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Aqueous Reactions


Water is cheap, readily available (although only in some parts of the world), non-toxic and non-flammable. Therefore, it is useful for certain types of reactions, in particular bio-transformations and in biphasic processes, in conjunction with other solvents. Phase transfer catalysis, performing reactions at organic-aqueous interface and the use of aqueous surfactant solutions are all examples of successful strategies that can be employed to exploit water as a reaction solvent.[1] However, the use of aqueous reactions can be limited due to issues such as low solubility of organic compounds and incompatibility with a number of reagents. It must not be assumed that aqueous reactions are automatically ‘green’. Treatment and disposal of contaminated aqueous waste can be difficult and energy intensive.

The case study in this section, Synthesis of an Active Pharmaceutical Ingredient in Water, provides a detailed view of how a water-based synthetic process was developed that resulted in significant environmental improvements, as well as improved yield, over a previous solvent-based process.

Recommended resources:

C. – J. Li and T. – H. Chan, Comprehensive Organic Reactions in Aqueous Media, Wiley, 2nd ed., 2007.

B. Lipshutz, The Future of Organic Synthesis is in Water: From Chemo to Bio-Catalysis. ACS Webinars. October 2019.

  1. W. M. Nelson, Green Solvents for Academic Chemistry, in Green Solvents for Chemistry: Perspectives and Practice, Oxford University Press, 2003, ch. 6, pp. 133-197.