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Key Documents

D135550

Sigma-Aldrich

2,6-Dimethoxyphenol

99%

Synonym(s):

Pyrogallol 1,3-dimethyl ether

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About This Item

Linear Formula:
(CH3O)2C6H3OH
CAS Number:
Molecular Weight:
154.16
Beilstein:
1526871
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

99%

form

solid

bp

261 °C (lit.)

mp

50-57 °C (lit.)

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, also known as Syringol, is an aromatic compound that belongs to the class of methoxyphenols. It is commonly used as a component and precursor during the synthesis of dimers, vanillin, and azo dyes.

Application

2,6-Dimethoxyphenol is utilized as a building block in the synthesis of 1,3-bis(4-hydroxy-3,5-dimethoxyphenyl) adamantane via condensation reaction.
  • Synthesis and Antioxidant Ability of 5-amino-1, 3, 4-oxadiazole Derivatives Containing 2, 6-dimethoxyphenol: This study reports the synthesis of new antioxidant materials incorporating 2,6-dimethoxyphenol (KF Ali, 2015).
  • Catalytic cleavage of the CO bond in 2, 6-dimethoxyphenol: This research explores the non-solvent catalytic conversion of 2,6-dimethoxyphenol, a model lignin compound, highlighting a sustainable approach to biomass utilization (P Yu et al., 2020).
  • Synthesis and antioxidant ability of new 5-amino-1, 2, 4-triazole derivatives containing 2, 6-dimethoxyphenol: The synthesis of new derivatives aimed at improving antioxidant properties, demonstrating the chemical versatility of 2,6-dimethoxyphenol (DF Hussain, 2016).
  • Electrochemical Characterization of the Laccase-Catalyzed Oxidation of 2, 6-Dimethoxyphenol: This study provides an electrochemical insight into the enzymatic oxidation processes of 2,6-dimethoxyphenol, relevant for biotechnological applications (GJ Mattos et al., 2022).

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

Certificates of Analysis (COA)

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Pseudopolymorph and charge-transfer co-crystal of disubstituted adamantane containing dimethoxyphenol moieties
Masahide T, et al.
Crystal Growth & Design, 9, 3692-3696 (2009)
Enzymatic modification of 2, 6-dimethoxyphenol for the synthesis of dimers with high antioxidant capacity
Oluyemisi A E, et al.
Process Biochemistry (Oxford, United Kingdom), 47, 1926-1932 (2012)
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
Eduardo Coelho et al.
Molecules (Basel, Switzerland), 25(14) (2020-07-19)
Cassava plays a key role in the food production and economies of several countries worldwide. Due to its starch content, alcoholic fermentation is a promising transformation process for adding value to cassava. However, most of the existing cassava beverages are

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