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W267112

Sigma-Aldrich

2-Methoxy-4-methylphenol

natural, 97%, FG

Synonym(s):

2-Hydroxy-5-methylanisole, 2-Methoxy-p-cresol, 4-Hydroxy-3-methoxytoluene, 4-Methylguaiacol, Creosol

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About This Item

Linear Formula:
CH3OC6H3(CH3)OH
CAS Number:
93-51-6
Molecular Weight:
138.16
FEMA Number:
2671
Beilstein:
1862340
EC Number:
202-252-9
Council of Europe no.:
175c
MDL number:
MFCD00002378
UNSPSC Code:
12164502
PubChem Substance ID:
24901237
Flavis number:
4.007
NACRES:
NA.21

grade

FG
Halal
Kosher
natural

Quality Level

400

reg. compliance

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

Assay

97%

refractive index

n20/D 1.537 (lit.)

bp

221-222 °C (lit.)

mp

5 °C (lit.)

density

1.092 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

Organoleptic

clove; leathery; smoky; spicy; smoky; sweet; vanilla

SMILES string

COc1cc(C)ccc1O

InChI

1S/C8H10O2/c1-6-3-4-7(9)8(5-6)10-2/h3-5,9H,1-2H3

InChI key

PETRWTHZSKVLRE-UHFFFAOYSA-N

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General description

2-Methoxy-4-methylphenol is a phenolic flavor compound reported in commercial liquid smoke flavoring and wood smoke.

Biochem/physiol Actions

Taste at 1.0-1.25 ppm

Other Notes

Natural occurrence: Coffee, gruyere cheese, pork, beer, rum, bourbon whiskey, malt, sherry, cocoa, tea, mushroom, bourbon vanilla, green mate, jasmine flowers.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

210.2 °F - closed cup

Flash Point(C)

99 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

W267112-100G:
W267112-BULK-K:
W267112-VAR-K:
W267112-VAR:
W267112-100G-K:4548173971414
W267112-SAMPLE-K:
W267112-1KG:
W267112-25G-K:
W267112-1KG-K:4548173971421
W267112-SAMPLE:
W267112-25G:

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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p-Tolualdehyde ≥97%, FG

Sigma-Aldrich

W306800

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2,6-Dimethoxyphenol 99%

Sigma-Aldrich

D135550

2,6-Dimethoxyphenol

Study of a commercial liquid smoke flavoring by means of gas chromatography/mass spectrometry and Fourier transform infrared spectroscopy.
Guillen MD, et al.
Journal of Agricultural and Food Chemistry, 43(2), 463-468 (1995)
The flavor chemistry of wood smoke.
Maga JA
Food Reviews International, 3(1-2), 139-183 (1987)
Grazyna Bieniek
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 795(2), 389-394 (2003-10-03)
A method for the simultaneous determination of 2-methoxyphenol, 2-methoxy-4-methylphenol, 2,6-dimethoxyphenol and 4'-hydroxy-3'-methoxyacetophenone in urine has been described. The metabolites were analyzed after enzymatic hydrolysis and extraction on octyl (C8) cartridges by using gas chromatography with flame ionization detection and a
Heather A Meylemans et al.
ChemSusChem, 5(1), 206-210 (2011-12-14)
A series of renewable bisphenols has been synthesized from creosol (2-methoxy-4-methylphenol) through stoichiometric condensation with short-chain aldehydes. Creosol can be readily produced from lignin, potentially allowing for the large scale synthesis of bisphenol A replacements from abundant waste biomass. The
Robert H H van den Heuvel et al.
The Journal of biological chemistry, 279(32), 33492-33500 (2004-06-01)
The flavoenzyme vanillyl-alcohol oxidase was subjected to random mutagenesis to generate mutants with enhanced reactivity to creosol (2-methoxy-4-methylphenol). The vanillyl-alcohol oxidase-mediated conversion of creosol proceeds via a two-step process in which the initially formed vanillyl alcohol (4-hydroxy-3-methoxybenzyl alcohol) is oxidized
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