4-Ethyl-2-methoxyphenol (2785-89-9)

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  5 g
  $16.00

  25 g
  $51.00

  100 g
  $167.00

Most-cited Publications

• Quantitative analysis of 4-ethylphenol and 4-ethylguaiacol in red wine (Journal of Chromatography A, 2000)
• Determination of 4-ethylguaiacol and 4-ethylphenol in red wines using headspace-solid-phase microextraction-gas chromatography (Journal of Chromatography A, 2002)
• Bioconversion of Ferulic Acid to 4-Vinylguaiacol and 4-Ethylguaiacol and of 4-Vinylguaiacol to 4-Ethylguaiacol by Halotolerant Yeasts Belonging to the Genus Candida (Bioscience, Biotechnology, and Biochemistry, 2007)
• Reduction of 4-Ethylphenol and 4-Ethylguaiacol Concentration in Red Wines Using Reverse Osmosis and Adsorption (American Journal of Enology and Viticulture, 2005)
• 2-Methylthiazolidine and 4-ethylguaiacol, male sex pheromone components of the cockroachNauphoeta cinerea (dictyoptera, blaberidae): A reinvestigation (Journal of Chemical Ecology, 1992)
• Inhibition by 2-Methoxy-4-ethylphenol of Ca2+ Influx Through Acquired and Native N-Methyl-D-aspartateReceptor Channels (Journal of Pharmacological Sciences, 2010)

Areas of Application

Safety

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Trends

Alternate Names

• 2-methoxy-4-ethylphenol
• 4-ethylguaiacol
• SMILES
  CCC1=CC(=C(C=C1)O)OC
• InChIKey
  CHWNEIVBYREQRF-UHFFFAOYSA-N

External Links

• Pubchem - 4-Ethyl-2-methoxyphenol
• Wikipedia - 4-ethylguaiacol
  4-Ethylguaiacol, often abbreviated to 4-EG, is a phenolic compound with the molecular formula C9H12O2. It is produced along with 4-ethylphenol (4-EP) in wine and beer by the spoilage yeast Brettanomyces. When it is produced by the yeast to concentrations greater than the sensory threshold of >600 g/L, it can contribute bacon, spice, clove, or smoky aromas to the wine.

Synthesis

Guaiacol  +  Chloroethane (Friedel-Crafts alkylation)

5-ethyl-2-hydroxybenzaldehyde  +  Methyl hydroperoxide (Dakin oxidation)

Synthesis of 4-Ethyl-2-methoxyphenol ›

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4-Ethyl-2-methoxyphenol

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