2-Ethylanthraquinone

Intermediate Chemical in H2O2 Synthesis changed 477213314 2-Ethylanthraquinone 2-Ethylanthraquinone.svg Structural formula of 2-Ethylanthraquinone 250px 2-Ethylanthraquinone-3D-balls.png Ball-and-stick model 230px 2-Ethylanthracene-9,10-dione 2-Ethyl-9,10-anthracenedione correct chemspider 6514 6772 59YJ81QZKD 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,2H2,1H3 SJEBAWHUJDUKQK-UHFFFAOYAW O=C2c1c(cccc1)C(=O)c3c2ccc(c3)CC correct EBI 42355 correct chemspider 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 correct chemspider SJEBAWHUJDUKQK-UHFFFAOYSA-N changed ?? 84-51-5 201-535-4 C16H12O2 236.27 g/mol 105 415.4 @ 760mmHg 1.231g/cm3 white to yellowish crystals or powder 155.4 08 09 Danger 350 373 410 201 202 260 273 281 308+313 314 391 405 501 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).Goor, G. Glenneberg, J. Jacobi, S. Hydrogen Peroxide Ullmann's Encyclopedia of Industrial Chemistry 2007 Wiley-VCH Weinheim 10.1002/14356007.a13_443.pub2 9783527303854 Römpp CD 2006, Georg Thieme Verlag 2006 Production 2-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 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: left|400px|The Riedl-Pfleiderer process.left 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 Category:Anthraquinones