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3-Mercaptopropionic acid is widely used in food and beverage industries as a flavoring agent. It is used in the production of PVC stabilizers, which are used as chain transfer agents in polymerizations. It can be used as primary or secondary, color stabilizer in combination with phenolic antioxidant for polymers. It acts as a sulfide ion equivalent and is utilized in the preparation of diaryl sulfide from aryl iodide.
Can behave as a sulfide ion equivalent, e.g. the Cu-catalyzed reaction with aryl iodides leads to the diaryl sulfide, with loss of acrylic acid (reverse Michael): Synthesis, 523 (1989):
In the presence of a free-radical initiator, acts as a chain transfer reagent in the telomerization of short oligomers for biotechnological applications: J. Polym. Sci. A, 37, 2977 (1999).
For a brief review of the reagent, see: Synlett, 1368 (2002).
Balamurugan, A.; Lee, H. Water-Soluble Polymeric Probes for the Selective Sensing of Mercury Ion: pH-Driven Controllable Detection Sensitivity and Time. Macromolecules 2015, 48 (4), 1048-1054.
Wu, M.; Algar, W. R. Acceleration of Proteolytic Activity Associated with Selection of Thiol Ligand Coatings on Quantum Dots. ACS Appl. Mater. Interfaces 2015, 7 (4), 2535-2545.
Hazard Statements: H227-H301-H314-H318
Combustible liquid. Toxic if swallowed. Causes severe skin burns and eye damage. Causes serious eye damage.
Precautionary Statements: P210u-P301+P310a-P303+P361+P353-P305+P351+P338-P405-P501a
Keep away from heat/sparks/open flames/hot surfaces. - No smoking. IF SWALLOWED: Immediately call a POISON CENTER/doctor IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.