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Sigma-Aldrich

4-Fluoro-2-methoxyphenol

97%

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About This Item

Linear Formula:
FC6H3(OCH3)OH
CAS Number:
Molecular Weight:
142.13
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

refractive index

n20/D 1.517 (lit.)

bp

195 °C (lit.)

density

1.247 g/mL at 25 °C (lit.)

SMILES string

COc1cc(F)ccc1O

InChI

1S/C7H7FO2/c1-10-7-4-5(8)2-3-6(7)9/h2-4,9H,1H3

InChI key

OULGLTLTWBZBLO-UHFFFAOYSA-N

General description

4-Fluoro-2-methoxyphenol is a fluorinated methoxy-substituted catechol analog.

Application

4-Fluoro-2-methoxyphenol may be used in the synthesis of:
  • 4-halo-masked o-benzoquinones (MOBs)
  • fluorinated masked o-benzoquinone
  • poly(4-fluoro-2-methoxyphenol)

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

214.9 °F - closed cup

Flash Point(C)

101.6 °C - closed cup

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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A fluorinated masked o-benzoquinone.
Patrick TB, et al.
Journal of Fluorine Chemistry, 125(12), 1965-1966 (2007)
Novel photoconductive polyfluorophenol synthesized by an enzyme.
Zaragoza-Gasca P, et al.
Journal of Molecular Catalysis. B, Enzymatic, 72(1), 25-27 (2011)
Ana Carolina de Almeida et al.
European journal of pharmacology, 660(2-3), 445-453 (2011-04-19)
Apocynin, a methoxy-substituted catechol (4-hydroxy-3-methoxyacetophenone), originally extracted from the roots of Picrorhiza kurroa, has been extensively used as a non-toxic inhibitor of the multienzymatic complex NADPH oxidase. We discovered that the analogous methoxy-substituted catechol, 4-Fluoro-2-methoxyphenol (F-apocynin), in which the acetyl
Diels-Alder reactions of halogenated masked o-benzoquinones: synthesis of halogen-substituted bicyclo [2.2. 2] octenones.
Tetrahedron Letters, 50(7), 773-775 (2009)
P K Chakraborty et al.
International journal of radiation applications and instrumentation. Part A, Applied radiation and isotopes, 42(7), 673-681 (1991-01-01)
The synthesis of 4-[18F]fluoroguaiacol (4-[18F]fluoro-2-methoxyphenol) has been achieved in no-carrier-added form starting from 2-methoxy-4-nitrobenzaldehyde, using nucleophilic aromatic substitution by [18F]fluoride followed by Baeyer-Villiger oxidation of the benzaldehyde to the phenol. Demethylation with boron tribromide gave 4-[18F]fluorocatechol (1,2-dihydroxy-4-[18F]fluorobenzene) with an overall

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