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4-Methoxyphenol (CAS 150-76-5)

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Alternate Names:
MEHQ; Hydroquinone monomethyl ether
CAS Number:
150-76-5
Purity:
≥99%
Molecular Weight:
124.14
Molecular Formula:
C7H8O2
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-Methoxyphenol serves as a chemical intermediate. It acts as a substrate or reagent in organic synthesis, participating in reactions to form more complex molecules. At the molecular level, 4-Methoxyphenol can undergo substitution reactions, where the methoxy group can be replaced by other functional groups, leading to the formation of new compounds. 4-Methoxyphenol′s mechanism of action involves its ability to participate in nucleophilic aromatic substitution reactions, where the methoxy group serves as a nucleophile, attacking electrophilic aromatic compounds. This results in the formation of new carbon-carbon or carbon-heteroatom bonds, allowing for the synthesis of diverse organic molecules.


4-Methoxyphenol (CAS 150-76-5) References

  1. Effects of DMAEMA and 4-methoxyphenol on gingival fibroblast growth, metabolism, and response to interleukin-1.  |  Lapp, CA. and Schuster, GS. 2002. J Biomed Mater Res. 60: 30-5. PMID: 11835156
  2. Increase in the levels of chaperone proteins by exposure to beta-estradiol, bisphenol A and 4-methoxyphenol in human cells transfected with estrogen receptor alpha cDNA.  |  Kita, K., et al. 2009. Toxicol In Vitro. 23: 728-35. PMID: 19269315
  3. Total synthesis of (±)-antroquinonol d.  |  Sulake, RS., et al. 2014. J Org Chem. 79: 10820-8. PMID: 25375772
  4. Quantitative Determination of α-Arbutin, β-Arbutin, Kojic Acid, Nicotinamide, Hydroquinone, Resorcinol, 4-Methoxyphenol, 4-Ethoxyphenol, and Ascorbic Acid from Skin Whitening Products by HPLC-UV.  |  Wang, YH., et al. 2015. J AOAC Int. 98: 5-12. PMID: 25857872
  5. Kinetic Study of the Gas-Phase Reactions of Nitrate Radicals with Methoxyphenol Compounds: Experimental and Theoretical Approaches.  |  Lauraguais, A., et al. 2016. J Phys Chem A. 120: 2691-9. PMID: 27073983
  6. Depigmentation Therapies for Vitiligo.  |  Grimes, PE. and Nashawati, R. 2017. Dermatol Clin. 35: 219-227. PMID: 28317530
  7. Enantioselective Ring Opening of Epoxides with 4-Methoxyphenol Catalyzed by Gallium Heterobimetallic Complexes: An Efficient Method for the Synthesis of Optically Active 1,2-Diol Monoethers.  |  Iida, T., et al. 1998. Angew Chem Int Ed Engl. 37: 2223-2226. PMID: 29711463
  8. Synthesis and biological activity of a CXCR4-targeting bis(cyclam) lipid.  |  Peters, AD., et al. 2018. Org Biomol Chem. 16: 6479-6490. PMID: 30155533
  9. Imaging of Hypochlorous Acid by Fluorescence and Applications in Biological Systems.  |  Yudhistira, T., et al. 2019. Chem Asian J. 14: 3048-3084. PMID: 31347256
  10. Effects of dietary and in vitro 2(3)-t-butyl-4-hydroxy-anisole and other phenols on hepatic enzyme activities in mice.  |  Rahimtula, AD., et al. 1982. Br J Cancer. 45: 935-44. PMID: 7093125
  11. Oxidative and non-oxidative metabolism of 4-iodoanisole by rat liver microsomes.  |  Rizk, PN. and Hanzlik, RP. 1995. Xenobiotica. 25: 143-50. PMID: 7618342
  12. Carcinogenicity of 4-methoxyphenol and 4-methylcatechol in F344 rats.  |  Asakawa, E., et al. 1994. Int J Cancer. 56: 146-52. PMID: 8262672
  13. Carcinogenicity of antioxidants BHA, caffeic acid, sesamol, 4-methoxyphenol and catechol at low doses, either alone or in combination, and modulation of their effects in a rat medium-term multi-organ carcinogenesis model.  |  Hirose, M., et al. 1998. Carcinogenesis. 19: 207-12. PMID: 9472713

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

4-Methoxyphenol, 100 g

sc-238889
100 g
$20.00

4-Methoxyphenol, 1 kg

sc-238889A
1 kg
$200.00