Conversion of glycerol to 1,3-propanediol via selective dehydroxylation

Industrial and Engineering Chemistry Research

Volumn 42, Issue 13, 2003, Pages 2913-2923

  Wang, Keyi ^a   Hawley, Martin C ^a   DeAthos, Scott J ^a  

^a Michigan State University   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSIS; HYDROGEN;

CATALYTIC HYDROGENOLYSIS;

GLYCEROL;

1,3 PROPANEDIOL; GLYCEROL; HYDROXYL GROUP; REDUCING AGENT; TOLUENESULFONIC ACID DERIVATIVE;

REACTION;

ARTICLE; CATALYSIS; CHEMICAL MODIFICATION; CHEMICAL REACTION; FEASIBILITY STUDY; HYDROXYLATION; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0037635245     PISSN: 08885885     EISSN: None     Source Type: Journal    
DOI: 10.1021/ie020754h     Document Type: Article

References (19)

1. Stinson, S. C. Fine and Intermediate Chemicals Makers Emphasize New Products and Processes. Chem. Eng. News 1995, 73, 10.
2. 2. Appl. Microbiol. Biotechnol. 1991, 36, 289-294.
3. Che, T. M. Catalytic Conversion of Glycerol and Synthesis Gas to Propanediol. U.S. Patent 4,642,394, 1987.
4. 1 and C. pasteurianum. Appl. Mcrobiol. Biotechnol. 1991, 34, 637.
5. Zeng, A.-P.; Biebl, H.; Schlieker, H.; Deckwer, W.-D. Pathway Analysis of Glycerol Fermentation by Klebsiella pneumoniae: Regulation of Reducing Equivalent Balance and Product Formation. Enzyme Microb. Technol. 1993, 15, 770-773.
6. Hill, H. S.; Whelen, M. S.; Hibbert, H. Studies on the Reactions Relating to Carbonydrates and Polysaccharides. XV. The Isomeric Benzylidene Glycerols. J. Am. Chem. Soc. 1928, 50, 2235.
7. Baggett, N.; Brimacombe, J. S.; Foster, A. B.; Stachey, M.; Weiffen, D. H. Aspects of Stereochemistry. Part IV. Configuration and Some Reactions of the 1,3-O -Benzylideneglycerols (5-Hydroxy-2-Phenyl-1,3-Dioxans). J. Chem. Soc. 1960, 2574.
8. Baggett, N.; Buck, K. W.; Foster, A. B.; Randall, M. H.; Webber, J. M. Aspects of Stereochemistry. Part IV. Absolute Configuration of Benzylidene Derivatives of Some Acylic Polyhydric Alcohols. J. Chem. Soc. 1965, 3394.
9. Szeja, S. Separation of 2-Substituted 5-Hydroxy-1,3-Dioxanes by Esterification in Catalytic Two-Phase System. Pol. J. Chem. 1983, 57, 609.
10. Showler, A. J.; Darley, P. A. Condensation Products of Glycerol with Aldehydes and Ketones: 2-Substituted m-Dioxan-5-ols and 1,3-Dioxolane-4-methanols. Chem. Rev. 1967, 67, 427.
11. Jochims, J. C.; Kobayashi, Y. Sterospecific Synthesis of 5-Substituted 1,3-Dioxanes by Application of Dimroth's Principle. Tetrahedron Lett. 1974, 575.
12. Juaristi, E.; Antunez, S. Conformational Analysis of 5-substituted 1,3-dioxanes. 6. Study of the Attractive Gauche Effect in O - C - C - O Segments. Tetrahedron 1992, 48, 5941.
13. Trosr, B. M. Comprehensive Organic Synthesis; Pergamon Press: New York, 1991; Vol. 6, p 659.
14. Piasecki, A.; Burczyk, B. Acetals and Ethers. Part VI. Synthesis of Selected cis- and trans-2-Alkyl-4-Hydroxylmethyl-1,3-Dioxolanes and cis- and trans-2-Alkyl-5-Hydroxy-1,3-Dioxanes. Pol. J. Chem. 1980, 54, 367.
15. Hibbert, H.; Carter, N. M. Studies on the Reactions Relating to Carbohydrates and Polysaccharides. XVIL. Structure of the Isomeric Methylidene Glycerols. J. Am. Chem. Soc 1928, 50, 3120.
16. Hessel, L. W.; van Lohuizen, O. E.; Verkade, P. E. Glycerol-α- and β-Monoiodohydrin. Rec. Trav. Chim 1954, 73, 842.
17. Flowers, H. M., Protection of the Hydroxyl Group. In The Chemstry of the Hydroxyl Group; Patai, S., Ed.; Interscience: London, 1971; Part 2, pp 1001-1004.
18. Tipson, R. S. Sufonic Esters of Carbohydrate. In Advances in Carbohydrate Chemistry; Academic Press: New York, 1953; Vol. 8, pp 108-215.
19. Casey, M.; Lenoard, J.; Lygo, B. Advanced Practical Organic Chemistry; Blackie Academic and Professonal: London, 1990; pp 133-134.