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D135550

Sigma-Aldrich

2,6-Dimethoxyphenol

99%

Synonym(s):

Pyrogallol 1,3-dimethyl ether

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25 G
$58.00
100 G
$169.00

About This Item

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

$58.00


Available to ship onApril 22, 2025Details


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Quality Level

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. [1]

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. [2]
  • 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

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Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

284.0 °F - closed cup

flash_point_c

140 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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)
Joseph Zakzeski et al.
ChemSusChem, 4(3), 369-378 (2011-01-20)
The solubilization and aqueous phase reforming of lignin, including kraft, soda, and alcell lignin along with sugarcane bagasse, at low temperatures (T≤498 K) and pressures (P≤29 bar) is reported for the first time for the production of aromatic chemicals and hydrogen. Analysis
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
Rosario Díaz et al.
Applied microbiology and biotechnology, 88(1), 133-142 (2010-07-08)
Two laccase isoenzymes were purified and characterized from the basidiomycete Coriolopsis rigida during transformation of the water-soluble fraction of "alpeorujo" (WSFA), a solid residue derived from the olive oil production containing high levels of toxic compounds. Zymogram assays of laccases

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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