2,4-Difluorophenol Chemical Properties

Melting point:

22.4 °C (lit.)

Boiling point:

52-53 °C/19 mmHg (lit.)

Density 

1.362 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.486(lit.)

Flash point:

134 °F

storage temp. 

Inert atmosphere,Room Temperature

pka

8.72±0.18(Predicted)

form 

powder to lump to clear liquid

color 

White or Colorless to Yellow

Specific Gravity

1.362

Water Solubility 

slightly soluble

BRN 

1934803

InChIKey

NVWVWEWVLBKPSM-UHFFFAOYSA-N

CAS DataBase Reference

367-27-1(CAS DataBase Reference)

NIST Chemistry Reference

2,4-Difluorophenol(367-27-1)

Safety Information

Hazard Codes 

Xn,Xi,C,F

Risk Statements 

20/21/22-37/38-41-34-11-36/37/38

Safety Statements 

26-36/37/39-45-16

RIDADR 

1992

WGK Germany 

3

Hazard Note 

Harmful

HazardClass 

3

PackingGroup 

III

HS Code 

29081000

MSDS

• Language:English Provider:2,4-Difluorophenol
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2,4-Difluorophenol Usage And Synthesis

Chemical Properties

clear yellow-green liquid after melting

Uses

2,4-Difluorophenol, is an organic building block used for the synthesis of various pharmaceutical compounds, such as antivirulence agents. It is also used in the synthesis of new α-Phenoxyacetamide derivatives, acting as type III secretion system of Pseudomonas aeruginosa PAO1, a gram-negative bacteria.

Uses

2,4-Difluorophenol has been used:

• as starting reagent during the synthesis of 4,6-difluoro-5,7-dihydroxytryptamine
• in the synthesis of 3-carboxy-6,8-difluoro-7-hydroxycoumarin (Pacific Blue), fluorinated fluorescent dye

Synthesis

General procedure for the synthesis of 2,4-difluorophenol from 2,4-difluorophenylboronic acid: arylboronic acid (1 mmol), 30% aqueous H2O2 solution (0.2 mL), ZnO nanocatalyst (5 mol%, sample ZnO-1), and 2 mL of water were stirred and mixed in a 50 mL round-bottomed flask at room temperature and under aerobic conditions. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction mixture was diluted with 20 mL of water and extracted with ether (3 x 20 mL). The organic layers were combined, washed with brine and dried over Na2SO4. The solvent was removed by rotary evaporator under reduced pressure. The crude product was purified by silica gel (100-200 mesh) column chromatography (hexane/ethyl acetate, 9:1) to afford the target product 2,4-difluorophenol. The product structure was confirmed by 1H NMR and 13C NMR.

References

[1] Applied Catalysis A: General, 2018, vol. 562, p. 58 - 66
[2] Tetrahedron Letters, 2015, vol. 56, # 14, p. 1780 - 1783
[3] Journal of Organic Chemistry, 2001, vol. 66, # 2, p. 633 - 634

2,4-Difluorophenol(367-27-1)Related Product Information

• 4-Fluorophenol
• 2,6-Dimethylphenol
• Xylenol
• 2,5-DINITROPHENOL
• 3,4-DIFLUOROPHENOL
• 2,3-Difluorophenol,98+%,2,3-DIFLUOROPHENOL
• 3',5'-DIFLUORO-2'-HYDROXYACETOPHENONE
• Pentafluorophenol
• PENTAFLUOROPHENYL ACRYLATE
• FMOC-ASP(OTBU)-OPFP
• 2,4,6-Trifluorophenol
• PENTAFLUOROPHENOXYACETIC ACID
• PENTAFLUOROPHENYL METHACRYLATE
• 2,3,4-TRIFLUOROPHENOL
• 9-FLUORENYLMETHYL PENTAFLUOROPHENYL CARBONATE
• 2,3,4,5,6-PENTAFLUOROANISOLE
• 2,3,4-Trifluoroanisole
• FMOC-GLY-OPFP