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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-H290-H301-H314-H332-H335
Combustible liquid. May be corrosive to metals. Toxic if swallowed. Causes severe skin burns and eye damage. Harmful if inhaled. May cause respiratory irritation.
Precautionary Statements: P210-P234-P235-P260-P264b-P270-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P370+P378q-P390-P501c
Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep only in original container. Keep cool. Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Rinse mouth. Do NOT induce vomiting. Wash contaminated clothing before reuse. In case of fire: Use CO2, dry chemical, or foam Absorb spillage to prevent material damage. Dispose of contents/ container to an approved waste disposal plant