Trichloromethyl chloroformate
ALDRICH/23261 - ≥97.0% (GC)
Synonym: TCF; Diphosgene; di-Phosgene
CAS Number: 503-38-8
Empirical Formula (Hill Notation): C2Cl4O2
Molecular Weight: 197.83
EC Number: 207-965-9
MDL Number: MFCD00015553
Linear Formula: ClCOOCCl3
Product Type: Chemical
| assay | ≥97.0% (GC) |
| bp | 20 °C/10 mmHg (lit.) |
| density | 1.639 g/mL at 20 °C |
| InChI | 1S/C2Cl4O2/c3-1(7)8-2(4,5 |
| InChI key | HCUYBXPSSCRKRF-UHFFFAOYSA |
| Quality Level | 100  |
| refractive index | n |
| SMILES string | ClC(=O)OC(Cl)(Cl)Cl |
| storage temp. | 2-8°C |
| Application: | Reactant for preparation of: • Cyclic carbamimidates using a monophosphine gold(i) catalyst • N-Alkenyl and cycloalkyl carbamates as dual acting histamine H3 and H4 receptor ligands • Prostate-specific membrane antigen-targeted anticancer prodrugs • Potential west nile virus protease inhibitors • Antibody-drug conjugates (ADCs) • Erythromycin A derivatives |
| Application: | Trichloromethyl chloroformate (TCF) is an effective alternative to phosgene. It can react with amines, amino acids and amino alcohols to give the corresponding isocyanates, isocyanato acid chlorides and isocyanato chloroformates. TCF can also be used: • To synthesize N-carboxy α-amino acid anhydrides. • As an acylating agent to synthesize oxazolidinones from α-amino alcohols. • As a dehydrating agent to synthesize aromatic diisocyanides in the presence of triethylamine. |
| Other Notes: | Easy to handle substitute for phosgene; In-situ charcoal-catalyzed decomposition to phosgene and reaction with amino acids to N-carboxy anhydrides |
| Packaging: | 10, 50 mL in glass bottle |
| Symbol |   GHS05,GHS06 |
| Signal word | Danger |
| Hazard statements | H302 - H314 - H330 |
| Precautionary statements | P280 - P301 + P312 + P330 - P301 + P330 + P331 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 |
| Hazard Codes | T+ |
| Risk Statements | 26/28-34 |
| Safety Statements | 26-28-36/37/39-45 |
| RIDADR | UN 3277 8(6.1) / PGII |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥97.0% (GC) |
| bp | 20 °C/10 mmHg (lit.) |
| Density | 1.639 g/mL at 20 °C |
| Refractive Index | n |
| Storage Temp. | 2-8°C |
| UNSPSC | 12352108 |