BIS(2,4-DINITROPHENYL) CARBONATE
BIS(2,4-DINITROPHENYL) CARBONATE Basic information
- Product Name:
- BIS(2,4-DINITROPHENYL) CARBONATE
- Synonyms:
-
- BIS(2,4-DINITROPHENYL) CARBONATE
- Phenol, 2,4-dinitro-, 1,1'-carbonate
- AI3-14991
- CAS:
- 7497-12-3
- MF:
- C13H6N4O11
- MW:
- 394.21
- Product Categories:
-
- pharmacetical
- Mol File:
- 7497-12-3.mol
BIS(2,4-DINITROPHENYL) CARBONATE Chemical Properties
- Melting point:
- 148 °C(Solv: benzene (71-43-2))
- Boiling point:
- 583.5±50.0 °C(Predicted)
- Density
- 1.741±0.06 g/cm3(Predicted)
- solubility
- sol EtOAc, pyridine, DMF, CHCl3; moderately sol benzene; insol hexane; dec hot H2O, EtOH
- color
- yellow solid
BIS(2,4-DINITROPHENYL) CARBONATE Usage And Synthesis
Description
Bis(2,4-dinitrophenyl)carbonate is used in the preparation of azapeptides.
Uses
Peptide and azapeptide coupling reagent that functions by activating amines, forming derivatives suitable for condensation with N-protected amino acids; converts carboxylic acids to activated esters.
Synthesis
Diphenyl carbonate (20 g) is added to a stirred mixture of conc HNO3 (100 mL) and conc H2SO4 (120 mL) at 50-55 °C over 1 h. The resulting suspension is stirred at 50 °C for 3 h, left at rt for 90 h and poured onto ice. The precipitate is washed with iced water and dried in vacuo over P2O5. This affords bis(2,4-dinitrophenyl) carbonate (31.2 g, 85%) which recrystallizes from hexane/benzene giving crystals, mp 144-146 °C.
Precautions
Store in a cool dry place to preclude contact with moisture; the hazardous and toxicological properties have not been investigated; may explode if heated rapidly