| Identification | More | [Name]
6-Chloronicotinic acid | [CAS]
5326-23-8 | [Synonyms]
6-CHLORO-3-PYRIDINECARBOXYLIC ACID
6-CHLORONICOTINIC ACID
6-CHLOROPYRIDINE-3-CARBOXYLIC ACID
RARECHEM AL BO 0729
TIMTEC-BB SBB004004
3-Pyridinecarboxylic acid, 6-chloro-
6-chloro-3-pyridinecarboxylicaci
6-Chloronicotinicacid,99%
6-chloro-3-carboxylic acid
6-Cholre Nicotinic Acid
6-Chloronicotinic acid 98%
6-CHLORO-3-PYRIDINECARBOXYLIC ACID/6-CHLORONICOTINIC ACID
6-CHLORO NICOTINIC ACID 6-CHLORO NICOTINIC ACID
6-Chloronicotinic acid, 6-Chloropyridine-3-carboxylic acid
3-Carboxy-6-chloropyridine
6-Chloronicotinic acid ,97% | [EINECS(EC#)]
226-201-5 | [Molecular Formula]
C6H4ClNO2 | [MDL Number]
MFCD00006241 | [Molecular Weight]
157.55 | [MOL File]
5326-23-8.mol |
| Chemical Properties | Back Directory | [Appearance]
Off-white to beige crystalline powder | [Melting point ]
190 °C (dec.)(lit.)
| [Boiling point ]
241.15°C (rough estimate) | [density ]
0.5 | [refractive index ]
1.5870 (estimate) | [Fp ]
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 | [Stability:]
Stable. Incompatible with strong oxidizing agents. | [Water Solubility ]
Soluble in water (2 mg/ml at 20°C), ethanol, methanol, DMSO, and slightly soluble in chloroform. | [Decomposition ]
192 ºC | [Usage]
6-Chloronicotinic acid is used as building block for different chemical synthesis. Product Data Sheet | [Detection Methods]
HPLC | [BRN ]
115993 | [InChI]
1S/C6H4ClNO2/c7-5-2-1-4(3-8-5)6(9)10/h1-3H,(H,9,10) | [InChIKey]
UAWMVMPAYRWUFX-UHFFFAOYSA-N | [SMILES]
OC(=O)c1ccc(Cl)nc1 | [CAS DataBase Reference]
5326-23-8(CAS DataBase Reference) | [NIST Chemistry Reference]
6-Chloronicotinic acid(5326-23-8) | [EPA Substance Registry System]
5326-23-8(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S24/25:Avoid contact with skin and eyes .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [TSCA ]
T | [HazardClass ]
IRRITANT | [HS Code ]
29333999 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
Off-white to beige crystalline powder | [Uses]
6-Chloronicotinic acid is used as building block for different chemical synthesis. Product Data Sheet | [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.] |
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Alfa Aesar
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Energy Chemical
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