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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

Signal Word

Danger

Hazard Statements

H302,H315,H318,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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.

JAN Code

544809-5G:
544809-1G:
544809-VAR:
544809-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
MKBV7281V
MKBL8983V
MKBG0794V
MKBD1345
MKBB2944

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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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