Date published: 2025-11-20

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Benzyl acrylate (CAS 2495-35-4)

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Alternate Names:
Acrylic acid benzyl ester
CAS Number:
2495-35-4
Purity:
≥96%
Molecular Weight:
162.19
Molecular Formula:
C10H10O2
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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Benzyl acrylate, an unsaturated monomeric ester resulting from the combination of acrylate acid and benzyl alcohol, presents as a colorless and transparent liquid with a mild odor. This versatile compound finds extensive application in the production of polymers, adhesives, coatings, and inks. The synthesis of benzyl acrylate is relatively straightforward, achieved through the reaction of acryloyl chloride and benzyl alcohol, utilizing pyridine as a catalyst. However, this reaction requires careful temperature and time management due to its highly exothermic nature, generating a significant amount of heat. The applications of benzyl acrylate span various scientific research areas, including polymer synthesis, drug delivery, and tissue engineering. As a reactive monomer, it plays a pivotal role in crafting polymer and copolymer systems, facilitating the creation of compounds like polyacrylamide, polyacrylic acid, and polyacrylate. Furthermore, its role extends to the preparation of acrylic resins, widely employed in coatings and adhesives. Additionally, benzyl acrylate has found use in developing drug delivery systems, such as liposomes and nanoparticles. Being an unsaturated monomer, benzyl acrylate exhibits versatility in participating in a range of chemical reactions. The most common reaction it undergoes is polymerization, where monomers unite to form sturdy polymer chains. This process is initiated by various catalysts like peroxides or UV light. During polymerization, the acrylate groups within benzyl acrylate interlink, creating strong and stable covalent bonds essential for the formation of the polymer chain.


Benzyl acrylate (CAS 2495-35-4) References

  1. Oxidative coupling of NH isoquinolones with olefins catalyzed by Rh(III).  |  Wang, F., et al. 2011. J Org Chem. 76: 2926-32. PMID: 21413754
  2. One-step synthesis of highly functionalized monofluorinated cyclopropanes from electron-deficient alkenes.  |  Ivashkin, P., et al. 2012. Org Lett. 14: 2270-3. PMID: 22524490
  3. Rhodium(III)-catalyzed oxidative C-H functionalization of azomethine ylides.  |  Zhen, W., et al. 2012. Angew Chem Int Ed Engl. 51: 11819-23. PMID: 23086779
  4. Development and Analysis of a Pd(0)-Catalyzed Enantioselective 1,1-Diarylation of Acrylates Enabled by Chiral Anion Phase Transfer.  |  Yamamoto, E., et al. 2016. J Am Chem Soc. 138: 15877-15880. PMID: 27960315
  5. Photonic Shape Memory Polymer with Stable Multiple Colors.  |  Moirangthem, M., et al. 2017. ACS Appl Mater Interfaces. 9: 32161-32167. PMID: 28840717
  6. A direct route to six and seven membered lactones via γ-C(sp3)-H activation: a simple protocol to build molecular complexity.  |  Das, J., et al. 2020. Chem Sci. 11: 9697-9702. PMID: 34094235
  7. Synthesis and photocrosslinking of benzyl acrylate substituted polydimethylsiloxanes  |  Iojoiu, C., Abadie, M. J., Harabagiu, V., Pinteala, M., & Simionescu, B. C. 2000. European polymer journal. 36(10): 2115-2123.
  8. Triphenylphosphine-catalysed conversion of maleic anhydride into acrylate esters  |  Adair, G. R., Edwards, M. G., & Williams, J. M. 2003. Tetrahedron letters. 44(29): 5523-5525.
  9. Measurement of high-pressure phase behavior for the benzyl (Meth) Acrylate in supercritical carbon dioxide from (313.2 to 393.2) K and pressures from (6 to 24) MPa  |  Liu, S., Lim, J. S., Kang, J. W., & Byun, H. S. 2008. Journal of Chemical & Engineering Data. 53(1): 175-179.
  10. Novel copolymer of diisopropyl fumarate and benzyl acrylate synthesized under microwave energy and quasielastic light scattering measurements  |  Oberti, T. G., Cortizo, M. S., & Alessandrini, J. L. 2010. Journal of Macromolecular Science, Part A: Pure and Applied Chemistry. 47(7): 725-731.
  11. Photoinduced cross linkable polymerization of flexible perovskite solar cells and modules by incorporating benzyl acrylate  |  Zhu, X., Dong, H., Chen, J., Xu, J., Li, Z., Yuan, F.,.. & Wu, Z. 2022. Advanced Functional Materials. 32(30): 2202408.
  12. One‐pot sulfa‐Michael addition reactions of disulfides using a pyridine‐borane complex under blue light irradiation  |  Park, C., & Lee, S. 2022. Bulletin of the Korean Chemical Society. 43(7): 951-954.
  13. Enhancing the efficiency and stability of pin triple cation perovskite solar cells using benzyl cyanoacetate passivation agent.  |  Kim, C. S., Lee, H. J., Kwon, S. N., & Na, S. I. 2023. Applied Surface Science. 611: 155640.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Benzyl acrylate, 10 g

sc-268560
10 g
$36.00