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Thermo Scientific Chemicals
2-Chloro-1-methylpyridinium iodide, 97%
CAS: 14338-32-0 | C6H7ClIN | 255.48 g/mol
化学物質識別子
CAS14338-32-0
IUPAC Name2-chloro-1-methylpyridin-1-ium iodide
Molecular FormulaC6H7ClIN
InChI KeyABFPKTQEQNICFT-UHFFFAOYSA-M
SMILES[I-].C[N+]1=CC=CC=C1Cl
さらに表示
仕様
スペックシート
スペックシートFormCrystals or powder or crystalline powder or lumps
Identification (FTIR)Conforms
Assay (Titration ex Iodide)≥96.0 to ≤104.0%
Appearance (Color)Yellow
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.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
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.
Solubility
Soluble in Methanol (50 mg/ml). Insoluble in water.
Notes
Store at 4°C. Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Incompatible with oxidizing agents.
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.
Solubility
Soluble in Methanol (50 mg/ml). Insoluble in water.
Notes
Store at 4°C. Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Incompatible with oxidizing agents.
RUO – Research Use Only
General References:
- G Chwatko.; E Bald. Determination of cysteine in human plasma by high-performance liquid chromatography and ultraviolet detection after pre-column derivatization with 2-chloro-1-methylpyridinium iodide . Talanta. 2000, 52 (3), 509-515.
- Jenn-Jong Young.; Kuang-Ming Cheng.; Tai-Li Tsou.; Hwan-Wun Liu.; Hsian-Jenn Wang. Preparation of cross-linked hyaluronic acid film using 2-chloro-1-methylpyridinium iodide or water-soluble 1-ethyl-(3,3-dimethylaminopropyl)carbodiimide. Journal of Biomaterials Science, Polymer Edition. 2004, 15 (6), 767-780.
- 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).