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Direct Hydroxylation of Benzene to Phenol by Nitrous Oxide Full article

Conference 3rd World Congress on Oxidation Catalysis
21-26 Sep 1997 , San Diego
Source Proceedings of the 3rd World Congress on Oxidation Catalysis, 21-26 September 1997, San Diego, CA, U.S.A.
Compilation, Elsevier B.V.. 1997. 1248 c. ISBN 9780444827722.
Journal Studies in Surface Science and Catalysis
ISSN: 0167-2991
Output data Year: 1997, Volume: 110, Pages: 857-864 Pages count : 8 DOI: 10.1016/S0167-2991(97)81048-8
Tags N2O; OXIDATION; ZEOLITES; OXYGEN
Authors Uriarte A.K. 1 , Rodkin M.A. 1 , Gross M. 1 , Kharitonov A.S. 2 , Panov G.I. 2
Affiliations
1 Fibers Strategic Business Unit, Monsanto, P.O. Box 97, Gonzalez, FI 32560, USA
2 Boreskov Institute of Catalysis, Novosibirsk, 630090, Russia

Abstract: In the early 1990's it was reported that N2O emissions from adipic acid producers could contribute to atmospheric ozone depletion and global warming. It was estimated that adipic acid production may account for up to 10% of the annual increase in the atmospheric N2O. The ketone-alcohol (KA) to adipic acid yields are near 94% of the theory. Glutaric and succinic acids are the major byproducts and account for most of the yield loss. Monsanto and some other adipic acid producers recover or upgrade these to salable byproducts, resulting in an overall KA utilization efficiency that approaches 99%. Two general areas of utilization were considered: oxidation of N2O to NO and subsequent conversion to nitric acid and the use of N2O as a selective oxidant. The latter had the potential of satisfying the criterion of value addition. Benzene can be reacted with nitrous oxide in the vapor phase at elevated temperatures over ZSM-5 or similar catalysts to give phenol and nitrogen. The reaction has very high selectivity of benzene conversion to phenol (>99%). A further step was taken to incorporate the phenol scheme into an overall adipic acid process. The process would use N2O to hydroxylate benzene to phenol. The phenol would be hydrogenated to cyclohexanone using available technology. The final step is the currently practiced nitric acid oxidation of cyclohexanol and cyclohexanone that returns N2O for use in the front end of the process. The successful commercialization of the overall process concept depended on the viability of the first step that is a breakthrough technology.
Cite: Uriarte A.K. , Rodkin M.A. , Gross M. , Kharitonov A.S. , Panov G.I.
Direct Hydroxylation of Benzene to Phenol by Nitrous Oxide
In compilation Proceedings of the 3rd World Congress on Oxidation Catalysis, 21-26 September 1997, San Diego, CA, U.S.A.. – Elsevier B.V.., 1997. – C.857-864. – ISBN 9780444827722. DOI: 10.1016/S0167-2991(97)81048-8 WOS Scopus РИНЦ ANCAN OpenAlex
Dates:
Published print: Jan 1, 1997
Published online: Sep 2, 2007
Identifiers:
Web of science: WOS:000071441200083
Scopus: 2-s2.0-0041863038
Elibrary: 13272205
Chemical Abstracts: 1998:93388
Chemical Abstracts (print): 128:129447
OpenAlex: W1593736835
Citing:
DB Citing
Web of science 73
Scopus 94
Elibrary 87
OpenAlex 76
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