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4-Ethylguaiacol



4-Ethylguaiacol
IUPAC name 4-Ethyl-2-methoxy-phenol
Other names p-Ethylguaiacol
homocresol
Guaiacyl ethane
2-Methoxy-4-ethylphenol
Identifiers
CAS number 2785-89-9
SMILES CCC1=CC(=C(C=C1)O)OC
Properties
Molecular formula C9H12O2
Molar mass 152.19
Appearance colourless liquid
Melting point

15°C

Boiling point

234-236°C

Hazards
MSDS External MSDS
EU classification Error creating thumbnail: Xi
NFPA 704
1
2
0
 
S-phrases S26, S37/39
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

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 µg/L, it can contribute bacon, spice, clove, or smoky aromas to the wine. On their own these characters can be quite attractive in a wine, however as the compound usually occurs with 4-EP whose aromas can be more aggressing, the presence of the compound often signifies a wine fault. Interestingly the stoichiometric ratio in which 4-EP and 4-EG are present can greatly affected the organoleptic properties of the wine.

See also

References

     
    This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "4-Ethylguaiacol". A list of authors is available in Wikipedia.
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