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Safety Information

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

M18655-5G:4548173950112
M18655-10KG:
M18655-500G:4548173950099
M18655-100G:4548173950075
M18655-25KG:
M18655-1KG:4548173950082
M18655-BULK:
M18655-50LB:4548173950105
M18655-VAR:

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)
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)
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)
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
Chin-Wen Chen et al.
Polymers, 12(5) (2020-05-23)
Unsaturated poly (butylene adipate-co-butylene itaconate) (PBABI) copolyesters were synthesized through melt polymerization composed of 1,4-butanediol (BDO), adipic acid (AA), itaconic acid (IA) and 1,2,4,5-benzenetetracarboxylic acid (BTCA) as a cross-linking modifier. The melting point, crystallization and glass transition temperature of the
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