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6-Chloronicotinic acid

CAS No.5326-23-8
Chemical Name:6-Chloronicotinic acid
CBNumber:CB4707499
Molecular Formula:C6H4ClNO2
Formula Weight:157.55
MOL File:5326-23-8.mol

6-Chloronicotinic acid Property

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
form Crystalline Powder
pka 3.24±0.10(Predicted)
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.
InChIKey UAWMVMPAYRWUFX-UHFFFAOYSA-N
CAS DataBase Reference 5326-23-8(CAS DataBase Reference)
FDA UNII 99V0U0120A
NIST Chemistry Reference 6-Chloronicotinic acid(5326-23-8)
EPA Substance Registry System 6-Chloronicotinic acid (5326-23-8)
UNSPSC Code 41116107
NACRES NA.24

Safety

Hazard Codes :Xi
Risk Statements :36/37/38
Safety Statements :26-36-24/25-37/39
WGK Germany :3
TSCA :T
HazardClass :IRRITANT
HS Code :29333999

NFPA 704:

	0
2		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H315-H319-H335
Precautionary statements P261-P264-P271-P280-P302+P352-P305+P351+P338

6-Chloronicotinic acid Price More Price(13)

Brand: Sigma-Aldrich(India)
Product number: 156353
Product name : 6-Chloropyridine-3-carboxylic acid
Purity: 99%
Packaging: 5G
Price: ₹2576.35
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: 68678
Product name : 6-Chloropyridine-3-carboxylic acid
Purity: PESTANAL?, analytical standard
Packaging: 100MG
Price: ₹4200.1
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: 156353
Product name : 6-Chloropyridine-3-carboxylic acid
Purity: 99%
Packaging: 25G
Price: ₹6430.05
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: 156353
Product name : 6-Chloropyridine-3-carboxylic acid
Purity: 99%
Packaging: 100G
Price: ₹15750.38
Updated: 2022/06/14
Buy: Buy

Brand: ALFA India
Product number: ALF-A15620-22
Product name : 6-Chloronicotinic acid, 99%
Purity:
Packaging: 100g
Price: ₹23688
Updated: 2022/05/26
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6-Chloronicotinic acid Chemical Properties,Usage,Production

Chemical Properties Off-white to beige crystalline powder
Uses 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.
Uses 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.
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.
Synthesis In a 1000ml flask, add 450g chlorobenzene, 100g 2-chloro-5-methylpyridine, and 3g catalyst cobalt acetate under stirring, heat the system to 80℃, introduce oxygen, and control the oxygen flow rate at 0.4L/min. React under this condition for 4 hours. After the reaction, cool the system to room temperature, filter, and dry to obtain a mixture of 119g 6-chloronicotinic acid and cobalt acetate. Place those mentioned above mixed crude product in a 1000ml flask, add 600g of recrystallization solvent methanol, stir and heat to reflux; wait for the 6-chloronicotinic acid crude product to dissolve completely, keep warm for 5min, slowly cool the system to 5℃, precipitate a white product, maintain this internal temperature and continue stirring for 1 hour, filter, wash the filter cake once with a small amount of cooled methanol, and dry the obtained damp product at 80℃ for 4 hours to obtain 98.5g 6-chloronicotinic acid, purity 99.52% (HPLC), yield 79.7%.
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.]