Introduction：Basic information about 2-Chloronicotinic acid CAS 2942-59-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
2-Chloronicotinic acid Basic information
| Product Name: | 2-Chloronicotinic acid |
| Synonyms: | TIMTEC-BB SBB004002;2-chloro-3-pyridinecarboxylicaci;2-CHLORO-3-PYRIDINECARBOXYLIC ACID;2-CHLOROPYRIDINE-3-CARBOXYLIC ACID;2-CHLOROPYRIDIN-3-CARBOXYLIC ACID;2CLNA;2-CHLORONICOTINIC ACID;RARECHEM AL BO 0287 |
| CAS: | 2942-59-8 |
| MF: | C6H4ClNO2 |
| MW: | 157.55 |
| EINECS: | 220-937-0 |
| Product Categories: | ACID;pyridine series;blocks;Carboxes;Pyridines;Pyridine;Acids and Derivatives;Pyridines, Pyrimidines, Purines and Pteredines;Carboxylic Acids;Organic acids;Diflufenican;Chloropyridines;Halopyridines;Carboxylic Acids;Heterocycles;carboxylic acid| alkyl chloride;Pharmaceutical intermediates;Imidazoles;2942-59-8;bc0001 |
| Mol File: | 2942-59-8.mol |
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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 |
| Odor | Pungent odor |
| 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 | TSCA listed |
| HazardClass | IRRITANT |
| HS Code | 29333999 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
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 Preparation Products And Raw materials
| Raw materials | Diisopropylamine-->3-Picoline-->2-Chloro-5-methylpyridine-->2-Chloro-3-methylpyridine-->Nicotinic acid N-oxide |
| Preparation Products | 2-CHLOROPYRIDINE-3,4-DICARBOXYLIC ACID-->Diflufenican-->2-(ETHYLTHIO)NICOTINIC ACID-->2-Hydroxynicotinic acid-->2-Aminonicotinic acid-->METHYL 2-CHLORONICOTINATE-->2-Methoxynicotinic acid-->2-(2,3-dihydro-1,4-benzodioxin-6-yl)aminonicotinic acid |
