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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
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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

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBK6928
STBK5572
STBK1754
STBJ3071
STBG5219V

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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
R Sahay et al.
Applied biochemistry and biotechnology, 166(3), 563-575 (2011-11-15)
A laccase has been purified from the liquid culture growth medium containing bagasse particles of Fomes durissimus. The method involved concentration of the culture filtrate by ultrafiltration and anion exchange chromatography on diethyl aminoethyl cellulose. The sodium dodecyl sulphate-polyacrylamide gel
R Taboada-Puig et al.
Bioresource technology, 102(11), 6593-6599 (2011-04-21)
Versatile peroxidase (VP) from Bjerkandera adusta was insolubilized in the form of cross-linked enzyme aggregates (CLEA®s). Of the initially applied activity 67% was recovered as CLEA®s. Co-aggregation of VP with glucose oxidase from Aspergillus niger led to an increased activity
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      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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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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