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M18655

Sigma-Aldrich

4-Methoxyphenol

ReagentPlus®, 99%

Synonym(s):

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

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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:
24896699
NACRES:
NA.22

vapor density

4.3 (vs air)

vapor pressure

<0.01 mmHg ( 20 °C)

product line

ReagentPlus®

Assay

99%

autoignition temp.

789 °F

bp

243 °C (lit.)

mp

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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Application

4-methoxyphenol may be used in the synthesis of butylated hydroxy anisoles via alkylation with methyl tert-butyl ether over a non-zeolitic solid acidic catalyst. This process is eco-friendly when compared to the Friedel-Crafts alkylation reaction. 4-MP may also react with aqueous nitrous acid to form 2-nitro-4-methoxyphenol and benzoquinone in varying ratios depending on the reaction conditions. 4-MP can be used as a building block in designing β-cyclodextrin 4-methoxyphenol conjugates that can be potential ligands for drug complexation.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

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

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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Intermolecular interactions between doxorubicin and ?-cyclodextrin 4-methoxyphenol conjugates
Swiech O
The Journal of Physical Chemistry B, 116(6), 1765-1771 (2012)
James R Allen et al.
Genetics, 213(2), 555-566 (2019-08-25)
In larval zebrafish, melanocyte stem cells (MSCs) are quiescent, but can be recruited to regenerate the larval pigment pattern following melanocyte ablation. Through pharmacological experiments, we found that inhibition of γ-aminobutyric acid (GABA)-A receptor function, specifically the GABA-A ρ subtype
Efficacy of solid acids in the synthesis of butylated hydroxy anisoles by alkylation of 4-methoxyphenol with MTBE.
Yadav G D
Applied Catalysis A: General, 253(1), 113-123 (2003)
Nitration and oxidation of 4-methoxyphenol by nitrous acid in aqueous acid solution.
Beake B D
J. Chem. Soc. Perkin Trans. II, (2), 335-340 (1994)
Lazaros Papadopoulos et al.
Polymers, 12(4) (2020-04-26)
In the field of polymer chemistry, tremendous efforts have been made over the lastdecade to replace petrochemical monomers with building blocks from renewable resources. In thisrespect, itaconic acid has been used as an alternative to acrylic acid or maleic acid
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