3-Mercaptopropionic Acid (3-MPA) is a colorless to pale yellow liquid featuring both a thiol (-SH) group and a carboxylic acid (-COOH) group on a three-carbon chain. This dual functionality provides unique chemical reactivity, making 3-MPA valuable as a versatile building block and modifier in organic synthesis, polymer chemistry, and materials science. The thiol group is highly reactive for forming disulfide bonds and metal-thiol coordination, while the acid group offers solubility and further reactivity for conjugation and polymer crosslinking.
Polymer Synthesis: Used as a chain transfer agent in controlled radical polymerization and to introduce thiol functionalities in polymers.
Surface Modification: Facilitates binding of thiol groups to metal surfaces (e.g., gold, silver) for self-assembled monolayers and biosensors.
Pharmaceuticals: Intermediate in drug synthesis and bioconjugation.
Corrosion Inhibitors: Acts as a corrosion inhibitor by forming protective layers on metal surfaces.
Material Science: Used to functionalize nanoparticles and prepare responsive materials.
Adhesives and Coatings: Enhances crosslinking and adhesion properties.
Dual Functional Groups: Combines thiol reactivity with carboxylic acid solubility and bonding.
High Reactivity: Thiol group readily participates in redox and addition reactions.
Versatile Modifier: Applicable in a wide range of polymer and material chemistries.
Strong Metal Binding: Ideal for surface functionalization and metal coordination.
Low Toxicity: Relatively safe with proper handling compared to other thiols.
Parameter | Description | Typical Value |
---|---|---|
Appearance | Physical state | Colorless to pale yellow liquid |
Purity | Content of 3-MPA | ≥ 98% |
Thiol Content | Sulfhydryl group amount | ≥ 98% |
Acid Value | Free acid content | 180 - 190 mg KOH/g |
Boiling Point | At atmospheric pressure | 190 - 195 °C |
Density (25°C) | Mass per volume | 1.19 - 1.21 g/cm³ |
Odor | Characteristic | Mild thiol odor |
Q1: How is 3-MPA used in polymer chemistry?
A: It acts as a chain transfer agent and introduces thiol groups for crosslinking and functionalization.
Q2: Can 3-MPA bind to metal surfaces?
A: Yes, the thiol group binds strongly to metals like gold and silver for surface modification.
Q3: What safety precautions are needed when handling 3-MPA?
A: Use gloves, goggles, and work in a well-ventilated area due to thiol odor and potential irritation.
Q4: Is 3-MPA used in pharmaceutical applications?
A: Yes, it serves as an intermediate in drug synthesis and bioconjugation techniques.
Q5: How should 3-MPA be stored?
A: Store in a cool, dry place away from oxidizing agents and direct sunlight to prevent oxidation.