|
|
| | 2-Chloro-1-methylpyridinium iodide Basic information |
| | 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) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-24/25-36 | | RIDADR | 1759 | | WGK Germany | 3 | | F | 8-21 | | HazardClass | 8 | | PackingGroup | III | | HS Code | 29333999 |
| | 2-Chloro-1-methylpyridinium iodide Usage And Synthesis |
| Chemical Properties | yellow crystalline solid | | 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. | | Uses | Condensation reagent for the synthesis of esters and ketenes, and for the kinetic resolution of carboxylic acids and alcohols. | | 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 |
|