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Methylene Chloride (DCM) Replacements

On April 30th, 2024, the United States Environmental Protection Agency (U.S. EPA) finalized a ban on most uses of methylene chloride (dichloromethane, or DCM). With this ban in effect, many researchers, educators and teachers will be looking to phase out the use of DCM in their labs and find appropriate substitutes.

Through a collaboration with the Laboratory Safety Institute, Beyond Benign co-organized a webinar in September 2024 to help researchers and educators explore greener substitutes for DCM and better understand how this ban affects them. As part of this effort, this collection provides a space for resources that highlight DCM substitutes and how they may best be implemented. GCTLC users are of course welcome to contribute to this collection at any time by submitting original work, links to journal articles, links to solvent selection guides, and other content to help educators identify alternatives to DCM and their use and implementation. If you have any questions or need help in the submission process, please reach out to the Chief Editor (chief_editor@gctlc.org) for support.

A convenient guide to help select replacement solvents for dichloromethane in chromatography

Summary

This article overviews a study of the eluting properties of greener solvent systems as a replacement for dichloromethane in chromatography and chromatographic purification. A library of "drug-like" compounds was used to determine the efficacy and potential application of the greener solvent systems for purification. In particular, various mixtures of 3:1 EtOAc:EtOH in hexanes were found to have ...

Type
Journal articles

A survey of solvent selection guides

Summary

This published article provides an overview of the many solvent selection guides that had been published up until that point as well as a compilation of the data from the guides to allow for a ranked comparison of all solvents, allowing for a general grouping into four categories: recommended, problematic, hazardous and highly hazardous. Of the 51 solvents considered, 17 could not be unequivocally ...

Type
Journal articles

Alternative Solvents for Green Chemistry

Summary

This book provides an overview of solvents and their greener alternatives, including in applications such as synthetic chemistry, purification, analytical chemistry, materials science, catalysis, and more. It also provides some of the latest evidence from the time of research into "greener" solvents, including switchable solvents and biosolvents, as well as areas of interest such as naturally ...

Type
Books

Beyond Benign Greener Solvent Guide

Summary

The greener solvent guide by Beyond Benign was created based on existing solvent selection guides available in the literature (referenced in the attached PDF). It was meant to help synthesize the information in existing guides into a simple graphic that can be quickly referenced and placed in the workplace for ease-of-use and access. The guide is often printed as a magnet and placed in ...

Type
Other

CHEM21 selection guide of classical- and less classical-solvents

Summary

This article provides a ranking of and selection guide for both classical and less classical solvents, based on existing solvent selection guides as well as a set of proposed criteria on Health, Safety and Environment aligned with the Global Harmonized System (GHS) and European regulations. More details are available in the linked article.

Full citation: Prat, D.; Wells, A.; Hayler, J.; Sneddon ...

Type
Journal articles

Chlorinated Solvents: Their Advantages, Disadvantages, and Alternatives in Organic and Medicinal Chemistry

Summary

This published article provides a comprehensive overview of chlorinated solvents in medicinal and organic chemistry, including the numerous properties that have made them a historically popular choice, their significant disadvantages and health and safety considerations, and recommendations for choosing viable alternatives for numerous common reactions and laboratory applications.

Type
Journal articles

Essential Oil Extraction using Liquid CO2

Summary

Many fruits and vegetables contain essential oils, which are hydrophobic liquids responsible for their distinctive fragrance. These oils are commonly extracted for use in various industries such as perfume, cosmetics, food, medicine, and cleaning products. The traditional extraction involves steam distillation followed by liquid-liquid (solvent) extraction, which is energy-intensive and often ...

Type
Laboratory experiment

Fact Sheet: Solvent Alternatives

Summary

This Fact Sheet offers suggestions for selection of solvents for use in chemical reactions, extractions, and purifications in chemical research labs, including dichoromethane.

Full citation: Fact Sheet: Solvent Alternatives. (2018). University of Pennsylvania Environmental Health & Radiation Safety. https://ehrs.upenn.edu/health-safety/lab-safety/chemical-hygiene-plan/f… ...

Type
Other

Green chemistry tools to influence a medicinal chemistry and research chemistry based organisation

Summary

Influencing and improving the environmental performance of a large multi-national pharmaceutical company can be achieved with the help of electronic education tools, backed up by site champions and strong site teams. This paper describes the development of two of those education tools.

Full citation: Alfonsi, K., Colberg, J., Dunn, P. J., Fevig, T., Jennings, S., Johnson, T. A., Kleine, H. P ...

Type
Journal articles

Octanol–Water Partition Coefficient Measurement by a Simple 1H NMR Method

Summary

This article describes a simple approach for measuring the octanol-water partition coefficient (Kow) of organic compounds using a simple miniature variation of the shake-flask method in an NMR tube, which can be quickly analyzed using a benchtop 1H NMR spectrometer. The article also details the scope and limitations of the method. Kow is an important metric for understanding bioaccumulation and ...

Type
Laboratory experiment, Journal articles

Replacement of Less-Preferred Dipolar Aprotic and Ethereal Solvents in Synthetic Organic Chemistry with More Sustainable Alternatives

Summary

This review article provides an overview of dipolar aprotic and ethereal solvents and their use in synthetic organic chemistry, as well as recent legislative changes being imposed on their usage, and alternative, safer and more sustainable alternatives to consider as well as case study examples of where less desirable solvents have been successfully replaced with greener options.

Type
Journal articles

Substitution of carcinogenic solvent dichloromethane for the extraction of volatile compounds in a fat-free model food system

Summary

This published article looks at alternative solvent options to dichloromethane (DCM) for extraction of volatile compounds. By exploring the physico-chemical properties and hazard characteristics of the solvents and analyzing their efficiency in extracting volatile compounds from a fat-free model food product, safer options to DCM were identified.

Full citation: Cayot, N.; Lafarge, C.; Bou-Maroun ...

Type
Journal articles

Tools and techniques for solvent selection: green solvent selection guides

Summary

This review article overviews solvent selection guides and explains their role in helping to choose appropriate solvents as well as highlights their similarities and differences. Provides an overview of data from (and comparison between) solvent selection guides by GSK, Sanofi, Pfizer, ACS Green Chemistry Institute, and CHEM21.

Full citation: Byrne, F.P., Jin, S., Paggiola, G. et al. Tools and ...

Type
Journal articles

Toward a More Holistic Framework for Solvent Selection

Summary

This published article describes the development of a comprehensive solvent selection tool and framework at AstraZeneca, as well as the significant changes and improvements over original solvent selection efforts at the company. Through consideration of chemical functionality, physical properties, regulatory concerns, and safety/health/environmental (SHE) impact, the new and improved tool allows ...

Type
Journal articles