethylbenzenes and alkylcyclohexanol esters and methylnaphthalene and nonyl alcohols References Edit Goor G Glenneberg J Jacobi S 2007 Hydrogen Peroxide Ullmann s Encyclopedia of Industrial Chemistry Weinheim Wiley VCH doi 10 1002 14356007 a13 443 pub2 Rompp CD 2006 Georg Thieme Verlag 2006 Retrieved from https en wikipedia org w index php title 2 Ethylanthraquinone amp oldid 1157934084, wikipedia, wiki, book, books, library,
