2-Chloro-1-methylpyridinium iodide

2-Chloro-1-methylpyridinium iodide Basic information

Product Name:	2-Chloro-1-methylpyridinium iodide
Synonyms:	2-Chloro-1-methylpyridinium iodide,97%;2-Chloro-1-methylpyr;2-chloro-1-Methylpyridin-1-iuM iodide;2-Chloro-1-MethylpyridiniuM iodide, 97% 25GR;2-CHLORO-1-METHYLPYRIDINIUM IODIDE FOR S;1-Methyl-2-chloropyridiniuM iodide;PyridiniuM, 2-chloro-1-Methyl-, iodide (8CI,9CI);2-Chloro-1-MethylpyridiniuM Iodide, 98.0%(T)
CAS:	14338-32-0
MF:	C6H7ClIN
MW:	255.48
EINECS:	238-288-7
Product Categories:	Coupling Reactions (Peptide Synthesis);Peptide Synthesis;Pyridinium Compounds;Reagents for Oligosaccharide Synthesis;Synthetic Organic Chemistry;C6Heterocyclic Building Blocks;Heterocyclic Compounds;Biochemistry;Condensation & Active Esterification;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyridines
Mol File:	14338-32-0.mol

2-Chloro-1-methylpyridinium iodide Chemical Properties

Melting point	200 °C (dec.) (lit.)
density	1.7949 (estimate)
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
form	Crystalline Powder and/or Chunks
color	Yellow
Water Solubility	soluble
Sensitive	Moisture & Light Sensitive
Merck	14,6301
BRN	3572320
Exposure limits	ACGIH: TWA 0.01 ppm
InChIKey	ABFPKTQEQNICFT-UHFFFAOYSA-M
CAS DataBase Reference	14338-32-0(CAS DataBase Reference)
EPA Substance Registry System	2-Chloro-1-methylpyridinium iodide (14338-32-0)

Safety Information

MSDS Information

Provider	Language
2-Chloro-1-methylpyridinium iodide	English
ACROS	English
SigmaAldrich	English
ALFA	English

2-Chloro-1-methylpyridinium iodide Usage And Synthesis

Chemical Properties	yellow crystalline solid
Uses	Condensation reagent for the synthesis of esters and ketenes, and for the kinetic resolution of carboxylic acids and alcohols.
Uses	2-Chloro-1-methylpyridinium iodide is a reagent in a wide variety of dehydrative coupling reactions. It is also used to form carboxylate esters from acids and alcohols, carboxamides from acids and amines, lactones from -hydroxy acids and carbodiimides from N,N-disubstituted thioureas.
General Description	2-Chloro-1-methylpyridinium iodide (Mukaiyama reagent), is a commonly used reagent in organic synthesis for the activation of the hydroxy group of alcohols and carboxylic acids. It is used to synthesize derivatives of esters, lactones, amides, lactams, and ketenes from the corresponding carboxylic acids. It is also used as an efficient coupling reagent in the synthesis of peptides because of its low toxicity, simple reaction conditions, and also less expensive than EDC.
Purification Methods	Purify it by dissolving in EtOH and adding dry Et2O. The solid is washed with Me2CO and dried at 20o/0.35mm. Store it in the dark. Attempted recrystallisation from Me2CO/EtOH/pet ether (b 40-60o) causes some exchange of the Cl substituent by I. The picrate has m 106-107o, and the perchlorate has m 212-213o. [Jones et al. J Am Chem Soc 111 1157 1989, UV and solvolysis: Barlin & Benbow J Chem Soc, Perkin Trans 2 790 1974, Beilstein 20/5 V 405.]

2-Chloro-1-methylpyridinium iodide Preparation Products And Raw materials

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