3-Mercaptopropionic acid
(Redirected from 3-mercaptopropionic acid)
| Names | |
|---|---|
| Preferred IUPAC name
3-Sulfanylpropanoic acid | |
| Other names
3-MPA; 3-Mercaptopropanoic acid; β-Mercaptopropionic acid
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| Identifiers | |
3D model (JSmol)
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| 773807 | |
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
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| EC Number |
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| E number | Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value). |
| 101294 | |
PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C3H6O2S | |
| Molar mass | 106.14 g·mol−1 |
| Density | 1.218 |
| Melting point | 16.9 °C (62.4 °F; 290.0 K) |
| Boiling point | 111 °C (232 °F; 384 K) at 15 mmHg[1] |
| soluble | |
| Solubility | ether benzene alcohol water |
| Acidity (pKa) | 4.34 |
Refractive index (nD)
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1.4911 at 21 °C |
| Hazards | |
| GHS labelling: | |
| GHS05: CorrosiveGHS06: ToxicGHS07: Exclamation mark | |
| Danger | |
| H290, H301, H314, H332 | |
| P234, P260, P261, P264, P270, P271, P280, P301+P310, P301+P330+P331, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P310, P312, P321, P330, P363, P390, P404, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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3-Mercaptopropionic acid (3-MPA) is an organosulfur compound with the formula HSCH2CH2CO2H. It is a bifunctional molecule, containing both carboxylic acid and thiol groups. It is a colorless oil. It is derived from the addition of hydrogen sulfide to acrylic acid.
Reactions and uses
[edit | edit source]It is competitive inhibitor of glutamate decarboxylase, and therefore acts as a convulsant. It has higher potency and faster onset of action compared to allylglycine.[2]
It is used to prepare hydrophilic gold nanoparticles, exploiting the affinity of gold for sulfur ligands.[3]
It is esterified with polyols to form thiol-based polymer cross-linking agents such as pentaerythritol-based pentaerythritol tetrakis(3-mercaptopropionate).[4]
See also
[edit | edit source]- Allylglycine
- Thiolactic acid (2-mercaptopropionic acid)
References
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