Name | N,N,N',N'-Tetramethylchloroformamidinium hexafluorophosphate |
Synonyms | TCFH tetramethyluronium hexafluorophosphate N,N,N',N'-Tetramethylchloroformamidinium-hexafluor N-[Chloro(dimethylamino)methylene]-N-methyl-methanaminium N-[chloro(dimethylamino)methylidene]-N-methylmethanaminium N,N,N',N'-TETRAMETHYLCHLOROFORMAMIDINIUM HEXAFLUOROPHOSPHATE N,N,N',N'-Tetramethylchloroformamidinium hexafluorophosphate N,N,N',N'-Tetramethylchloroformamidinium-hexafluorophosphate Chloro-N,N,N',N'-Tetramethylformamidinium Hexafluorophosphate TCFH N,N,N,N-TETRAMETHYLCHLOROFORMAMIDINIUM-HEXAFLUOROPHOSPHATE N,N,N',N'-Tetramethylchloroformamidinium hexafluorophosphate (TC N,N,N'',N''-TETRAMETHYLCHLOROFORMAMIDINIUM HEXAFLUOROPHOSPHATE (TCFH) N-[chloro(dimethylamino)methylidene]-N-methylmethanaminium hexafluorophosphate |
CAS | 94790-35-9 207915-99-9 |
InChI | InChI=1/C5H12ClN2.F6P/c1-7(2)5(6)8(3)4;1-7(2,3,4,5)6/h1-4H3;/q+1;-1 |
Molecular Formula | C5H12ClF6N2P |
Molar Mass | 280.58 |
Melting Point | 99-104°C |
Appearance | powder to crystal |
Color | White to Almost white |
Storage Condition | Inert atmosphere,Store in freezer, under -20°C |
MDL | MFCD01862891 |
Use | Coupling agents for peptide synthesis and raw materials for the preparation of other coupling agents |
Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R40 - Limited evidence of a carcinogenic effect |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S22 - Do not breathe dust. |
WGK Germany | 3 |
FLUKA BRAND F CODES | 3-10-21 |
Introduction | N,N,N',N'-tetramethylchloramidine hexafluorophosphate (TCFH) it is a good non-hygroscopic peptide synthesis coupling reagent. As a general activation reagent of solid phase chemistry, TCFH mainly promotes the formation of carboxylic acid amine derivatives rather than amide in the coupling process of amino acids. It is very useful for the coupling of very hindered amino acids, and has the characteristics of simple and convenient synthesis process and long shelf life. |
Application | N,N,N',N'-tetramethylchloramidine hexafluorophosphate (TCFH) it is a good non-hygroscopic peptide synthesis coupling reagent, and the starting material of other coupling reagents. As a general activation reagent of solid phase chemistry, TCFH mainly promotes the formation of carboxylic acid amine derivatives rather than amide in the coupling process of amino acids. It is very useful for the coupling of very hindered amino acids, and has the characteristics of simple and convenient synthesis process and long shelf life. |
preparation | over a period of 2 minutes, to 1,1,3, 3-tetramethylurea (2.5 mL,21 mmol)/10 mL toluene solution a small portion of oxalyl chloride (2.0 mL,23 mmol) was added while the reaction mixture was stirred at ice-water bath temperature. After stirring at room temperature for 18 hours, the reaction mixture was concentrated under reduced pressure to a volume of about 5 mL and the resulting precipitate was collected by filtration. The collected solid was dissolved in about 20 mL of water and then treated with potassium hexafluorophosphate (3.8g,21 mmol)/50 mL of aqueous solution while the mixture was vigorously stirred at room temperature, to obtain a white precipitate. The precipitate was collected by filtration and dried under vacuum. The solid was then treated with about 8 mL of acetone and filtered to remove insoluble material. The resulting filtrate was added in small portions to 60 mL of diethyl ether with vigorous stirring at room temperature. The desired product was collected by filtration and dried under vacuum to give 4.5g (76 %) of a white solid. |