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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
Organoleptic:
cedar; woody; peanut
grade:
FG
Fragrance grade
Halal
Kosher
biological source:
synthetic
Agency:
follows IFRA guidelines
meets purity specifications of JECFA
food allergen:
no known allergens
Pricing and availability is not currently available.

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[1] and okra.[2]

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

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Certificates of Analysis (COA)

Lot/Batch Number
SHBR8379
SHBR2542
SHBQ2600
STBK2648
STBK1619

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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
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"
Identification of buckwheat (Fagopyrum esculentum Moench) aroma compounds with GC?MS.
Janes D, et al.
Food Chemistry, 112(1), 120-124 (2009)
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
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
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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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