Molecular structure of Propiolic acid, CAS Number: 471-25-0
Propiolic acid (CAS 471-25-0)
Alternate Names:
Acetylenecarboxylic acid
Application:
Propiolic acid is reagent used in the synthesis of transition metal complexes
CAS Number:
471-25-0
Purity:
≥98%
Molecular Weight:
70.05
Molecular Formula:
C3H2O2
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Propiolic acid is reagent employed in the synthesis of transition metal complexes, haloalkyl propiolates, and halopropenoates. The precise workings of propiolic acid are not entirely known, but it is thought to function as an inhibitor of specific enzymes, including cyclooxygenase. These enzymes play a role in the creation of various hormones and compounds. Additionally, propiolic acid is believed to possess antioxidant properties, safeguarding cells against damage by free radicals. Propiolic acid exhibits various biochemical and physiological effects. It influences the production of hormones, such as cortisol, and impacts the metabolism of compounds like glucose. Moreover, it influences gene expression, as well as the growth and development of cells.
Propiolic acid (CAS 471-25-0) References
- Reaction of thioketones with propiolic acids. | Okuma, K., et al. 2006. Org Biomol Chem. 4: 2745-52. PMID: 16826299
- UV photolysis products of propiolic acid in noble-gas solids. | Isoniemi, E., et al. 2006. J Phys Chem A. 110: 11479-87. PMID: 17020260
- Synthesis of symmetrical and unsymmetrical diarylalkynes from propiolic acid using palladium-catalyzed decarboxylative coupling. | Park, K., et al. 2010. J Org Chem. 75: 6244-51. PMID: 20795634
- Pd-catalyzed decarboxylative coupling of propiolic acids: one-pot synthesis of 1,4-disubstituted 1,3-diynes via Sonogashira-homocoupling sequence. | Park, J., et al. 2011. J Org Chem. 76: 2214-9. PMID: 21370932
- Synthesis of symmetric 1,4-diamino-2-butynes via a Cu(I)-catalyzed one-pot A3-coupling/decarboxylative coupling of a propiolic acid, an aldehyde, and an amine. | Feng, H., et al. 2012. J Org Chem. 77: 5149-54. PMID: 22563934
- Pd-catalyzed selective carbonylative and non-carbonylative couplings of propiolic acid: one-pot synthesis of diarylalkynones. | Kim, W., et al. 2013. Org Lett. 15: 1654-7. PMID: 23485153
- Chemical Protection of Material Morphology: Robust and Gentle Gas-Phase Surface Functionalization of ZnO with Propiolic Acid. | Gao, F., et al. 2017. Chem Mater. 29: 4063-4071. PMID: 29151674
- Comparison of ZnO surface modification with gas-phase propiolic acid at high and medium vacuum conditions. | Konh, M., et al. 2018. J Vac Sci Technol A. 36: 041404. PMID: 29983480
- Charge Migration in Propiolic Acid: A Full Quantum Dynamical Study. | Despré, V., et al. 2018. Phys Rev Lett. 121: 203002. PMID: 30500257
- Propiolic Acid in Solid Nitrogen: NIR- and UV-Induced cis → trans Isomerization and Matrix-Site-Dependent trans → cis Tunneling. | Lopes, S., et al. 2019. J Phys Chem A. 123: 1581-1593. PMID: 30698965
- Carboxylic Sulfuric Anhydrides. | Smith, CJ., et al. 2020. J Phys Chem A. 124: 601-612. PMID: 31790225
- Synthesis and cytotoxicity of novel 14α-O-(andrographolide-3-subsitutedisoxazole-5-carboxylate) derivatives. | Mokenapelli, S., et al. 2021. Nat Prod Res. 35: 3738-3744. PMID: 32146848
- Microwave-Assisted Cu(I)-Catalyzed Synthesis of Unsymmetrical 1,4-Diamino-2-butynes via Cross-A3-Coupling/Decarboxylative A3-Coupling. | Xu, X., et al. 2021. J Org Chem. 86: 14036-14043. PMID: 33890472
- GSH/enzyme-responsive 2-sulfonyl-1-methylimidazole prodrug for enhanced transdermal drug delivery and therapeutic efficacy against hyperthyroidis. | Dai, Y., et al. 2022. Int J Pharm. 617: 121600. PMID: 35182701
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Propiolic acid, 5 g | sc-255449 | 5 g | $48.00 | |||
Propiolic acid, 25 g | sc-255449A | 25 g | $131.00 |