W267104

Sigma-Aldrich

2-Methoxy-4-methylphenol

≥98%, FG

Sinónimos:
4-Methylguaiacol, Creosol, 4-Hydroxy-3-methoxytoluene, 2-Hydroxy-5-methylanisole, 2-Methoxy-p-cresol
Fórmula lineal:
CH3OC6H3(CH3)OH
Número de CAS:
Peso molecular:
138.16
FEMA Number:
2671
Beilstein/REAXYS Number:
1862340
EC Number:
Council of Europe no.:
175
MDL number:
PubChem Substance ID:
Flavis number:
4.007
NACRES:
NA.21

Quality Level

biological source

synthetic

grade

FG
Halal
Kosher

Agency/Method

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%

color

colorless to light yellow

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.)

Documentation

see Safety & Documentation for available documents

Featured Industry

Flavors and Fragrances

Organoleptic

clove; leathery; smoky; spicy; sweet; vanilla

food allergen

no known allergens

fragrance allergen

no known allergens

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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Categorías relacionadas

General description

2-Methoxy-4-methylphenol is one of the main volatile aroma compounds identified in wood smoke and oak-aged wines.

Packaging

100 g in poly bottle
10 kg in composite drum
1 kg in poly bottle

Biochem/physiol Actions

Odor at 1.0%
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 and jasmine flowers.
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pictograms

Exclamation mark

signalword

Warning

hazcat

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

storage_class_code

10 - Combustible liquids

WGK Germany

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

Stir bar sorptive extraction for the determination of volatile compounds in oak-aged wines.
Marin J, et al.
Journal of Chromatography A, 1098(1), 1-6 (2005)
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...
B Bett et al.
Preventive veterinary medicine, 97(3-4), 220-227 (2010-10-29)
We conducted a field trial among Maasai cattle-keepers in Nkuruman and Nkineji areas of Kenya to evaluate the effectiveness of a synthetic tsetse-repellent technology developed for the control of trypanosomosis in cattle. The technology was a repellent (2-methoxy 4-methylphenol) emitted...
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...
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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