2-Chloro-1-methylpyridinium Iodide

• CAT Number: R028393
• CAS Number: 14338-32-0
• Molecular Formula: C6H7ClIN
• Molecular Weight: 255.48
• Purity: ≥95%
• Synonyms: 2-Chloro-1-methyl-pyridinium Iodide; 1-Methyl-2-chloropyridinium Iodide; 2-Chloro-N-methylpyridinium Iodide; 2-Chloropyridine Methiodide; 2-Chloropyridinium Iodomethylate; Mukaiyama Reagent; Mukaiyama’s Reagent; N-Methyl-2-chloropyridinium Iodide
• Storage: Store at -20°C
• IUPAC Name: 2-chloro-1-methylpyridin-1-ium;iodide
• InChI: InChI=1S/C6H7ClN.HI/c1-8-5-3-2-4-6(8)7;/h2-5H,1H3;1H/q+1;/p-1
• InChIKey: ABFPKTQEQNICFT-UHFFFAOYSA-M
• SMILES: C[N+]1=CC=CC=C1Cl.[I-]

2-Chloro-1-methylpyridinium iodide(CAT: R028393) is a quaternary pyridinium salt commonly used as a coupling reagent and activating agent in organic and peptide synthesis. It features a chlorinated pyridinium ring methylated at the nitrogen atom, paired with an iodide counterion for enhanced reactivity. This compound is particularly useful for converting carboxylic acids into reactive intermediates, facilitating the formation of amides, esters, and peptides under mild conditions. It is also employed in nucleophilic substitution reactions and other heterocyclic transformations.