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Merck

D135550

2,6-Diméthoxyphénol

99%

Synonyme(s) :

Éther 1,3-diméthylique de pyrogallol

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A propos de cet article

Formule linéaire :
(CH3O)2C6H3OH
Numéro CAS:
Poids moléculaire :
154.16
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
202-041-1
Beilstein/REAXYS Number:
1526871
MDL number:
Assay:
99%
Form:
solid
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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)

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).


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Hazard Classifications

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

target_organs

Respiratory system

Classe de stockage

11 - Combustible Solids

wgk

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)
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