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(±)-Ethyl mandelate (CAS 774-40-3)

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Alternate Names:
Ethyl phenylglycolate
CAS Number:
774-40-3
Molecular Weight:
180.20
Molecular Formula:
C10H12O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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(±)-Ethyl mandelate, a racemic mixture of enantiomers, has garnered attention in scientific research for its diverse applications in organic chemistry and material science. This compound, characterized by its aromatic structure and ester functionality, serves as a versatile building block in the synthesis of chiral molecules and pharmaceutical intermediates. Researchers have explored its utility as a resolving agent for chiral resolution processes, leveraging the differential interactions between the enantiomers and chiral auxiliary groups to separate and purify enantiomerically pure compounds. Additionally, (±)-ethyl mandelate has been employed as a precursor in the preparation of optically active compounds and pharmaceutical agents, contributing to the development of novel drug candidates and bioactive molecules. Its reactivity towards various nucleophiles and electrophiles enables the synthesis of structurally diverse compounds, making it a valuable tool in organic synthesis research. Furthermore, (±)-ethyl mandelate finds applications in material science, particularly in the fabrication of functionalized polymers and organic coatings. Scientists utilize its ester moiety for grafting onto polymer backbones, enhancing the material′s properties such as adhesion, surface wettability, and chemical stability. Ongoing research efforts continue to explore the synthetic methodologies and applications of (±)-ethyl mandelate, aiming to broaden its scope in organic synthesis, material engineering, and pharmaceutical chemistry.


(±)-Ethyl mandelate (CAS 774-40-3) References

  1. Characterization of bound phenthoate residues in citrus.  |  Mallipudi, NM. and Fukuto, TR. 1981. Arch Environ Contam Toxicol. 10: 505-10. PMID: 7259311
  2. Catalysis of the hydrolysis of ethyl mandelate and esterification of alpha-bromopropionic acid by lipase in microemulsions.  |  Xiao, H., et al. 1993. Chin J Biotechnol. 9: 33-9. PMID: 8155837
  3. Acid catalysed Hydrolysis of some α-Hydroxy Esters  |  Mishra, J. P., & Bansal, N. L. 1981. Zeitschrift für Physikalische Chemie. 262(1): 683-690.
  4. Biocatalytic deracemisation of α-hydroxy esters: high yield preparation of (S)-ethyl 2-hydroxy-4-phenylbutanoate from the racemate  |  Chadha, A., & Baskar, B. 2002. Tetrahedron: Asymmetry. 13(14): 1461-1464.
  5. Kinetic resolution of (R,S)-ethyl 2-chloromandelate in biphasic media using hydrolase of Klebsiella oxytoca  |  Wang, P. Y., Chen, T. L., & Tsai, S. W. 2006. Enzyme and microbial technology. 39(4): 930-935.
  6. Polymer and silica supported tridentate schiff base vanadium catalysts for the asymmetric oxidation of ethyl mandelate–activity, stability and recyclability  |  Shiels, R. A., Venkatasubbaiah, K., & Jones, C. W. 2008. Advanced Synthesis & Catalysis. 350(17): 2823-2834.
  7. Efficient acid-catalyzed conversion of phenylglyoxal to mandelates on flame-derived silica/alumina  |  Wang, Z., Jiang, Y., Baiker, A., & Huang, J. 2013. ACS Catalysis. 3(7): 1573-1577.
  8. Synthesis of ethyl (R)-mandelate using recombinant Carboxydothermus hydrogenoformans alcohol dehydrogenase produced by two yeast species  |  Kasprzak, J., Rauter, M., Denter, S., Becker, K., Baronian, K., Bode, R.,.. & Kunze, G. 2016. Journal of Molecular Catalysis B: Enzymatic. 133: 176-186.
  9. Biocatalytic aminolysis of ethyl (S)-mandelate by lipase from Candida antarctica  |  Lima, R. N., & Porto, A. L. 2017. Catalysis Communications. 100: 157-163.
  10. Co-immobilization of Short-Chain Dehydrogenase/Reductase and Glucose Dehydrogenase for the Efficient Production of (±)-Ethyl Mandelate  |  Liu, X.H., Du, X., Feng, J.R., Wu, M.B., Lin, J.P., Guan, J., Wang, T. and Zhang, Z.H.,. 2019. Catalysis Letters. 149: 1710-1720.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

(±)-Ethyl mandelate, 25 g

sc-353594
25 g
$80.00

(±)-Ethyl mandelate, 100 g

sc-353594A
100 g
$220.00