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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:
91-10-1
Molecular Weight:
154.16
Beilstein:
1526871
EC Number:
202-041-1
MDL number:
MFCD00064434
UNSPSC Code:
12352100
PubChem Substance ID:
24893268
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
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

D135550-100G:
D135550-25G:
D135550-VAR:
D135550-BULK:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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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