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One-pot room-temperature conversion of cyclohexane to adipic acid by ozone and UV light.

Science (New York, N.Y.) (2014-12-20)
Kuo Chu Hwang, Arunachalam Sagadevan
RESUMEN

Nitric acid oxidation of cyclohexane accounts for ~95% of the worldwide adipic acid production and is also responsible for ~5 to 8% of the annual worldwide anthropogenic emission of the ozone-depleting greenhouse gas nitrous oxide (N2O). Here we report a N2O-free process for adipic acid synthesis. Treatment of neat cyclohexane, cyclohexanol, or cyclohexanone with ozone at room temperature and 1 atmosphere of pressure affords adipic acid as a solid precipitate. Addition of acidic water or exposure to ultraviolet (UV) light irradiation (or a combination of both) dramatically enhances the oxidative conversion of cyclohexane to adipic acid.

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Sigma-Aldrich
Adipic acid, 99%
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Sigma-Aldrich
Adipic acid, BioXtra, ≥99.5% (HPLC)
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Sigma-Aldrich
Nitrous oxide, 99%
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Supelco
Adipic acid, certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland
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Adipic acid, European Pharmacopoeia (EP) Reference Standard
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