2,6-Dichloro-5-fluoronicotinic acid Chemical Properties

Melting point:

152-155 °C (lit.)

Boiling point:

247°C (rough estimate)

Density 

1.6207 (estimate)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

powder to crystal

pka

1.38±0.32(Predicted)

color 

White to Yellow to Orange

BRN 

4311035

InChI

InChI=1S/C6H2Cl2FNO2/c7-4-2(6(11)12)1-3(9)5(8)10-4/h1H,(H,11,12)

InChIKey

LTDGKGCHRNNCAC-UHFFFAOYSA-N

SMILES

C1(Cl)=NC(Cl)=C(F)C=C1C(O)=O

CAS DataBase Reference

82671-06-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

WGK Germany 

1

HazardClass 

IRRITANT

HS Code 

29333990

MSDS

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

2,6-Dichloro-5-fluoronicotinic acid Usage And Synthesis

Chemical Properties

light yellow to beige fine crystalline powder

Uses

2,6-Dichloro-5-fluoronicotinic Acid is a useful reagent for the modulation of protein-?protein interactions to learn about the mechanisms in amyloid assembly.

Uses

2,6-Dichloro-5-fluoropyridine-3-carboxylic acid (2,6-Dichloro-5-fluoro-3-pyridinecarboxylic acid) may be used in the preparation of self assembled monolayer (SAMs) compounds.

General Description

2,6-Dichloro-5-fluoropyridine-3-carboxylic acid is a halogenated heterocyclic compound. Its density has been reported to be 1.6207g/cm³ at 25°C.

Synthesis

The general procedure for the synthesis of 2,6-dichloro-5-fluoropyridine-3-carboxylic acid from ethyl 2,6-dichloro-5-fluoropyridine-3-carboxylate is as follows: Example 1: 1. ethyl 2,6-dichloro-5-fluoropyridine-3-carboxylate (20 g, 84 mmol) was dissolved in a mixture of 40 mL of trifluoroacetic acid and 40 mL of 7.5N hydrochloric acid. 2. The mixture was heated to reflux and kept reacting for 24 hours. 3. Upon completion of the reaction, the solution was cooled and the trifluoroacetic acid was removed by evaporation under reduced pressure. 4. After cooling to room temperature, 100 mL of water was added, at which point a white precipitate formed in the solution. 5. The precipitate was collected by filtration, washed with hexane, and dried to give 12.91 g (73.2% yield) of 2,6-dichloro-5-fluoropyridine-3-carboxylic acid, with a melting point of 153-154 °C. The reaction was completed with the addition of 100 mL of water.

References

[1] Journal of Medicinal Chemistry, 1986, vol. 29, # 11, p. 2364 - 2369
[2] Patent: EP302372, 1989, A1
[3] Patent: US2014/73631, 2014, A1. Location in patent: Paragraph 0128; 0129

2,6-Dichloro-5-fluoronicotinic acid(82671-06-5)Related Product Information

• Thionyl chloride
• Sodium dichloroisocyanurate
• Dichloroethane
• 2-Chloro-5-fluoronicotinic acid
• Dichlorofluoroethane
• 5-Fluoronicotinic acid
• QUINOLINE-3-CARBOXYLIC ACID
• Nicotinic acid
• Nicotine
• 2,6-Dichloro-5-fluoronicotinic acid ethyl ester
• Dichlorodifluoromethane
• 2,6-Dichloro-5-fluoronicotinic acid
• 2,6-Dichloro-5-fluoro-4-methylpyridine-3-carboxylic acid
• METHYL 2,6-DICHLORO-5-FLUORONICOTINATE
• Ethyl 2,6-dichloro-5-fluoronicotinate
• PHENYL 2,6-DICHLORO-5-FLUORONICOTINATE
• 2,6-DIMETHYLPHENYL 2,6-DICHLORO-5-FLUORONICOTINATE
• 3-METHOXYPHENYL 2,6-DICHLORO-5-FLUORONICOTINATE