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54050

Sigma-Aldrich

4-Methoxyphenol

purum, ≥98.0% (HPLC)

Synonym(s):

4-Hydroxyanisole, 4-MP, HQMME, Hydroquinone monomethyl ether, MEHQ, p-Guaiacol

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About This Item

Linear Formula:
CH3OC6H4OH
CAS Number:
Molecular Weight:
124.14
Beilstein/REAXYS Number:
507924
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

4.3 (vs air)

Quality Level

vapor pressure

<0.01 mmHg ( 20 °C)

grade

purum

assay

≥98.0% (HPLC)

autoignition temp.

789 °F

impurities

≤2% hydroquinone dimethyl ether

bp

243 °C (lit.)

mp

54-56 °C
55-57 °C (lit.)

SMILES string

COc1ccc(O)cc1

InChI

1S/C7H8O2/c1-9-7-4-2-6(8)3-5-7/h2-5,8H,1H3

InChI key

NWVVVBRKAWDGAB-UHFFFAOYSA-N

Gene Information

human ... TYR(7299)

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General description

4-Methoxyphenol, a 4-alkoxyphenol, can be synthesized from hydroquinone. It undergoes polymerization in the presence of horseradish peroxidase (enzymatic catalyst) and sodium dodecyl sulfate (surfactant) to afford poly(4-methoxyphenol).

Application

4-Methoxyphenol may be used in to synthesize chiral building blocks such as 1,2-diols. It also has various industrial applications, such as an antioxidant, an inhibitor for the polymerization reactions and a stabilizing agent.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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Enantioselective ring opening of epoxides with 4-methoxyphenol catalyzed by gallium heterobimetallic complexes: An efficient method for the synthesis of optically active 1, 2-diol monoethers.
Iida T, et al.
Angewandte Chemie (International Edition in English), 37(16), 2223-2226 (1998)
Synthesis of poly (4-methoxyphenol) by enzyme-catalyzed polymerization and evaluation of its antioxidant activity.
Zheng K, et al.
New. J. Chem., 37(12), 4185-4191 (2013)
Simple synthesis of non-symmetric 1, 4-dialkoxybenzenes via 4-alkoxyphenols.
Radoslaw M, et al.
Organic Communications, 9(1) (2016)
Paolo Ruzza et al.
Journal of medicinal chemistry, 52(15), 4973-4976 (2009-07-16)
We report the synthesis and preliminary in vitro biological evaluations of 4-[(4-hydroxyphenyl)sulfanyl]but-3-en-2-one, a compound designed as a potential bifunctional antimelanoma agent, bearing both a tyrosinase-activatable phenolic moiety and a GSH-reactive alpha,beta-unsaturated carbonyl group. Both the E (1) and Z (2)
Yang Wang et al.
Journal of materials chemistry. B, 7(38), 5762-5774 (2019-08-30)
The development of smart materials and surfaces with multiple antibacterial actions is of great importance for both fundamental research and practical applications, but this has proved to be extremely challenging. In this work, we proposed to integrate salt-responsive polyDVBAPS (poly(3-(dimethyl(4-vinylbenzyl)

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