Triphosgene, 98%, Thermo Scientific Chemicals

Description

Triphosgene is used as a carbonylating agent for aza-peptide synthesis. It reacts with several alfa-amino acids to give the corresponding N-carboxyanhydrides. It is involved in the preparation of the esterification coupling reagent, di-2-thienyl carbonate from 2(5H)-thiophenone. Further, it is used as a reagent in organic synthesis and converts an amino group into isocyanate. In addition to this, it is employed in the preparation of 2-chloronicotinaldehydes through cyclization of the corresponding enamides. It is considered as a useful substitute for phosgene.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Triphosgene is used as a carbonylating agent for aza-peptide synthesis. It reacts with several alfa-amino acids to give the corresponding N-carboxyanhydrides. It is involved in the preparation of the esterification coupling reagent, di-2-thienyl carbonate from 2(5H)-thiophenone. Further, it is used as a reagent in organic synthesis and converts an amino group into isocyanate. In addition to this, it is employed in the preparation of 2-chloronicotinaldehydes through cyclization of the corresponding enamides. It is considered as a useful substitute for phosgene.

Solubility
Soluble in ether, ethanol, tetrahydrofuran, benzene, cyclohexane, chloroform, hexane, carbon tetrachloride, dichloromethane and chlorobenzene. Insoluble in water.

Notes
Moisture sensitive. Store in a cool place. Incompatible with oxidizing agents.

Specifications

Chemical Identifiers

• CAS: 32315-10-9
• Molecular Formula: C3Cl6O3
• Molecular Weight (g/mol): 296.73
• MDL Number: MFCD00062848
• InChI Key: UCPYLLCMEDAXFR-UHFFFAOYSA-N
• Synonym: triphosgene, bis trichloromethyl carbonate, methanol, trichloro-, carbonate 2:1, ditrichloromethyl carbonate, triphosgene bis-trichloromethyl carbonate, methanol, 1,1,1-trichloro-, 1,1'-carbonate, triphosgen, tri phosgene, tri-phosgene
• PubChem CID: 94429
• IUPAC Name: bis(trichloromethyl) carbonate
• SMILES: C(=O)(OC(Cl)(Cl)Cl)OC(Cl)(Cl)Cl

• Melting Point: 77°C to 91°C
• Density: 1.6
• Boiling Point: 203°C to 206°C
• Quantity: 25 g
• UN Number: UN2928
• Beilstein: 1787583
• Sensitivity: Moisture sensitive
• Solubility Information: Soluble in ether,ethanol,tetrahydrofuran,benzene,cyclohexane,chloroform,hexane,carbon tetrachloride,dichloromethane and chlorobenzene. Insoluble in water.
• Formula Weight: 296.75
• Percent Purity: 98%
• Chemical Name or Material: Triphosgene

Safety and Handling

Product Identifier

• Triphosgene

Signal Word

• Danger

Hazard Category

• Acute toxicity Category 2
• Serious eye damage/eye irritation Category 1
• Skin corrosion/irritation Category 1 B

Hazard Statement

• H314-Causes severe skin burns and eye damage.
• H318-Causes serious eye damage.
• H330-Fatal if inhaled.

Precautionary Statement

• P280-Wear protective gloves/protective clothing/eye protection/face protection.
• P301+P330+P331-IF SWALLOWED: rinse mouth. Do NOT induce vomiting.
• P303+P361+P353-IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water/ shower.
• P304+P340-IF INHALED: Remove person to fresh air and keep comfortable for breathing.
• P305+P351+P338-IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
• P310-Immediately call a POISON CENTER/doctor/.

Supplemental information

• MIXTURE LIST-Contains : Triphosgene

RUO – Research Use Only