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825-22-9

825-22-9 Structure

825-22-9 Structure
IdentificationMore
[Name]

2-Amino-3-fluorobenzoic acid
[CAS]

825-22-9
[Synonyms]

2-AMINO-3-FLUOROBENZENECARBOXYLIC ACID
2-AMINO-3-FLUOROBENZOIC ACID
3-FLUOROANTHRANILIC ACID
BUTTPARK 22\01-93
2-AMINO-3-FLUOROBENZOIC
Benzoic acid, 2-amino-3-fluoro-
[EINECS(EC#)]

630-115-7
[Molecular Formula]

C7H6FNO2
[MDL Number]

MFCD01569395
[Molecular Weight]

155.13
[MOL File]

825-22-9.mol
Chemical PropertiesBack Directory
[Appearance]

white to light yellow crystal powder
[Melting point ]

171-172°C
[Boiling point ]

294.4±25.0 °C(Predicted)
[density ]

1.430±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[solubility ]

soluble in Methanol
[form ]

powder to crystal
[pka]

4.60±0.10(Predicted)
[color ]

White to Light yellow to Light orange
[InChI]

InChI=1S/C7H6FNO2/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3H,9H2,(H,10,11)
[InChIKey]

KUHAYJJXXGBYBW-UHFFFAOYSA-N
[SMILES]

C(O)(=O)C1=CC=CC(F)=C1N
[CAS DataBase Reference]

825-22-9(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
[Hazard Note ]

Irritant
[HazardClass ]

IRRITANT
[HS Code ]

29223990
Hazard InformationBack Directory
[Chemical Properties]

white to light yellow crystal powder
[Synthesis]

7-Fluoroisatin

317-20-4

2-Amino-3-fluorobenzoic acid

825-22-9

7-Fluoro-1H-indole-2,3-dione (13.0 g, 78.7 mmol) was used as raw material, which was dissolved in 10N sodium hydroxide solution (125 mL), heated to 70°C and stirred for 1 hour. At the same temperature, 30% hydrogen peroxide solution (25 mL) was added slowly and dropwise over 20 minutes and the reaction continued to be stirred at 70 °C for 1 hour. Upon completion of the reaction, the reaction solution was cooled in an ice bath and concentrated. Subsequently, hydrochloric acid was slowly added to adjust the pH of the solution to 4. The organic phase was extracted with ethyl acetate, and the extract was washed with saturated brine and dried with anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure to give the crude product. The crystals were collected by filtration to finally obtain 2-amino-3-fluorobenzoic acid (7.15 g, 59% yield). The NMR hydrogen spectrum (CDCl3) data were as follows: δ 6.00 (2H, broad single peak), 6.60 (1H, double-triple peak, J = 5.2 Hz, 8.0 Hz), 7.16 (1H, multiple peaks, J = 1.4 Hz, 8.0 Hz, 11.2 Hz), 7.72 (1H, triple-double peaks, J = 1.4 Hz, 8.0 Hz), and one additional hydrogen signal was masked.

[References]

[1] Organic Syntheses, 2002, vol. 79, p. 196 - 196
[2] Patent: US2003/187014, 2003, A1
[3] Proceedings of the Royal Society of London, Series B: Biological Sciences, 1958, vol. 148, p. 481,488
[4] Journal of Heterocyclic Chemistry, 1990, vol. 27, # 7, p. 2151 - 2163
[5] European Journal of Medicinal Chemistry, 1994, vol. 29, # 10, p. 743 - 751
Questions And AnswerBack Directory
[Application]

2-Amino-3-fluorobenzoic acid is a carboxylic acid derivative and can be used as a pharmaceutical intermediate.
Spectrum DetailBack Directory
[Spectrum Detail]

2-Amino-3-fluorobenzoic acid(825-22-9)MS
2-Amino-3-fluorobenzoic acid(825-22-9)1HNMR
2-Amino-3-fluorobenzoic acid(825-22-9)IR1
Well-known Reagent Company Product InformationBack Directory
[TCI AMERICA]

3-Fluoroanthranilic Acid,>98.0%(T)(825-22-9)
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