3-Chloro-2-fluorobenzoic acid Chemical Properties

Melting point:

177-180 °C (lit.)

Boiling point:

278.9±20.0 °C(Predicted)

Density 

1.477±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

2.90±0.10(Predicted)

color 

White to Light yellow to Light red

BRN 

7127637

InChI

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

InChIKey

FCSSYEWURMTUSM-UHFFFAOYSA-N

SMILES

C(O)(=O)C1=CC=CC(Cl)=C1F

CAS DataBase Reference

161957-55-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

20/21/22-36/37/38

Safety Statements 

22-24/25-36-26

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29163990

MSDS

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

3-Chloro-2-fluorobenzoic acid Usage And Synthesis

Uses

3-Chloro-2-fluorobenzoic acid is an important fine chemical intermediate that can be used in the synthesis of pharmaceutical products, bioengineering, reactive dyes, polyester compounds, and pesticides.

Chemical Properties

white to light yellow crystal powder

Synthesis Reference(s)

Tetrahedron Letters, 36, p. 881, 1995 DOI: 10.1016/0040-4039(94)02385-O

Synthesis

General procedure for the synthesis of 3-chloro-2-fluorobenzoic acid from 3-chloro-2-fluorobenzaldehyde: An acetone (75 mL) solution of 3-chloro-2-fluorobenzaldehyde (3 g, 18.92 mmol) was slowly added to an aqueous (30 mL) solution of sodium chlorite (6.81 g, 75.68 mmol) under cooling conditions in an ice bath. The reaction mixture was stirred at 0°C for 5 minutes. Subsequently, sulfamic acid (5.50 g, 56.76 mmol) was added all at once and stirring was continued for 30 min at the same temperature. The reaction process was monitored by thin layer chromatography (TLC). After completion of the reaction, the mixture was diluted with water (5 mL) and filtered. The filtrate was extracted with ethyl acetate (3 x 50 mL), the organic layers were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give 3-chloro-2-fluorobenzoic acid as a white solid (3.2 g, 97% yield).LC-MS analysis: 172.9 (M-H).

References

[1] Patent: WO2017/72062, 2017, A1. Location in patent: Page/Page column 166
[2] Patent: WO2008/7149, 2008, A2. Location in patent: Page/Page column 28

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