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Chemical Name: 2-Chloronicotinic acid
Synonyms: 2-Chloro-3-pyridinecarboxylic acid
CAS Number: 2942-59-8
Molecular Formula: C₆H₄ClNO₂
Molecular Weight: 157.55 g/mol
*(2-position chlorine-substituted derivative of nicotinic acid)*
Appearance: White to off-white crystalline powder
Melting Point: ~190–195 °C
Solubility:
Slightly soluble in water
Soluble in organic solvents (e.g., ethanol, DMSO, DMF)
Acidity: Contains a carboxylic acid group (pKa ~4–5).
Reactivity:
The chlorine at the 2-position can undergo nucleophilic substitution (e.g., with amines, alkoxides).
The carboxyl group can form esters, amides, or salts.
Stability: Stable under normal conditions but may decompose under strong acids/bases or oxidizing agents.
Carboxylation of 2-chloropyridine:
Reaction with n-BuLi or LDA followed by CO₂ trapping.
Chlorination of nicotinic acid:
Selective chlorination using SOCl₂, PCl₅, or POCl₃.
Drug Synthesis: Key building block for kinase inhibitors (e.g., anticancer agents) and antibacterial compounds.
Examples:
Used in the synthesis of PD-1/PD-L1 inhibitors (immunotherapy drugs).
Intermediate for heterocyclic bioactive molecules (e.g., quinolone analogs).
Herbicides & Pesticides: Functionalized to create chlorinated pyridine derivatives with herbicidal activity.
Example: Precursor for sulfonylurea-class herbicides.
Cross-Coupling Reactions: The 2-chloro group enables Pd-catalyzed couplings (e.g., Suzuki, Heck reactions).
Carboxyl Group Utility: Converted to esters, amides, or reduced to alcohols for further derivatization.
Ligand Design: Chelating agent for metal-organic frameworks (MOFs) or catalysts.
Electronic Materials: Used in synthesizing conductive polymers or organic semiconductors.
Hazards: May cause skin/eye irritation (handle with gloves & goggles).
Storage: Keep in a dry, cool place, away from strong oxidizers.
First Aid: Rinse with water if exposed; seek medical advice if ingested.
For more information, pls contact info@ptmaadmixture.com
Chemical Name: 2-Chloronicotinic acid
Synonyms: 2-Chloro-3-pyridinecarboxylic acid
CAS Number: 2942-59-8
Molecular Formula: C₆H₄ClNO₂
Molecular Weight: 157.55 g/mol
*(2-position chlorine-substituted derivative of nicotinic acid)*
Appearance: White to off-white crystalline powder
Melting Point: ~190–195 °C
Solubility:
Slightly soluble in water
Soluble in organic solvents (e.g., ethanol, DMSO, DMF)
Acidity: Contains a carboxylic acid group (pKa ~4–5).
Reactivity:
The chlorine at the 2-position can undergo nucleophilic substitution (e.g., with amines, alkoxides).
The carboxyl group can form esters, amides, or salts.
Stability: Stable under normal conditions but may decompose under strong acids/bases or oxidizing agents.
Carboxylation of 2-chloropyridine:
Reaction with n-BuLi or LDA followed by CO₂ trapping.
Chlorination of nicotinic acid:
Selective chlorination using SOCl₂, PCl₅, or POCl₃.
Drug Synthesis: Key building block for kinase inhibitors (e.g., anticancer agents) and antibacterial compounds.
Examples:
Used in the synthesis of PD-1/PD-L1 inhibitors (immunotherapy drugs).
Intermediate for heterocyclic bioactive molecules (e.g., quinolone analogs).
Herbicides & Pesticides: Functionalized to create chlorinated pyridine derivatives with herbicidal activity.
Example: Precursor for sulfonylurea-class herbicides.
Cross-Coupling Reactions: The 2-chloro group enables Pd-catalyzed couplings (e.g., Suzuki, Heck reactions).
Carboxyl Group Utility: Converted to esters, amides, or reduced to alcohols for further derivatization.
Ligand Design: Chelating agent for metal-organic frameworks (MOFs) or catalysts.
Electronic Materials: Used in synthesizing conductive polymers or organic semiconductors.
Hazards: May cause skin/eye irritation (handle with gloves & goggles).
Storage: Keep in a dry, cool place, away from strong oxidizers.
First Aid: Rinse with water if exposed; seek medical advice if ingested.
For more information, pls contact info@ptmaadmixture.com
