2-Chloro-1-methylpyridinium iodide
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2-Chloro-1-methylpyridinium iodide ??
- ???
- 200 °C (dec.) (lit.)
- ??
- 1.7949 (estimate)
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- Keep in dark place,Sealed in dry,Room Temperature
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- Moisture & Light Sensitive
- Merck
- 14,6301
- BRN
- 3572320
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- ACGIH: TWA 0.01 ppm
- InChIKey
- ABFPKTQEQNICFT-UHFFFAOYSA-M
- CAS ??????
- 14338-32-0(CAS DataBase Reference)
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- ?? ? ???? ?? (GHS)
??? ?? | Xi | ||
---|---|---|---|
?? ???? ?? | 36/37/38 | ||
????? | 26-24/25-36 | ||
????(UN No.) | 1759 | ||
WGK ?? | 3 | ||
F ?????? | 8-21 | ||
?? ?? | 8 | ||
???? | III | ||
HS ?? | 29333999 |
2-Chloro-1-methylpyridinium iodide C??? ??, ??, ??
??? ??
yellow crystalline solid??
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.?? ??
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 ?? ?? ? ???
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2-Chloro-1-methylpyridinium iodide ?? ??
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2-Chloro-1-methylpyridinium iodide ?? ??:
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