Date published: 2025-10-18

1-800-457-3801

SCBT Portrait Logo
Seach Input

2-Phenylacrylic acid (CAS 492-38-6)

0.0(0)
Write a reviewAsk a question

Alternate Names:
Atropic acid
CAS Number:
492-38-6
Purity:
≥98%
Molecular Weight:
148.16
Molecular Formula:
C9H8O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

QUICK LINKS

2-Phenylacrylic acid is a carboxylic acid compound with a significant role in organic chemistry. The versatility of 2-Phenylacrylic acid lies in its capacity as a fundamental building block for synthesizing a diverse range of compounds, polymers, and various organic substances. It has played a pivotal role in the creation of multiple organic compounds like amino acids, peptides, and nucleosides. Moreover, 2-Phenylacrylic acid has served as a reagent for organic synthesis, a catalyst in polymerization reactions, and a ligand in coordination chemistry. As a carboxylic acid, 2-Phenylacrylic acid participates in a wide array of reactions. Its most prevalent reaction involves ester formation when the acid reacts with an alcohol. Notably, this reaction is reversible, allowing the ester to undergo hydrolysis and revert back to the acid form. Additionally, 2-Phenylacrylic acid can react with bases to form salts and with amines to form amides. Furthermore, it readily engages in various other reactions, including aldol condensations, Michael additions, and Diels-Alder reactions.


2-Phenylacrylic acid (CAS 492-38-6) References

  1. A novel system consisting of Rh-DuPHOS and ionic liquid for asymmetric hydrogenations.  |  Guernik, S., et al. 2001. Chem Commun (Camb). 2314-5. PMID: 12240052
  2. Highly enantioselective hydrogenation of alpha-aryl-beta-substituted acrylic acids catalyzed by Ir-SpinPHOX.  |  Zhang, Y., et al. 2010. Chem Commun (Camb). 46: 156-8. PMID: 20024325
  3. Insights into the novel hydrolytic mechanism of a diethyl 2-phenyl-2-(2-arylacetoxy)methyl malonate ester-based microsomal triglyceride transfer protein (MTP) inhibitor.  |  Ryder, T., et al. 2012. Chem Res Toxicol. 25: 2138-52. PMID: 22989032
  4. Copper-Catalyzed Aerobic Decarboxylation/Ketooxygenation of Electron-Deficient Alkenes.  |  Lu, Q., et al. 2015. Chemistry. 21: 18580-3. PMID: 26486761
  5. Asymmetric Hydrogenation of α-Substituted Acrylic Acids Catalyzed by a Ruthenocenyl Phosphino-oxazoline-Ruthenium Complex.  |  Li, J., et al. 2016. Org Lett. 18: 2122-5. PMID: 27110029
  6. Structural insights into the ene-reductase synthesis of profens.  |  Waller, J., et al. 2017. Org Biomol Chem. 15: 4440-4448. PMID: 28485453
  7. Electrochemistry-Enabled Ir-Catalyzed Vinylic C-H Functionalization.  |  Yang, QL., et al. 2019. J Am Chem Soc. 141: 18970-18976. PMID: 31714747
  8. Photoinduced Copper-Catalyzed Site-Selective C(sp2)-C(sp) Cross-Coupling via Aryl Sulfonium Salts.  |  Liang, L., et al. 2020. Org Lett. 22: 6842-6846. PMID: 32810404
  9. Copper-catalyzed oxidative decarboxylative alkylation of cinnamic acids with 4-alkyl-1,4-dihydropyridines.  |  Zhang, D., et al. 2020. Chem Commun (Camb). 56: 14055-14058. PMID: 33103675
  10. Transition metal-free selective C–S bond cleavage of Ugi-adducts for rapid preparation of peptidomimetics†  |  Chao Liu,a Liangliang Song,*b Vsevolod A. Peshkovcd and Erik V. Van der Eycken ORCID logo *ae. 2022. Green Chem.,,. 24,: 2783-2787.
  11. Natural scaffolds-inspired synthesis of CF3-substituted macrolides enabled by Rh-catalyzed C–H alkylation macrocyclization  |  T Bi, Y Xu, X Xu, B Tang, Q Yang, Y Zang, Z Lin… - Chinese Chemical …, 2022 - Elsevier. April 2022,. Chinese Chemical Letters. Volume 33, Issue 4,: Pages 2015-2020.
  12. 1,3,2-Diazaphospholenes Catalyze the Conjugate Reduction of Substituted Acrylic Acids  |   and John H. Reed, Prof. Nicolai Cramer. September 4, 2020. ChemCatChem. Volume12, Issue17: Pages 4262-4266.
  13. Reductive N-alkylation of primary and secondary amines using carboxylic acids and borazane under mild conditions†  |  Yahui Wei,a Qingqing Xuan,a Yao Zhou ORCID logo a and Qiuling Song ORCID logo *ab. 28 Sep 2018. Org. Chem. Front.,. 2018,5,: 3510-3514.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

2-Phenylacrylic acid, 25 g

sc-356524
25 g
$139.00

2-Phenylacrylic acid, 100 g

sc-356524A
100 g
$414.00