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554332

Sigma-Aldrich

4-Fluorosalicylic acid

96%

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Linear Formula:
FC6H3(OH)CO2H
CAS Number:
Molecular Weight:
156.11
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

96%

mp

170 °C (dec.) (lit.)

SMILES string

OC(=O)c1ccc(F)cc1O

InChI

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

InChI key

TTZOLDXHOCCNMF-UHFFFAOYSA-N

General description

4-Fluorosalicylic acid can be synthesized from the following compounds:
  • 4-fluorotoluene
  • m-fluorophenol
  • 4-aminosalicylic acid

Application

4-Fluorosalicylic acid may be used to synthesize 4-fluorogentisic acid.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Effect of intramolecular hydrogen bonding on the relative acidities of substituted salicylic acids in benzene solution.
Dunn GE and Penner TL.
Canadian Journal of Chemistry, 45(14), 1699-1706 (1967)
Fluorosalicylohydroxamic acids.
Ostaszynski A, et al.
Bulletin de l'Academie Polonaise des Sciences. Serie des Sciences Chimiques, 8, 591-597 (1960)
R L Crawford et al.
Journal of bacteriology, 121(3), 794-799 (1975-03-01)
Gentisate:oxygen 1,2-oxidoreductase (decyclizing) (EC 1.13.11.4; gentisate 1,2-dioxygenase) from Moraxella osloensis was purified to homogeneity as shown by polyacrylamide gel electrophoresis. The enzyme has a molecular weight of about 154,000 and gives rise to subunits of molecular weight 40,000 in the
Robin R Shields-Cutler et al.
The Journal of biological chemistry, 290(26), 15949-15960 (2015-04-12)
During Escherichia coli urinary tract infections, cells in the human urinary tract release the antimicrobial protein siderocalin (SCN; also known as lipocalin 2, neutrophil gelatinase-associated lipocalin/NGAL, or 24p3). SCN can interfere with E. coli iron acquisition by sequestering ferric iron

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