15217
Bis(trichloromethyl) carbonate
purum, ≥99.0% (AT)
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Triphosgene, tri-Phosgene
Cl3COCOOCCl3
Recommended Products
grade
purum
Quality Level
Assay
≥99.0% (AT)
form
solid
mp
77-82 °C
storage temp.
2-8°C
SMILES string
ClC(Cl)(Cl)OC(=O)OC(Cl)(Cl)Cl
InChI
1S/C3Cl6O3/c4-2(5,6)11-1(10)12-3(7,8)9
InChI key
UCPYLLCMEDAXFR-UHFFFAOYSA-N
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Application
Bis(trichloromethyl) carbonate was used in the preparation of Fmoc-amino acid chlorides. It was also used in the preparation of aryl-(Z)-vinyl chlorides.
Other Notes
Crystalline, easy-to-handle substitute for phosgene; 1 mole of the reagent corresponds in its reactivity to 3 moles phosgene
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 1 Inhalation - Skin Corr. 1B
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
危险化学品
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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Angewandte Chemie (International Edition in English), 99, 922-922 (1987)
Tetrahedron Letters, 30, 3229-3229 (1989)
Spec. Chem., 14, 357-357 (1994)
Synthetic Communications, 21, 285-285 (1991)
The Journal of organic chemistry, 71(4), 1750-1753 (2006-02-14)
A method for the preparation of enantiomerically pure hydantoins from optically pure alpha-amino amides utilizing triphosgene is described. We also propose that the racemization observed with 1,1'-carbonyldiimidazole (CDI) for this type of reaction is due to the imidazole carbamate intermediates.
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