2-Amino-6-fluorobenzoic acid Chemical Properties

Melting point:

167-169 °C (lit.)

Boiling point:

223.67°C (rough estimate)

Density 

1.3021 (estimate)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

soluble in Methanol

pka

4.01±0.10(Predicted)

form 

Crystalline Powder

color 

Yellow to brown

BRN 

3540926

InChIKey

RWSFZKWMVWPDGZ-UHFFFAOYSA-N

CAS DataBase Reference

434-76-4(CAS DataBase Reference)

NIST Chemistry Reference

Anthralic acid, 6-fluoro-(434-76-4)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37/39

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29224999

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-Amino-6-fluorobenzoic acid Usage And Synthesis

Chemical Properties

white to light yellow crystal powder

Uses

Used in the synthesis of a novel benzamide with potent neuroleptic activity. 5- fluoro-2-methyl-3,l-benzoxazin-4-one was obtained from 2-amino-6-fluorobenzoic acid. The condensation of 2-amino-6-fluorobenzoic acid methyl ester and (4-fluorophenyl) acetyl chloride with N,N-dimethylamino-4-pyridine in CH 2 Cl 2 to give 2-fluoro-6-[2-(4-fluoro-phenyl)-acetylamino]-benzoic acid methyl ester in 61% yield. 2 Amino 6 fluorobenzoic acid is another easily ac cessible synthon for construction of monofluorinated heterocycles. Reactions of 2,3,4,6-tetra-O-acetyl-n-D_glucopyranosyl bromide (2) with p-hydroxybenzaldehyde, trifluoromethyl and fluoro substi- tuted aniline and 2-amino-6-fluorobenzoic acid gave lO-(Pformyl- pheny1)-2,3,4,6-tetra-O-acetyl-(3-D-glucopyranoside. 2-Fluoro-6-iodobenzoic acid,a loose white crystal,was synthesized by using 2-amino-6-fluorobenzoic acid as the starting material.

Definition

ChEBI: 2-Amino-6-fluorobenzoic acid is an aminobenzoic acid.

storage

Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from strong oxidizing agents.

Synthesis

The synthesis of 2-Amino-6-fluorobenzoic acid is as follows:
A 50 ml three-necked flask was charged with 1.85 g (10 mmol) of 6-fluoro-2-nitrobenzoic acid, 25.6 mg (0.2 mmol) of molybdenum dioxide, and 76.8 mg of activated carbon. 30 ml of absolute ethanol was added dropwise 1.25 g (20 mmol) of hydrazine hydrate (80%) at room temperature. After the reaction was completed at room temperature for 7 h, TLC monitoring showed that the reaction was completed, filtered, and the filtrate was concentrated, then ethyl acetate (20 mL) and water (10 ml) were added and extracted. The organic phase was washed with water and concentrated to give 1.5g desired product as a pale yellow solid, yield 96.8%, HPLC purity 99.6%.

2-Amino-6-fluorobenzoic acid(434-76-4)Related Product Information

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• 4-Fluorobenzoic acid
• POLYURETHANE
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• 2-AMINO-3,5-DIBROMO-6-FLUOROBENZOIC ACID
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• 2-Amino-5-fluorobenzoic acid