2-Chloro-4-fluoro-5-nitrophenol Chemical Properties

Melting point:

105-108°C

Boiling point:

298.7±40.0 °C(Predicted)

Density 

1.653±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

6.58±0.24(Predicted)

color 

Light orange to Yellow to Green

InChI

InChI=1S/C6H3ClFNO3/c7-3-1-4(8)5(9(11)12)2-6(3)10/h1-2,10H

InChIKey

NAWVMCKMQMJQMF-UHFFFAOYSA-N

SMILES

C1(O)=CC([N+]([O-])=O)=C(F)C=C1Cl

CAS DataBase Reference

84478-75-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

HazardClass 

IRRITANT

HS Code 

2908990000

2-Chloro-4-fluoro-5-nitrophenol Usage And Synthesis

Synthesis

2-Chloro-4-fluoro-5-nitrophenyl methyl carbonate (120 g, 0.48 mol) was mixed with sodium hydroxide (22.7 g, 0.57 mol) in water (300 mL) and the reaction was carried out at reflux for 4 hrs. Upon completion of the reaction, the insoluble solids were removed by filtration and the filtrate was acidified with dilute hydrochloric acid to pH < 7. Subsequently, the precipitated solid product was collected by filtration, washed with water and dried to afford 2-chloro-4-fluoro-5-nitrophenol (90 g, 98% yield). The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 11.18 (s, 1H), 8.10 (d, J=10.4 Hz, 1H), 7.62 (d, J=7.2 Hz, 1H); mass spectrum (ESI) m/z: 192.1 ([M+H]+).

References

[1] Patent: US2008/90856, 2008, A1. Location in patent: Page/Page column 38
[2] Patent: WO2010/51373, 2010, A1. Location in patent: Page/Page column 75
[3] Patent: WO2013/36232, 2013, A2. Location in patent: Paragraph 00252
[4] Organic Process Research and Development, 2014, vol. 18, # 1, p. 122 - 134
[5] Patent: US2008/234267, 2008, A1. Location in patent: Page/Page column 15

2-Chloro-4-fluoro-5-nitrophenol(84478-75-1)Related Product Information

• 2-Chloro-5-nitrophenol
• 2-Chloro-4-nitrophenol
• 2-Chloro-4-fluorophenol
• 4-Chlorophenol
• 2-Nitrophenol
• 3-Nitrophenol
• 4-Nitrophenol
• Difluorochloromethane
• Nitrophenol
• 2,5-DINITROPHENOL
• PICRIC ACID
• o-Anisaldehyde
• 4-Chloro-2-fluoronitrobenzene
• 3-AMINO-2,6-DIMETHYLPYRIDINE
• 4-Fluoro-3-nitrophenol
• 3-Amino-4-fluorophenol
• 1-CHLORO-5-FLUORO-2-(4-FLUOROBENZYLOXY)-4-NITROBENZENE
• ETHYL 2-(2-CHLORO-4-FLUORO-5-NITROPHENOXY)ACETATE