Synthesis of p-xylene from ethylene

Journal of the American Chemical Society

Volumn 134, Issue 38, 2012, Pages 15708-15711

  Lyons, Thomas W ^a   Guironnet, Damien ^a,b   Findlater, Michael ^a,c   Brookhart, Maurice ^a  

^a University of North Carolina at Chapel Hill   (United States)

^b BASF CORPORATION   (United States)

^c TEXAS TECH UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALTERNATIVE FEEDSTOCKS; BIOMASS RESOURCES; CHEMICAL INTERMEDIATES; DIELS-ALDER REACTION; META ISOMERS; OIL SUPPLIES; P-XYLENE; PARA-XYLENE; SELECTIVE SYNTHESIS; SHALE GAS; TRIMERIZATION;

CHEMICAL REACTIONS; FEEDSTOCKS; ISOMERS; XYLENE;

ETHYLENE;

ETHYLENE; PARA XYLENE;

ARTICLE; BIOMASS; DEHYDROGENATION; DIELS ALDER REACTION; OIL SHALE; SYNTHESIS;

BIOMASS; ETHYLENES; THERMODYNAMICS; XYLENES;

EID: 84866653675     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja307612b     Document Type: Article

References (32)

1. Wittcoff, H. A.; Reuben, B. G.; Plotkin, J. S. Industrial Organic Chemicals; John Wiley & Sons: New York, 2004; p 329.
2. Kuczenski, B.; Geyer, R. Resour. Conserv. Recycl. 2010, 54, 1161-1169
3. Speight, J. G. Chemical Process and Design Handbook; McGraw-Hill: New York, 2002; pp 2557-2560.
4. Fabri, J.; Graeser, U.; Simo, T. A. Xylenes. Ullmans Encyclopedia of Industrial Chemistry, 3rd ed.; Wiley-VCH: Weinheim, Germany, 2003; Vol. 39, p 583.
5. Yuan, W.; Lin, Y. S.; Yang, W. J. Am. Chem. Soc. 2004, 126, 4776
6. Breen, J.; Burch, R.; Kulkarni, M.; Collier, P.; Golunski, S. J. Am. Chem. Soc. 2005, 127, 5020
7. Vermoortele, F.; Maes, M.; Moghadam, P. Z.; Lennox, M. J.; Ragon, F.; Boulhout, M.; Biswas, S.; Laurier, K. G. M.; Beurroies, I.; Denoyel, R.; Roeffaers, M.; Stock, N.; Düren, R.; Serre, C.; De Vos, D. E. J. Am. Chem. Soc. 2011, 133, 18526
8. Lusi, M.; Barbour, L. J. Angew. Chem., Int. Ed. 2012, 51, 3928
9. Tullo, A. H. Virent Makes Xylene, Gasoline from Plants Chem. Eng. News 2011, 89, 19
10. Cortright, R. D.; Blommel, P. G. U.S. Patent 7977517 B2, 2011.
11. Brandvold, T. A. U.S. Patent 0331568 A1, 2010.
12. Williams, C. L. ACS Catal. 2012, 2, 935
13. Shiramizu, M.; Toste, F. D. Chem.-Eur. J. 2011, 17, 12452
14. Braskem press release. Sept. 24, 2010. http://www.braskem.com.br (accessed April 29, 2012).
15. Bewley, L. Petrochemicals: shale gas restores U.S. competitiveness Chem. Week 2012, 174, 19
16. Gilbert, D. Chemical Makers Ride Gas Boom. Wall Street Journal, April 19, 2012,: B1
17. Tullo, A. H. Petrochemicals Chem. Eng. News 2012, 90, 10
18. Dow press release. April 21, 2012. http://www.dow.com/news (accessed April 30, 2012).
19. Chevron Phillips press release. April 30, 2012 http://www.cpchem.com (Accessed May 3, 2012).
20. Freeman, J. W.; Buster, J. L.; Knudsen, R. D. U.S. Patent 5856257, 1999.
21. Carter, A.; Cohen, S. A.; Cooley, N. A.; Murphy, A.; Scutt, J.; Wass, D. F. Chem. Commun. 2002, 858
22. Wass, D. F. Patent WO 004119, 2002.
23. Agapie, T.; Schofer, S. J.; Labinger, J. A.; Bercaw, J. E. J. Am. Chem. Soc. 2004, 126, 1304
24. Ahuja, R.; Punji, B.; Findlater, M.; Supplee, C.; Schinski, W.; Brookhart, M.; Goldman, A. S. Nat. Chem. 2011, 3, 167
25. Goldman, A. S.; Roy, A. H.; Huang, R.; Ahuja, W.; Schinski, W.; Brookhart, M. Science 2006, 312, 257
26. Choi, J.; Cholly, Y.; Zhang, X.; Emge, T. J.; Krogh-Jespersen, K.; Goldman, A. S. J. Am. Chem. Soc. 2009, 131, 15827
27. Romero, P. E.; Whited, M. T.; Grubbs, R. H. Organometallics 2008, 27, 3422
28. Haenel, M. W.; Oevers, S.; Angermund, K.; Kaska, W. C.; Fan, H.; Hall, M. B. Angew. Chem., Int. Ed. 2001, 40, 3596
29. Bartlett, P. D.; Schuller, K. E. J. Am. Chem. Soc. 1968, 90, 6071
30. Tsai, M.; Friend, C. M; Muetterties, E. L. J. Am. Chem. Soc. 1982, 104, 2539
31. Borade, R. B.; Zhang, B.; Clearfield, A. Catal. Lett. 1997, 45, 233
32. Aramendía, M. A.; Boráu, V.; García, I. M.; Jiménez, C.; Marinas, A.; Marinas, J. M.; Urbano, F. J. J. Mol. Catal. A 2000, 151, 261