Skip to Content
Merck
All Photos(1)

Documents

54050

Sigma-Aldrich

4-Methoxyphenol

purum, ≥98.0% (HPLC)

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
CH3OC6H4OH
CAS Number:
150-76-5
Molecular Weight:
124.14
Beilstein:
507924
EC Number:
205-769-8
MDL number:
MFCD00002332
UNSPSC Code:
12352100
PubChem Substance ID:
329758018
NACRES:
NA.22

vapor density

4.3 (vs air)

Quality Level

200

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)

Looking for similar products? Visit Product Comparison Guide

Related Categories

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
GHS07

Signal Word

Warning

Hazard Statements

H302,H317,H319,H412

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCM0172
BCCK9367
BCCJ3241
BCCG5232
BCCF3545

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
Simple synthesis of non-symmetric 1, 4-dialkoxybenzenes via 4-alkoxyphenols.
Radoslaw M, et al.
Organic Communications, 9(1) (2016)
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)
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)
Lisa M Colosi et al.
Environmental science & technology, 41(3), 891-896 (2007-03-03)
Natural organic matter (NOM) of hydroxylated aromatic character can undergo catalyst-mediated self-coupling reactions to form larger molecular aggregates. Indeed, such reactions are central to natural humification processes. Nonhydroxylated persistent aromatic contaminants such as polychlorinated biphenyls (PCBs) are, conversely, inert with
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service