Synonyms: TCF; Diphosgene; di-Phosgene
CAS Number: 503-38-8
Formula: C2Cl4O2
Formula Weight: 197.83
Linear Formula: ClCOOCCl3
MDL No.: MFCD00015553
Purity: >=97.0% (GC)
Boiling Point: 20 C/10 mmHg(lit.)
Density: 1.639 g/mL at 20 C
Refractive Index: n20/D 1.458
Storage: 2-8C
Beilstein Registry Number: 970225
EC Number: 207-965-9
UNSPSC Code: 12352000
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.
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
Other Notes: Easy to handle substitute for phosgene; In-situ charcoal-catalyzed decomposition to phosgene and reaction with amino acids to N-carboxy anhydrides
RTECS: LQ7350000
RIDADR: UN 3277 8(6.1) / PGII
WGK Germany: 3
R Codes: 26/28-34
S Codes: 26-28-36/37/39-45
IOD Codes: T+
Symbol: GHS05, GHS06
Signal Word: Danger
Hazard Statements: H302-H314-H330
Precautionary statements: P260-P280-P301 + P312 + P330-P303 + P361 + P353-P304 + P340 + P310-P305 + P351 + P338