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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:
Molecular Weight:
150.17
FEMA Number:
2675
EC Number:
Council of Europe no.:
177
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
4.009
NACRES:
NA.21

biological source

synthetic

Quality Level

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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Related Categories

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

Signal Word

Danger

Hazard Statements

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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Nele Vanbeneden et al.
Journal of agricultural and food chemistry, 56(24), 11983-11988 (2008-12-05)
In this study the decrease of 4-vinylguaiacol (4VG) during beer aging was investigated and the products that arise from it were identified. Two compounds, vanillin and apocynol, were identified in beer model solutions after forced aging and in naturally aged
Z Huang et al.
Journal of bacteriology, 176(19), 5912-5918 (1994-10-01)
A ferulic acid decarboxylase enzyme which catalyzes the decarboxylation of ferulic acid to 4-hydroxy-3-methoxystyrene was purified from Pseudomonas fluorescens UI 670. The enzyme requires no cofactors and contains no prosthetic groups. Gel filtration estimated an apparent molecular mass of 40.4
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
B Karmakar et al.
Journal of biotechnology, 80(3), 195-202 (2000-08-19)
A new strain Bacillus coagulans BK07 was isolated from decomposed wood-bark, based on its ability to grow on ferulic acid as a sole carbon source. This strain rapidly decarboxylated ferulic acid to 4-vinylguaiacol, which was immediately converted to vanillin and

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