6-Chloronicotinic acid

Synonym(s):6-Chloronicotinic acid;6-Chloropyridine-3-carboxylic acid

CAS NO.：5326-23-8
Empirical Formula: C6H4ClNO2
Molecular Weight: 157.55
MDL number: MFCD00006241
EINECS: 226-201-5
SAFETY DATA SHEET (SDS)
Update Date: 2024-09-24 13:23:39

What is 6-Chloronicotinic acid?

Chemical properties

Off-white to beige crystalline powder

The Uses of 6-Chloronicotinic acid

6-Chloronicotinic acid is used as building block for different chemical synthesis. It is an intermediate for the synthesis of N-(thiophen-2-yl) benzamide derivatives as BRAFV600E inhibitors, and novel DNA-gyrase B inhibitors.

The Uses of 6-Chloronicotinic acid

6-Chloropyridine-3-carboxylic acid (6-chloronicotinic acid/6-CNA) has been used to study its photolytic and photocatalytic degradation. 6-CNA is a degradation product of neonicotinoid insecticides imidacloprid and acetamiprid and is known to appear in different environmental matrices. The product has been used as a media component during the isolation of 6-CNA degrading bacterial strain from imidacloprid-exposed soil samples.

Definition

ChEBI: 6-Chloronicotinic acid is a member of pyridines and an aromatic carboxylic acid.

General Description

6-Chloropyridine-3-carboxylic acid is a metabolite of the neonicotinoid pesticides, imidacloprid and acetamiprid and occurs in different environmental matrices.(3) It is widely used in agricultural crop protection, domestic insect control and environmental pest management.

Purification Methods

Purify it by recrystallisation from hot H2O and sublime it in a vacuum. [Pechmann & Welsch Chem Ber 17 2384 1884, Herz & Murty J Org Chem 26 122 1961, Beilstein 22/2 V 177.]

Properties of 6-Chloronicotinic acid

Melting point:	190 °C (dec.)(lit.)
Boiling point:	241.15°C (rough estimate)
Density	0.5
refractive index	1.5870 (estimate)
Flash point:	192°C
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
solubility	deionized water: soluble
pka	3.24±0.10(Predicted)
form	Crystalline Powder
color	Off-white to beige
Water Solubility	Soluble in water (2 mg/ml at 20°C), ethanol, methanol, DMSO, and slightly soluble in chloroform.
Decomposition	192 ºC
BRN	115993
Stability:	Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference	5326-23-8(CAS DataBase Reference)
NIST Chemistry Reference	6-Chloronicotinic acid(5326-23-8)
EPA Substance Registry System	6-Chloronicotinic acid (5326-23-8)

Safety information for 6-Chloronicotinic acid

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.