2-Ethylanthraquinone
Names | |
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Preferred IUPAC name
2-Ethylanthracene-9,10-dione | |
Other names
2-Ethyl-9,10-anthracenedione
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Identifiers | |
3D model (
JSmol ) |
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ChEMBL | |
ChemSpider | |
ECHA InfoCard
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100.001.396 |
EC Number |
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PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C16H12O2 | |
Molar mass | 236.27 g/mol |
Appearance | white to yellowish crystals or powder |
Density | 1.231g/cm3 |
Melting point | 105 °C (221 °F; 378 K) |
Boiling point | 415.4 @ 760mmHg |
Hazards | |
GHS labelling: | |
Danger | |
H350, H373, H410 | |
P201, P202, P260, P273, P281, P308+P313, P314, P391, P405, P501 | |
Flash 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).
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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]
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:
The
References
- ISBN 9783527303854.
- ^ Römpp CD 2006, Georg Thieme Verlag 2006