Date published: 2025-9-18

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4-Vinylphenol (CAS 2628-17-3)

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Alternate Names:
4-Hydroxystyrene
Application:
4-Vinylphenol is a useful phenol compound
CAS Number:
2628-17-3
Molecular Weight:
120.15
Molecular Formula:
C8H8O
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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4-Vinylphenol, supplied as a ca 10% solution in propylene glycol, is a compound that is utilized in various research applications within the realms of polymer science and organic synthesis. Its vinyl group allows 4-Vinylphenol to participate in polymerization reactions, including free radical polymerizations, to form polyvinylphenols, which can be investigated for their electrical properties and potential use in electronic materials. Research involving this solution may explore its use as a monomer in the preparation of copolymers, where the phenolic hydroxyl group can introduce hydrogen bonding sites, potentially affecting the thermal and mechanical properties of the resulting materials. The propylene glycol solution assists in handling and measuring the compound, improving its miscibility in reaction mixtures. Studies may also examine the potential of 4-Vinylphenol as a crosslinking agent due to its ability to form networks through oxidative coupling or its reactivity with other functional groups in a variety of synthetic pathways. Additionally, the phenol moiety provides opportunities for further functionalization, making it a versatile reagent in the synthesis of complex organic compounds.


4-Vinylphenol (CAS 2628-17-3) References

  1. Effect of the inhibition of the metabolism of 4-vinylphenol on its hepatotoxicity and pneumotoxicity in rats and mice.  |  Carlson, GP. 2002. Toxicology. 179: 129-36. PMID: 12204549
  2. 4-Vinylphenol-induced pneumotoxicity and hepatotoxicity in mice.  |  Carlson, GP., et al. 2002. Toxicol Pathol. 30: 565-9. PMID: 12371665
  3. Metabolism and toxicity of the styrene metabolite 4-vinylphenol in CYP2E1 knockout mice.  |  Vogie, K., et al. 2004. J Toxicol Environ Health A. 67: 145-52. PMID: 14675903
  4. Influence of selected inhibitors on the metabolism of the styrene metabolite 4-vinylphenol in wild-type and CYP2E1 knockout mice.  |  Carlson, G. 2004. J Toxicol Environ Health A. 67: 905-9. PMID: 15205034
  5. Partial vinylphenol reductase purification and characterization from Brettanomyces bruxellensis.  |  Tchobanov, I., et al. 2008. FEMS Microbiol Lett. 284: 213-7. PMID: 18576949
  6. Bioproduction of 4-vinylphenol from corn cob alkaline hydrolyzate in two-phase extractive fermentation using free or immobilized recombinant E. coli expressing pad gene.  |  Salgado, JM., et al. 2014. Enzyme Microb Technol. 58-59: 22-8. PMID: 24731821
  7. Antioxidant properties of 4-vinyl derivatives of hydroxycinnamic acids.  |  Terpinc, P., et al. 2011. Food Chem. 128: 62-9. PMID: 25214330
  8. 4-Vinylphenol biosynthesis from cellulose as the sole carbon source using phenolic acid decarboxylase- and tyrosine ammonia lyase-expressing Streptomyces lividans.  |  Noda, S., et al. 2015. Bioresour Technol. 180: 59-65. PMID: 25585255
  9. 4-Vinylphenol production from glucose using recombinant Streptomyces mobaraense expressing a tyrosine ammonia lyase from Rhodobacter sphaeroides.  |  Fujiwara, R., et al. 2016. Biotechnol Lett. 38: 1543-9. PMID: 27206340
  10. The natural agent 4-vinylphenol targets metastasis and stemness features in breast cancer stem-like cells.  |  Leung, HW., et al. 2018. Cancer Chemother Pharmacol. 82: 185-197. PMID: 29777274
  11. Bioproduction of 4-Vinylphenol and 4-Vinylguaiacol β-Primeverosides Using Transformed Bamboo Cells Expressing Bacterial Phenolic Acid Decarboxylase.  |  Kitaoka, N., et al. 2021. Appl Biochem Biotechnol. 193: 2061-2075. PMID: 33544364
  12. Evaluation of bacterial hosts for conversion of lignin-derived p-coumaric acid to 4-vinylphenol.  |  Rodriguez, A., et al. 2021. Microb Cell Fact. 20: 181. PMID: 34526022
  13. 4-Vinylphenol excretion suggestive of arene oxide formation in workers occupationally exposed to styrene.  |  Pfäffli, P., et al. 1981. Toxicol Appl Pharmacol. 60: 85-90. PMID: 6792746
  14. Studies on metabolism and toxicity of styrene. IV. 1-Vinylbenzene 3, 4-oxide, a potent mutagen formed as a possible intermediate in the metabolism in vivo of styrene to 4-vinylphenol.  |  Watabe, T., et al. 1982. Mutat Res. 93: 45-55. PMID: 7038469

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

4-Vinylphenol, 1 g

sc-267756
1 g
$72.00