User:CorrelationSpec/Work-Up Sandbox
Appearance
In chemistry, work-up refers to the series of manipulations required to isolate and purify the product(s) of a chemical reaction.[1] Typically, these manipulations may include:
- deactivating any unreacted reagents by quenching a reaction.
- cooling the reaction mixture or adding an antisolvent to induce precipitation, and collecting or removing the solids by filtration, decantation, or centrifugation.
- changing the protonation state of the products or impurities by adding an acid or base
- removal of solvents by evaporation.
- separating the reaction mixture into organic and aqueous layers by liquid-liquid extraction.
- purification by chromatography, distillation or recrystallization
Examples
Benzoic Acid Work-Up
The Grignard reaction between phenylmagnesium bromide and carbon dioxide in the form of dry ice gives the conjugate base of benzoic acid. The desired product, benzoic acid, is obtained by the following work-up:[2]

- The reaction mixture containing the Grignard reagent is allowed to warm to room temperature in a water bath to allow excess dry ice to evaporate
- Any remaining Grignard reagent is quenched by the addition of water
- Dilute hydrochloric acid is added to the reaction mixture to protonate the benzoate salts, as well as to dissolve the magnesium salts. White solids of impure benzoic acid are obtained.
- The benzoic acid is decanted to remove the aqueous solution of impurities, more water is added, and the mixture is brought to a boil with more water added to give a homogeneous solution.
- The solution is allowed to cool slowly to room temperature, then in an ice bath to recrystallize benzoic acid.
- The recrystallized benzoic acid crystals are collected on a Buchner funnel and are allowed to air-dry to give pure benzoic acid.
Precipitation
etert
Evaporation
In the removal of a Boc protecting group, the starting
Liquid-Liquid Extraction
See also
References
- ^ Stevenson, Angus; Lindberg, Christine A., eds. (2010). "Workup". New Oxford American Dictionary (3rd ed.). Oxford University Press. ISBN 9780199891535.
- ^ Donald L. Pavia (2004). Introduction to Organic Laboratory Techniques: A Small Scale Approach. Thomson Brooks/Cole. pp. 312–314. ISBN 0-534-40833-8.