4-Chloro-3-fluorobenzoic acid Chemical Properties

Melting point:

190-192°C

Boiling point:

290.9±20.0 °C(Predicted)

Density 

1.477±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

DMSO, Methanol

form 

Solid

pka

3.63±0.10(Predicted)

color 

Off-White to Pale yellow

InChI

InChI=1S/C7H4ClFO2/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3H,(H,10,11)

InChIKey

QPIBHIXKUQKNFP-UHFFFAOYSA-N

SMILES

C(O)(=O)C1=CC=C(Cl)C(F)=C1

CAS DataBase Reference

403-17-8(CAS DataBase Reference)

EPA Substance Registry System

Benzoic acid, 4-chloro-3-fluoro- (403-17-8)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

22-24/25-37-26

HazardClass 

IRRITANT

HS Code 

29163990

4-Chloro-3-fluorobenzoic acid Usage And Synthesis

Chemical Properties

off-white powder

Uses

4-Chloro-3-fluorobenzoic Acid is a very useful precursor. It is a reagent used to synthesize 6-Hydroxy Albaconazole (H761395) which is a metabolite of Albaconazole (A511450), an antifungal agent as neuroprotectant.

Synthesis

The general procedure for the synthesis of 4-chloro-3-fluorobenzoic acid from 3-fluoro-4-chlorotoluene and glacial acetic acid was as follows: 99 g of glacial acetic acid, 2.7 g of manganese acetate, and 105 g of 98% sulfuric acid were added to a 20 L autoclave, followed by the addition of 870 g (5.96 mol) of 3-fluoro-4-chlorotoluene of 99% purity. The mixture was stirred and cooled to 15°C, then 215 g of ozone was slowly added (in 10 additions). After completion of the photodissociation process of nitrogen with ozone, the reaction was carried out. Subsequently, the temperature and pressure were adjusted to recover glacial acetic acid, and the layers were separated to ultimately recover 988 g of product to give 4-chloro-3-fluorobenzoic acid with 98.2% purity in about 94.2% yield.

References

[1] Patent: CN107488098, 2017, A. Location in patent: Paragraph 0031

4-Chloro-3-fluorobenzoic acid(403-17-8)Related Product Information

• (+)-MENTHYL CHLOROFORMATE
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• 4-(Chloromethyl)benzoic acid
• t-butyl chloroformate
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• Fluorine
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• 2,4-Dichloro-5-fluorobenzoic acid
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• Methyl chloroformate