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W267511

Sigma-Aldrich

2-Methoxy-4-vinylphenol

≥98%, FG

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Synonym(s):
4-Vinyl guaiacol
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
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.

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

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Stefan Coghe et al.
Journal of agricultural and food chemistry, 52(3), 602-608 (2004-02-05)
The release of ferulic acid and the subsequent thermal or enzymatic decarboxylation to 4-vinylguaiacol are inherent to the beer production process. Phenolic, medicinal, or clove-like flavors originating from 4-vinylguaiacol frequently occur in beer made with wheat or wheat malt. To
T Watanabe et al.
Journal of chromatography. A, 793(2), 409-413 (1998-02-25)
A capillary electrophoretic method has been developed for the separation and determination of vanillin, ferulic acid, vanillic acid and 4-vinylguaiacol in Japanese spirituous liquor. These phenolic compounds were extracted from Japanese spirituous liquor by solid-phase extractioin and were successfully separated
Sho-ichi Tsujiyama et al.
Bioscience, biotechnology, and biochemistry, 72(1), 212-215 (2008-01-08)
In order to utilize phenolic compounds in unused biomass resources, the metabolic pathway of ferulic acid by way of a white-rot fungus, Schizophyllum commune, was investigated. Ferulic acid was immediately degraded, and the formation of 4-vinyl guaiacol was confirmed by
Ralph Dorfner et al.
Journal of agricultural and food chemistry, 51(19), 5768-5773 (2003-09-04)
The formation of 4-vinylguaiacol, guaiacol, and phenol during coffee roasting was monitored in real-time, using resonance enhanced multiphoton ionization and time-of-flight mass spectrometry. A model is proposed, based on two connected reaction channels. One channel, termed the "low activation energy"
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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