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2-Chloro-1-methylpyridinium iodide, 97% - CAS 14338-32-0 - Formula C6H7ClIN

A12820 14338-32-0 2-Chloro-1-methylpyridinium iodide, 97% N-Methyl-2-chloropyridinium iodide Mukaiyama's Reagent Alfa Aesar


Certificate of Analysis

2-Chloro-1-methylpyridinium iodide, 97%

CAS: 14338-32-0 MDL: MFCD00011984  EINECS: 238-288-7
Not regulated for shipping
Alternate Name: N-Methyl-2-chloropyridinium iodide
Mukaiyama's Reagent


Pricing and Availability

Size ($) Price Your Price Quantity Options Availability
25g 35.70 Check Availability Add to Favorites Enter qty and click checkbox
100g 130.00 Check Availability Add to Favorites Enter qty and click checkbox
500g 591.00 Check Availability Add to Favorites Enter qty and click checkbox

Chemical Properties

Formula: C6H7ClIN  Melting point: ca 200° dec.
Formula weight: 255.49  Sensitivity: Moisture & Light Sensitive

Literature References

Useful reagent in a wide variety of dehydrative coupling reactions. For a review of the chemistry of this and related reagents, see: Angew. Chem. Int. Ed., 18, 707 (1979). For peptide reagents, see Appendix 6.

Carboxylic acids are coupled with nucleophiles, YH, according to the following scheme:

Applications include:

Synthesis of esters: Chem. Lett., 1163 (1975); Bull. Chem. Soc. Jpn., 50, 1863 (1977); macrolides: Chem. Lett., 49 (1976); Tetrahedron Lett., 30, 3209 (1989); and strained, trans-fused -lactones: Synthesis, 493 (1983). Formation ofß-lactams from ß-amino acids: Synthesis, 210 (1979); Chem. Lett., 1465 (1984), or from carboxylic acids and imines: Tetrahedron Lett., 32, 581 (1991); cyclization of a macrocyclic amide: J Am. Chem. Soc., 111, 1157 (1989). Coupling of carboxylic acids with N,O-dimethylhydroxylamine gives the Weinreb amide: Synth. Commun., 25, 1255 (1995).

Conversion of thioureas to carbodiimides: Chem. Lett., 575 (1977); in the presence of a primary amine the guanidine is formed: J. Org. Chem., 62, 1540 (1997). Generation of ketenes from carboxylic acids: Synlett, 36 (1989).

Other References

Merck: 14,6301
Beilstein: 3572320
Harmonized Tariff Code: 2933.39

GHS Hazard and Precautionary Statements

Hazard Statements : H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements : P261-P280-P305+P351+P338-P304+P340-P405-P501A

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Harmful or Irritant

Risk & Safety

Risk Phrases: 36/37/38
Irritating to eyes, respiratory system and skin.
Safety Phrases: 26-37
In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Wear suitable gloves.