N,N′-Disuccinimidyl carbonate
SIAL/43720 - purum, ≥95.0% (NMR)
Synonym: N-Succinimidyl carbonate; DSC; Di(N-succinimidyl) carbonate
CAS Number: 74124-79-1
Empirical Formula (Hill Notation): C9H8N2O7
Molecular Weight: 256.17
EC Number: 277-730-3
MDL Number: MFCD00009767
Linear Formula: C9H8N2O7
Product Type: Chemical
| application(s) | peptide synthesis |
| assay | ≥95.0% (NMR) |
| form | powder |
| grade | purum |
| impurities | ~3% N-hydroxysuccinimide (NMR) |
| InChI | 1S/C9H8N2O7/c12-5-1-2-6(1 |
| InChI key | PFYXSUNOLOJMDX-UHFFFAOYSA |
| mp | 190 °C (dec.) (lit.) |
| Quality Level | 200  |
| reaction suitability | reaction type: Carbonylations |
| SMILES string | O=C1CCC(=O)N1OC(=O)ON2C(= |
| storage temp. | −20°C |
| Application: | N,N′-Disuccinimidyl carbonate (DSC) can be used to synthesize: • Various carbamate derivatives from primary and sterically hindered secondary alcohols by alkoxycarbonylation. • Active carbonate resins from 4-hydroxymethylpolystyren • Aza-glycinyl dipeptides, important intermediates for the preparation of various azapeptides. It may be also used: • In the two-step preparation of 5-(6-(azidomethyl)nicotin • To activate the hydroxyl group of the hapten, γ-hydroxyphenylbutazone (HPBZ) so that HPBZ can effectively bind with human serum albumin(HSA)-immunogen to form a hapten-protein conjugate. |
| Other Notes: | Convenient reagent for preparing N-succinimidyl esters of N-protected amino acids and other acids; activated carbonate, e.g. synthesis of ureas and carbamates; coupling of ligands to proteins (via lysines). |
| Symbol |   GHS07,GHS08 |
| Signal word | Warning |
| Hazard statements | H302 - H319 - H373 |
| Precautionary statements | P260 - P264 - P270 - P301 + P312 - P305 + P351 + P338 - P314 |
| Hazard Codes | Xn |
| Risk Statements | 22-36/37/38 |
| Safety Statements | 26-37/39 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥95.0% (NMR) |
| mp | 190 °C (dec.) (lit.) |
| Storage Temp. | −20°C |
| UNSPSC | 12352005 |