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188344

Sigma-Aldrich

3-(Trifluoromethyl)benzoic acid

99%

Sinónimos:

α,α,α-Trifluoro-m-toluic acid, 3-Carboxybenzotrifluoride

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About This Item

Fórmula lineal:
CF3C6H4CO2H
Número de CAS:
454-92-2
Peso molecular:
190.12
Beilstein/REAXYS Number:
2049239
EC Number:
207-230-2
MDL number:
MFCD00002519
UNSPSC Code:
12352100
PubChem Substance ID:
24851315
NACRES:
NA.22

assay

99%

form

solid

bp

238.5 °C/775 mmHg (lit.)

mp

104-106 °C (lit.)

SMILES string

OC(=O)c1cccc(c1)C(F)(F)F

InChI

1S/C8H5F3O2/c9-8(10,11)6-3-1-2-5(4-6)7(12)13/h1-4H,(H,12,13)

InChI key

FQXQBFUUVCDIRK-UHFFFAOYSA-N

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General description

pKa values of 3-(trifluoromethyl)benzoic acid in water and in methanol has been measured. Solubility of 3-(trifluoromethyl)benzoic acid in dense carbon dioxide was evaluated to investigate the influence of fluorination on the solubility of organic pharmaceuticals in dense carbon dioxide.

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

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Aneela Maalik et al.
Bioorganic chemistry, 88, 102946-102946 (2019-05-06)
An irrefutable advancement has been noted for the infectious diseases caused due to ureolytic bacteria through the development of various drugs. Keeping in mind the extremely valuable synthetic utility and medicinal significance of thiourea derivatives, synthesis of new 3-trifluoromethyl benzoic
Solubility of fluorinated pharmaceuticals in dense carbon dioxide.
Laitinen A, et al.
Organic Process Research & Development, 4(5), 353-356 (2000)
K H Engesser et al.
Archives of microbiology, 149(3), 188-197 (1988-01-01)
The TOL plasmid-encoded enzymes of the methylbenzoate pathway in Pseudomonas putida mt-2 cometabolized 3-trifluoromethyl (TFM)-benzoate. Two products, 3-TFM-1,2-dihydroxy-2-hydrobenzoate (3-TFM-DHB) and 2-hydroxy-6-oxo-7,7,7-trifluoro-hepta-2,4-dienoate (7-TFHOD) were identified chemically and by spectroscopic properties. TFM-substituted analogues of the metabolites of the methylbenzoate pathway were generally
S A Selifonov et al.
Biochemical and biophysical research communications, 213(3), 759-767 (1995-08-24)
Pseudomonas aeruginosa strain 142 oxidizes 2-halobenzoates via a multicomponent oxygenase (V. Romanov and R.P. Hausinger, J. Bacteriol., 1994, 176(11), 3368-3374). The intermediacy of a highly unstable cis-diol in the reaction has been proposed. Direct evidence for this is currently lacking
B F Taylor et al.
FEMS microbiology letters, 110(2), 213-216 (1993-06-15)
m- and p-trifluoromethyl (TFM)-benzoates are incompletely degraded by aerobic bacteria that catabolize alkylbenzoates; biodegradation ceases after ring-fission with the accumulation of a trifluoromethyl muconate semialdehyde (2-hydroxy-6-oxo-7,7,7-trifluorohepta-2,4-dienoate, TFHOD) which is resistant to biochemical attack. A bacterium (Strain V-1), isolated from sea-water
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