4-Ethylguaiacol

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4-Ethylguaiacol
4-Ethylguaiacol.svg
Identifiers
CAS number 2785-89-9 YesY
PubChem 62465
ChemSpider 56245 YesY
UNII C9NFD83BJ5 YesY
Jmol-3D images Image 1
Properties
Molecular formula C9H12O2
Molar mass 152.19 g mol−1
Appearance Colorless liquid
Melting point 15 °C (59 °F; 288 K)
Boiling point 234 to 236 °C (453 to 457 °F; 507 to 509 K)
Hazards
MSDS External MSDS
EU classification Irritant Xi
S-phrases S26 S37/39
NFPA 704
Flammability code 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g., canola oil Health code 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g., chloroform Reactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g., liquid nitrogen Special hazards (white): no codeNFPA 704 four-colored diamond
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox 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.[1] 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 aggressive, the presence of the compound often signifies a wine fault. The ratio in which 4-EP and 4-EG are present can greatly affected the organoleptic properties of the wine.

See also[edit]

References[edit]

  1. ^ Caboni, Pierluigi; Sarais, Giorgia; Cabras, Marco; Angioni, Alberto (2007). "Determination of 4-Ethylphenol and 4-Ethylguaiacol in Wines by LC-MS-MS and HPLC-DAD-Fluorescence". Journal of Agricultural and Food Chemistry 55 (18): 7288–93. doi:10.1021/jf071156m. PMID 17676867.