2-Chloro-4-pyridinecarboxylic acid Chemical Properties

Melting point:

246 °C (dec.)(lit.)

Boiling point:

417.7±25.0 °C(Predicted)

Density 

1.470±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

DMSO, Methanol

pka

3.00±0.10(Predicted)

form 

Crystalline Powder

color 

White to beige

BRN 

115861

InChI

InChI=1S/C6H4ClNO2/c7-5-3-4(6(9)10)1-2-8-5/h1-3H,(H,9,10)

InChIKey

QXCOHSRHFCHCHN-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

6313-54-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-36/37/39

RIDADR 

UN2811

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29333990

MSDS

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

2-Chloro-4-pyridinecarboxylic acid Usage And Synthesis

Chemical Properties

white crystall powder

Uses

Used in monocomposite films.

Synthesis

General procedure for the synthesis of 2-chloroisonicotinic acid from 2-chloro-4-cyanopyridine: 2-chloro-4-cyanopyridine (2 mmol) was dissolved in 5 ml of [bmim]HSO4, and the reaction mixture was heated for 1-3 hours at 60-65 °C. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction mixture was poured into water containing crushed ice and the product precipitated as a precipitate. The precipitate was collected by filtration and dried. High yields (>90%) of 2-chloroisonicotinic acid were obtained in all reactions, and the products were sufficiently pure to require no further purification. The filtrate was concentrated under vacuum, washed twice with diethyl ether and concentrated again under high vacuum. After drying under reduced pressure, about 95% of the ionic liquid was recovered and compared to the original ionic liquid to verify its purity. The recovered ionic liquid showed no significant difference in efficiency of converting nitrile to acid compared to the original ionic liquid and could be reused 5-6 times without significant reduction in activity.

References

[1] Tetrahedron Letters, 2014, vol. 55, # 28, p. 3802 - 3804
[2] Roczniki Chemii, 1955, vol. 29, p. 1019,1025
[3] Chem.Abstr., 1956, p. 12045

2-Chloro-4-pyridinecarboxylic acid(6313-54-8)Related Product Information

• N,N-Dimethylpropionamide
• 2,2-Dimethylbutyryl chloride
• 2-Phenylbutyric acid
• 2-Chloro-6-methylpyridine-4-carboxylic acid
• 2,6-CHLORO-4-PYRIDINECARBOXYLIC ACID METHYL ESTER
• 5-bromo-2-chloro-4-pyridinecarboxylic acid
• 2-Chloro-3-pyridinecarboxylic acid methyl ester, 2-Chloro-nicotinic acid methyl ester,2-CHLORO-3-PYRIDINECARBOXYLIC ACID METHYL ESTER
• 4-CHLORO-2-PYRIDINECARBOXYLIC ACID
• 2,5-Dichloroisonicotinic acid
• 4-CHLORO-3-PYRIDINECARBOXYLIC ACID
• 2-CHLORO-4-PYRIDINECARBOXYLIC ACID ETHYL ESTER
• 2-CHLORO-3-PYRIDINECARBOXYLIC ACID HYDROCHLORIDE
• tert-Butyl 2,6-dichloroisonicotinate
• 3-AMINO-2-CHLORO-4-PYRIDINECARBOXYLIC ACID METHYL ESTER
• 6-Chloro-3-pyridinecarboxylic acid ethyl ester
• 2-CHLORO-3-PYRIDINECARBOXYLIC ACID / 2-CHLORONICOTINIC ACID,2-CHLORO-3-PYRIDINECARBOXYLIC ACID
• 6-CHLORO-2-PYRIDINECARBOXYLIC ACID / 6-CHLOROPICOLINIC ACID,6-CHLORO-2-PYRIDINECARBOXYLIC ACID,2-CHLORO-6-PYRIDINECARBOXYLIC ACID
• 6-Chloro-2-pyridinecarboxylic acid methyl ester