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544809

Sigma-Aldrich

3-Fluoro-4-hydroxybenzoic acid

95%

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About This Item

Linear Formula:
FC6H3(OH)CO2H
CAS Number:
350-29-8
Molecular Weight:
156.11
MDL number:
MFCD00143161
UNSPSC Code:
12352100
PubChem Substance ID:
24878786
NACRES:
NA.22

assay

95%

mp

154-158 °C (lit.)

SMILES string

OC(=O)c1ccc(O)c(F)c1

InChI

1S/C7H5FO3/c8-5-3-4(7(10)11)1-2-6(5)9/h1-3,9H,(H,10,11)

InChI key

IUSDEKNMCOUBEE-UHFFFAOYSA-N

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General description

3-Fluoro-4-hydroxybenzoic acid is a halo-substituted 4-hydroxybenzoic acid that can be prepared from 3-fluoro-4-methoxybenzoic acid via demethylation.

Application

3-Fluoro-4-hydroxybenzoic acid may be used in the preparation of (S)-2-methylbutyl-3-fluoro-4-hydroxy benzoate and 4-n-alkoxy-3-fluorobenzoic acids. It may also be used in the synthesis of bis 3-fluoro-4-hydroxybenzoates, which are potent KCa2/3 pan-inhibitors.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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Mesomorphism and chemical constitution. Part III. The effect of halogen substitution on the mesomorphism of the 4-alkoxybenzoic acids.
Gray GW and Jones B.
Journal of the Chemical Society, 2556-2562 (1954)
Aida Oliván-Viguera et al.
Molecular pharmacology, 87(2), 338-348 (2014-12-04)
Small/intermediate conductance KCa channels (KCa2/3) are Ca(2+)/calmodulin regulated K(+) channels that produce membrane hyperpolarization and shape neurologic, epithelial, cardiovascular, and immunologic functions. Moreover, they emerged as therapeutic targets to treat cardiovascular disease, chronic inflammation, and some cancers. Here, we aimed
Effect of a lateral substituent on the mesomorphic properties of ferroelectric side chain liquid crystalline polysiloxanes.
Hsu CS and Tsai CH.
Liq. Cryst., 22(6), 669-677 (1997)
R H Felton et al.
Biochemistry, 23(17), 3955-3959 (1984-08-14)
Solvent proton nuclear magnetic dispersion studies at 25, 100, and 300 MHz have been performed on protocatechuate 3,4-dioxygenase (PCD) and its complexes with 3-chloro-4-hydroxybenzoate and 3-fluoro-4-hydroxybenzoate. Longitudinal and transverse relaxation rates were measured for these compounds and for the apoenzyme.

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