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Triphosgene
Triphosgene-skeletal.png
Triphosgene-3D-vdW.png
IUPAC name
Properties
Molecular formula C3Cl6O3
Molar mass 296.748 g/mol
Melting point

80 °C, 353 K, 176 °F

Boiling point

206 °C, 479 K, 403 °F

Solubility in water Reacts
Hazards
MSDS Fisher MSDS
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Triphosgene (Bis(trichloromethyl) carbonate, C3Cl6O3) is a chemical compound that is used as a safer substitute for phosgene, because at room temperature it is a solid crystal, as opposed to phosgene which is a gas. Triphosgene crystals decompose at around 130 °C, although, the decomposition temperature of impure samples can be much lower. Triphosgene is used in organic synthesis to bond one carbonyl group to two alcohols, as in the synthesis of octalactin B. It is prepared by exhaustive chlorination of dimethyl carbonate.

Triphosgene can be easily recrystallized from boiling hexanes to yield pure white crystals.

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