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Triphosgene, 98%

Catalog No. AAA1493222
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CAS: 32315-10-9 | C3Cl6O3 | 296.73 g/mol

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.
TRUSTED_SUSTAINABILITY

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

Specifications

Melting Point 77°C to 91°C
Density 1.6
Boiling Point 203°C to 206°C
Quantity 100 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
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Hazard Category H314-H330-H335
Hazard Statement GHS H Statement
H330-H314-H318
Fatal if inhaled.
Causes severe skin burns and eye damage.
Causes serious eye damage.
Precautionary Statement P260-P264b-P271-P280-P284-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P501c
DOTInformation Transport Hazard Class: 6.1; Packing Group: II; Proper Shipping Name: TOXIC SOLIDS, CORROSIVE, ORGANIC, N.O.S.
EINECSNumber 250-986-3
TSCA Yes
Recommended Storage Keep cold; Store under Argon

RUO – Research Use Only

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