2-Methoxy-4-vinylphenol

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2-Methoxy-4-vinylphenol
2-methoxy-4-vinylphenol.png
Identifiers
CAS number 7786-61-0 YesY
PubChem 332
ChemSpider 325 YesY
UNII DA069CTH0O YesY
DrugBank DB03514
KEGG C17883 YesY
ChEBI CHEBI:42438 N
Jmol-3D images Image 1
Properties
Molecular formula C9H10O2
Molar mass 150.17 g mol−1
Boiling point 224 °C (435 °F; 497 K)
Hazards
Flash point 113 °C (235 °F; 386 K)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N (verify) (what is: YesY/N?)
Infobox references

2-Methoxy-4-vinylphenol is an aromatic substance used as a flavoring agent.[1] It is one of the compounds responsible for the natural aroma of buckwheat.[2]

Some insects such as Rhynchophorus ferrugineus (Red palm weevil) use this substance for chemical signaling (pheromones).[3]

The aroma of pure substance was described as: apple, spicy, peanut, wine-like or clove and curry.

Ferulic acid is converted by certain strains of yeast, notably strains used in brewing of wheat beers, such as Torulaspora delbrueckii to 2-methoxy-4-vinylphenol which gives beers such as Weissbier and Wit their distinctive "clove" flavor. Saccharomyces cerevisiae (dry baker's yeast) and Pseudomonas fluorescens are also able to convert trans-ferulic acid into 2-methoxy-4-vinylphenol.[4]

References[edit]

  1. ^ 2-METHOXY-4-VINYLPHENOL, Summary of Evaluations Performed by the Joint FAO/WHO Expert Committee on Food Additives
  2. ^ Janes D, Kantar D, Kreft S, Prosen H (2008). "Identification of buckwheat (Fagopyrum esculentum Moench) aroma compounds with GC-MS". Food Chemistry 112: 120. doi:10.1016/j.foodchem.2008.05.048. 
  3. ^ Semiochemical - 2-methoxy-4-vinylphenol, Pherobase.com
  4. ^ Huang, Z.; Dostal, L.; Rosazza, J. P. (1993). "Microbial transformations of ferulic acid by Saccharomyces cerevisiae and Pseudomonas fluorescens". Applied and environmental microbiology 59 (7): 2244–2250. PMC 182264. PMID 8395165.  edit