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diphosgene
Sign in to saveAlso known as trichloromethyl chloroformate
Diphosgene is an organic chemical compound with the formula ClCO2CCl3. This colorless liquid is a valuable reagent in the synthesis of organic compounds. Diphosgene is related to phosgene and has comparable toxicity, but is more conveniently handled because it is a liquid, whereas phosgene is a gas.
Chemical data
- Formula
- C2Cl4O2
- Molecular weight
- 197.8 g/mol
- IUPAC name
- trichloromethyl carbonochloridate
- SMILES
- C(=O)(OC(Cl)(Cl)Cl)Cl
- InChIKey
- HCUYBXPSSCRKRF-UHFFFAOYSA-N
- XLogP
- 3.1
- Polar surface area
- 26.3 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
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Encyclopedic overview
6 sectionsContents
- Production and uses
- Role in warfare
- Safety
- See also
- References
- External links
Diphosgene is an organic chemical compound with the formula ClCO2CCl3. This colorless liquid is a valuable reagent in the synthesis of organic compounds. Diphosgene is related to phosgene and has comparable toxicity, but is more conveniently handled because it is a liquid, whereas phosgene is a gas.
==Production and uses== Diphosgene is prepared by radical chlorination of methyl chloroformate under UV light: Cl-CO-OCH3 + 3 Cl2 —(hv)→ Cl-CO-OCCl3 + 3 HCl Another method is the radical chlorination of methyl formate: H-CO-OCH3 + 4 Cl2 —(hv)→ Cl-CO-OCCl3 + 4 HCl
Excerpted from Wikipedia’s “diphosgene” article, available under the CC BY-SA 4.0 licence.