23261

Trichloromethyl chloroformate

≥97.0% (GC)

• Sinônimo(s): TCF, Diphosgene, di-Phosgene
• Fórmula linear: ClCOOCCl₃
• Número CAS: 503-38-8
• Peso molecular: 197.83
• Beilstein: 970225
• Número CE: 207-965-9
• Número MDL: MFCD00015553
• Código UNSPSC: 12352108
• ID de substância PubChem: 57648028
• NACRES: NA.22

Propriedades

• Nível de qualidade: 100
• Ensaio: ≥97.0% (GC)
• índice de refração: n20/D 1.458
• pb: 20 °C/10 mmHg (lit.)
• densidade: 1.639 g/mL at 20 °C
• grupo funcional: chloro
• temperatura de armazenamento: 2-8°C
• cadeia de caracteres SMILES: ClC(=O)OC(Cl)(Cl)Cl
• InChI: 1S/C2Cl4O2/c3-1(7)8-2(4,5)6
• chave InChI: HCUYBXPSSCRKRF-UHFFFAOYSA-N

Descrição

Aplicação

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

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.

Outras notas

Easy to handle substitute for phosgene; In-situ charcoal-catalyzed decomposition to phosgene and reaction with amino acids to N-carboxy anhydrides

Informações de segurança

• Pictogramas: GHS06,GHS05
• Palavra indicadora: Danger
• Frases de perigo: H302,H314,H330
• Declarações de precaução: P260 - P280 - P301 + P312 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Classificações de perigo: Acute Tox. 2 Inhalation - Acute Tox. 4 Oral - Skin Corr. 1B
• Código de classe de armazenamento: 6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable
• Equipamento de proteção individual: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter