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W313726

Sigma-Aldrich

2,6-Dimethoxyphenol

natural, ≥96%

Synonym(s):

Pyrogallol 1,3-dimethyl ether

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About This Item

Linear Formula:
(CH3O)2C6H3OH
CAS Number:
Molecular Weight:
154.16
FEMA Number:
3137
Beilstein:
1526871
EC Number:
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
4.036
NACRES:
NA.21

grade

Fragrance grade
Halal
Kosher
natural

Quality Level

Agency

follows IFRA guidelines

reg. compliance

EU Regulation 1223/2009

Assay

≥96%

bp

261 °C (lit.)

mp

50-57 °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

bacon; balsamic; smoky

SMILES string

COc1cccc(OC)c1O

InChI

1S/C8H10O3/c1-10-6-4-3-5-7(11-2)8(6)9/h3-5,9H,1-2H3

InChI key

KLIDCXVFHGNTTM-UHFFFAOYSA-N

Gene Information

human ... GABRA1(2554)

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General description

2,6-Dimethoxyphenol (syringol) is a phenol with methoxy groups at the 2 and 6 positions. It is a highly versatile molecule with a woody, and smoky aroma used in foods like meat, soups, and seafood.

Application

2,6-Dimethoxyphenol is used as a flavoring agent in the food industry, particularly in smoked foods.

Disclaimer

For R&D or non-EU Food use. Not for retail sale.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

284.0 °F - closed cup

Flash Point(C)

140 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Chemical composition, antioxidant, and antibacterial activity of wood vinegar from Litchi chinensis
Yang JF, et al.
Molecules (Basel), 21(9), 1150-1150 (2016)
Seperation of syringol from birch wood-derived vacuum pyrolysis oil
Murwanashyaka JN, et al.
Separation and Purification Technology, 24(1-2), 155-165 (2001)
A Miele et al.
Journal of applied microbiology, 108(3), 998-1006 (2009-09-09)
To select better performing laccase variants among the 2300 randomly mutated variants of Pleurotus ostreatus POXA1b laccase to develop improved laccase-based biocatalysts. Screening of collections of 2300 randomly mutated variants of POXA1b was performed by assaying activity towards the phenolic
Yu Huan Liu et al.
Applied microbiology and biotechnology, 91(3), 667-675 (2011-04-28)
To obtain better performing laccases for textile dyes decolorization, random mutagenesis of Lac591, a metagenome-derived alkaline laccase, was carried out. After three rounds of error-prone PCR and high-throughput screening by assaying enzymatic activity toward the phenolic substrate 2,6-dimethoxyphenol (2,6-DMP), a
Isabel Pardo et al.
Biotechnology and bioengineering, 109(12), 2978-2986 (2012-06-26)
DNA recombination methods are useful tools to generate diversity in directed evolution protein engineering studies. We have designed an array of chimeric laccases with high-redox potential by in vitro and in vivo DNA recombination of two fungal laccases (from Pycnoporus

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