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W267511

Sigma-Aldrich

2-Methoxy-4-vinylphenol

≥98%, FG

Synonym(s):

4-Vinyl guaiacol

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About This Item

Linear Formula:
CH3OC6H3(CH=CH2)OH
CAS Number:
7786-61-0
Molecular Weight:
150.17
FEMA Number:
2675
EC Number:
232-101-2
Council of Europe no.:
177
MDL number:
MFCD00015437
UNSPSC Code:
12164502
PubChem Substance ID:
24901240
Flavis number:
4.009
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

FG
Fragrance grade
Halal
Kosher

Agency

follows IFRA guidelines
meets purity specifications of JECFA

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002
FDA 21 CFR 117
FDA 21 CFR 172.515

Assay

≥98%

refractive index

n20/D 1.582 (lit.)

bp

224 °C (lit.)

density

1.11 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

Organoleptic

cedar; woody; peanut

SMILES string

COc1cc(C=C)ccc1O

InChI

1S/C9H10O2/c1-3-7-4-5-8(10)9(6-7)11-2/h3-6,10H,1H2,2H3

InChI key

YOMSJEATGXXYPX-UHFFFAOYSA-N

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General description

2-Methoxy-4-vinylphenol is one of the key volatile aroma compounds of buckwheat and okra.

Application


  • Anti-Ulcerative Colitis Effects and Active Ingredients in Ethyl Acetate Extract from Decoction of Sargentodoxa cuneata.: This research explores the therapeutic potential of Sargentodoxa cuneata in treating ulcerative colitis, highlighting 2-Methoxy-4-vinylphenol as one of its active ingredients. It offers valuable data for chemists working on new treatments for inflammatory diseases (Yu et al., 2023).

  • Phytochemical characterization, anti-diarrhoeal, analgesic, anti-inflammatory activities and toxicity profile of Ananas comosus (L.) Merr (pineapple) leaf in albino rats.: This comprehensive study assesses the medicinal properties of pineapple leaf, identifying 2-Methoxy-4-vinylphenol among its phytochemicals. It supports further research into its use for pain relief and anti-inflammatory purposes (Ugbogu et al., 2024).

Packaging

Packaged in glass bottles

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8B - Non-combustible, corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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R L Rouseff et al.
Journal of chromatographic science, 30(10), 383-387 (1992-10-01)
This study is undertaken to develop a simplified, rapid method to determine both immediate and potential off odors due to 4-vinyl guaiacol and its odorless precursor, ferulic acid, from a single sample preparation and chromatographic analysis. Orange juice sample preparation
Wen Gu et al.
Applied microbiology and biotechnology, 89(6), 1797-1805 (2010-11-19)
Ferulic acid decarboxylase (FADase) can catalyze the transformation of ferulic acid into 4-vinyl guaiacol via decarboxylation in microorganisms. In this study, a gene encoding FADase was first isolated from the bacterium Enterobacter sp. Px6-4 using degenerate primers and a genome
Victoria Harris et al.
Applied microbiology and biotechnology, 78(6), 997-1006 (2008-03-07)
Dekkera and Brettanomyces yeast are important spoilage organisms in a number of food and beverage products. Isolates of both genera were cultured in a defined medium and supplemented with hydroxycinnamic acids and vinylphenols to investigate their influence on growth and
Itzamná Baqueiro-Peña et al.
Bioresource technology, 101(12), 4721-4724 (2010-02-16)
Ferulic acid biotransformation has a number of interesting industrial uses. Ferulic acid biotransformation by the wild strain Aspergillus niger C28B25 and a diploid strain DAR2, obtained by parasexual recombination, was studied. The wild strain of A.niger C28B25 biotransforms ferulic acid
Z Huang et al.
Applied and environmental microbiology, 59(7), 2244-2250 (1993-07-01)
Saccharomyces cerevisiae (dry baker's yeast) and Pseudomonas fluorescens were used to convert trans-ferulic acid into 4-hydroxy-3-methoxystyrene in 96 and 89% yields, respectively. The metabolites were isolated by solid-phase extraction and analyzed by thin-layer chromatography and high-performance liquid chromatography. The identities
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