Intelligent Approach to Solvent Substitution: The Identification of a New Class of Levoglucosenone Derivatives

Alves Costa Pacheco, A., Sherwood, J., Zhenova, A. , McElroy, C. R., Hunt, A. J., Parker, H. L., Farmer, T. J., Constantinou, A., De bruyn, M., Whitwood, A. C., Raverty, W. and Clark, J. H. (2016) Intelligent Approach to Solvent Substitution: The Identification of a New Class of Levoglucosenone Derivatives. ChemSusChem, 9 (24). pp. 3503-3512. ISSN 1864-5631

Full content URL: https://doi.org/10.1002/cssc.201600795

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Item Type:Article
Item Status:Live Archive

Abstract

With the increasing restriction and control of hazardous solvents, safer alternatives need to be identified. Here a contemporary approach to solvent selection and substitution is presented that offers a more scientific alternative to the simple “like-for-like” exchange. A new family of levoglucosenonederived compounds is proposed, modeled to determine their solvent properties, synthesized, and tested. These new molecules show promise as replacements for polar aprotic solvents that have chronic toxicity issues, such as dichloromethane, nitrobenzene, and N-methylpyrrolidinone. The success of this approach makes it possible for academia and industry to make calculated, intelligent choices for solvent substitution in the future.

Keywords:Biomass, Dichloromethane, Hazardous solvents, N-methyl pyrrolidinone, Polar aprotic solvent, Solvatochromisms, Solvent effects, Solvent properties, fused heterocyclic rings, glucose, chemistry, cost benefit analysis, economics, Cost-Benefit Analysis, Green Chemistry Technology, Solvents, Molecular modeling, Green chemistry, 6-anhydro-3, 4-dideoxyhex-3-enopyran-2-ulose, analogs and derivatives, Heterocyclic
Subjects:F Physical Sciences > F100 Chemistry
Divisions:College of Science > School of Chemistry
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ID Code:54760
Deposited On:04 Jul 2023 14:43

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