1,1'-CARBONYLBIS(3-METHYLIMIDAZOLIUM) TRIFLATE Chemical Properties

Melting point:

78-80

storage temp. 

Hygroscopic, -20°C Freezer, Under Inert Atmosphere

solubility 

Acetonitrile (Slightly), DMSO (Sparingly), Methanol (Slightly)

form 

solid

color 

White to off-white

Stability:

Hygroscopic

Safety Information

Hazard Codes 

Xi

HS Code 

2933299090

1,1'-CARBONYLBIS(3-METHYLIMIDAZOLIUM) TRIFLATE Usage And Synthesis

Chemical Properties

1,1′-Carbonylbis(3-methylimidazolium) Bis(trifluoromethanesulfonate) is a White to Off-White Solid, H δ (CDCl3) 8.86 (s, 2H), 7.44 (m, 2H), 7.16 (m, 2H), 4.00 ;(s, 6H); sol nitromethane, chloroform; insol ether; reacts with water.

Uses

An efficient reagent for aminoacylations. Used in the synthesis of chiral Pilocarpine analogs via a C-8 ketone intermediate.

Uses

As an efficient reagent for aminoacylations, 1,1'-Carbonylbis(3-MethyliMidazoliuM) Triflate can be used in the synthesis of chiral Pilocarpine analogs via a C-8 ketone intermediate.

Preparation

Preparative Methods of 1,1′-Carbonylbis(3-methylimidazolium) Bis(trifluoromethanesulfonate): fresh methyl triflate is added to 1,1-carbonylbisimidazole in nitromethane at 10 °C. Solvent is then removed in vacuo, or the reagent used in situ^[1].

storage

1,1′-Carbonylbis(3-methylimidazolium) Bis(trifluoromethanesulfonate) is usually prepared under anhydrous conditions and used immediately. It can be stored in dry nitromethane solution or in solid state in absence of moisture. Preparation using aged methyl triflate should be avoided, owing to possible contamination of the coupling reagent with triflic acid^[1].

References

1. Saha, A. K.; Schultz, P.; Rapoport, H. JACS, 1989, 111, 4856.

1,1'-CARBONYLBIS(3-METHYLIMIDAZOLIUM) TRIFLATE(120418-31-7)Related Product Information

• 1,3-DIMETHYLIMIDAZOLIUM TRIFLUOROMETHANESULFONATE
• AMMONIUM TRIFLUOROMETHANESULFONATE
• IMIDAZOLE TRIFLUOROMETHANESULFONATE SA&
• 1,3-Dimethylimidazolium methanesulfonate
• 1,1'-Carbonyldiimidazole
• 1,1'-CARBONYLBIS(3-METHYLIMIDAZOLIUM) TRIFLATE