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Merck

W267112

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
Council of Europe no.:
175c
UNSPSC Code:
12164502
PubChem Substance ID:
24901237
NACRES:
NA.21
EC Number:
202-252-9
Flavis number:
4.007
MDL number:
MFCD00002378
Beilstein/REAXYS Number:
1862340
Organoleptic:
clove; leathery; smoky; spicy; smoky; sweet; vanilla
Grade:
FG
Halal
Kosher
natural
Food allergen:
no known allergens

Key Documents

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Product Name

2-Methoxy-4-methylphenol, natural, 97%, FG

InChI

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

InChI key

PETRWTHZSKVLRE-UHFFFAOYSA-N

SMILES string

COc1cc(C)ccc1O

grade

FG
Halal
Kosher
natural

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

Quality Level

300
400

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Related Categories

Biochem/physiol Actions

Taste at 1.0-1.25 ppm

General description

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

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

signalword

Warning

Hazard Classifications

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

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

210.2 °F - closed cup

flash_point_c

99 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
SHBQ0131
SHBP5935
SHBL5503
MKCJ3300
MKBS9051V

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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)
Ana-Lilia González-Yebra et al.
International archives of occupational and environmental health, 79(3), 259-264 (2005-07-08)
An important, although, unprecise number of shoe workers in Leon, Mexico, are in continuous contact with toluene-based glues. The induction of renal glomerular and/or tubular lesions as a result of toluene exposure is still being discussed controversially. Our objective was
N Ogata et al.
Pharmacology, 51(3), 195-204 (1995-09-01)
Wood creosote, principally a mixture of non-, alkyl- and/or alkoxy-substituted phenolic compounds, was orally administered to adult male volunteers to determine its metabolites and pharmacokinetic parameters. After a 133-mg single dose, its major constituents (i.e. phenol 15 mg, guaiacol 32
Nobuaki Moriguchi et al.
Biochemical pharmacology, 73(3), 385-393 (2006-11-03)
In the present study, we have attempted to evaluate the pharmacological actions of three major phenolic antidiarrheic ingredients, including 2-methoxyphenol (2MP), 2-methoxy-4-methylphenol (2M4MP) and 2-methoxy-4-ethyphenol (2M4EP), on the functionality and integrity of bone by in vitro and in vivo experimental
Day-Shin Hsu et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(10), 3121-3131 (2010-02-02)
An efficient and short entry to polyfunctionalized linear triquinanes from 2-methoxyphenols is described by utilizing the following chemistry. The Diels-Alder reactions of masked o-benzoquinones, derived from 2-methoxyphenols, with cyclopentadiene afford tricyclo[5.2.2.0(2,6)]undeca-4,10-dien-8-ones. Photochemical oxa-di-pi-methane (ODPM) rearrangements and 1,3-acyl shifts of the
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