3,5-dichloro-4-formylbenzoic acid Chemical Properties

Boiling point:

366.7±42.0 °C(Predicted)

Density 

1.592±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

solubility 

DMSO (Slightly), Ethyl Acetate (Slightly)

form 

Solid

pka

3.04±0.10(Predicted)

color 

White to Pale Beige

InChI

InChI=1S/C8H4Cl2O3/c9-6-1-4(8(12)13)2-7(10)5(6)3-11/h1-3H,(H,12,13)

InChIKey

KNZHVHRJCNWQKI-UHFFFAOYSA-N

SMILES

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

3,5-dichloro-4-formylbenzoic acid Usage And Synthesis

Synthesis

To the reactor was added 3,5-dichlorobenzoic acid (190 g, 1.0 mmol), which was dissolved with anhydrous THF (1 L) and cooled to -78 °C. Under the condition of maintaining the reaction temperature, n-butyllithium (2.5 M, 0.5 L) was slowly added dropwise. Subsequently, N,N-dimethylformamide (95 g, 1.3 mmol) was added slowly and the titration process lasted for 2 hours. The reaction mixture was slowly warmed up to room temperature until the feedstock completely disappeared. After completion of the reaction, the reaction was quenched with a half-saturated ammonium chloride solution and the organic phase was extracted with ethyl acetate. The organic phase was concentrated to give a white solid. Finally, purification by pulping using mixed petroleum ether/ethyl acetate solvent gave 3,5-dichloro-4-formylbenzoic acid (179 g, 82% yield).

References

[1] Patent: CN106565625, 2017, A. Location in patent: Paragraph 0073-0074
[2] Patent: CN104341316, 2017, B. Location in patent: Paragraph 0379; 0381; 0382

3,5-dichloro-4-formylbenzoic acid(153203-80-6)Related Product Information

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