2-Chloronicotinic acid Chemical Properties

Melting point:

176-178 °C (dec.)(lit.)

Boiling point:

316.8±22.0 °C(Predicted)

Density 

1.470±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

DMSO, Ethyl Acetate (Slightly)

pka

2.07±0.25(Predicted)

form 

Powder

color 

White to cream

BRN 

119023

InChI

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

InChIKey

IBRSSZOHCGUTHI-UHFFFAOYSA-N

SMILES

C1(Cl)=NC=CC=C1C(O)=O

LogP

0.988

CAS DataBase Reference

2942-59-8(CAS DataBase Reference)

EPA Substance Registry System

2-Chloronicotinic acid (2942-59-8)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

22-24/25-37/39-26-36

WGK Germany 

3

TSCA 

T

HazardClass 

IRRITANT

HS Code 

29333999

MSDS

• Language:English Provider:2-Chloronicotinic acid
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2-Chloronicotinic acid Usage And Synthesis

Chemical Properties

white to cream powder. MP>175°C (decomposition), insoluble in water, soluble in organic solvents such as benzene and toluene.

Uses

2-Chloronicotinic Acid is used in the preparation of 4-thiazolidinone derivatives and Schiff bases displaying antimicrobial activity.

Application

2-Chloronicotinic acid is used in the synthesis of the anti-inflammatory and analgesic pralofen. It is an intermediate of the herbicides nicosulfuron and diflufenican. It is also used as pharmaceutical intermediates for the manufacture of mefenamic acid, niflumic acid, etc.

Preparation

Chloronicotinic acid was synthesized from nicotinic acid by oxidation by H2O2 and then chlorinationby POCl3 and PCl5 in a yield of 87.5%.
Synthesis of 2-chloronicotinic acid: Pour chlorine gas into the mixed solution of phosphorus oxychloride and phosphorus trichloride, control the temperature at about 60°C, until the remaining chlorine gas escapes, cool and add nicotinic acid N-oxide in batches, and heat the mixed solution. The reaction was carried out at 100-105°C for 1-1.5 h, and the reaction mixture was stirred for 30 min after the reaction mixture was transparent, and phosphorus oxychloride was removed under reduced pressure. The obtained residue was cooled to room temperature, and water was added to obtain the finished product of 2-chloronicotinic acid.

Definition

ChEBI: 2-Chloronicotinic acid is an aromatic carboxylic acid and a member of pyridines.

2-Chloronicotinic acid(2942-59-8)Related Product Information

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