Tetrachloroethylene carbonate

Tetrachloroethylene carbonate is a carbonate ester with the chemical formula C2Cl4O2CO. It is produced by the photochlorination of ethylene carbonate. It has been used as precursor for oxalyl chloride.[3]

Tetrachloroethylene carbonate
Names
IUPAC name
4,4,5,5-tetrachloro-1,3-dioxolan-2-one
Other names
Perchloroethylene carbonate, tetrachloro-1,3-dioxolan-2-one
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 404-060-2
  • InChI=1S/C3Cl4O3/c4-2(5)3(6,7)10-1(8)9-2
    Key: TXQPIYKVIOKFAB-UHFFFAOYSA-N
  • C1(=O)OC(C(O1)(Cl)Cl)(Cl)Cl
Properties
C3Cl4O3
Molar mass 225.83 g·mol−1
Density 1.81[1]
Hazards
GHS labelling:[2]
GHS05: CorrosiveGHS06: ToxicGHS07: Exclamation mark
Danger
H302, H314, H330
P260, P264, P270, P271, P280, P284, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P320, P321, P330, P363, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Tetrachloroethylene carbonate acts as a Lewis base and it forms a complex with the Lewis acid antimony pentachloride.[4] Tetrachloroethylene carbonate reacts with tributylamine, forming phosgene.[5]

See also

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References

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  1. ^ Yaws, C. L. (2015). The Yaws Handbook of Physical Properties for Hydrocarbons and Chemicals
  2. ^ "4,4,5,5-Tetrachloro-1,3-dioxolan-2-one". pubchem.ncbi.nlm.nih.gov.
  3. ^ Pfoertner, Karl-Heinz (2000). "Photochemistry". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a19_573. ISBN 3527306730.
  4. ^ Lewis Base Catalysis in Organic Synthesis. (2016). Wiley.
  5. ^ Pohanish, R. P., Greene, S. A. (2005). Wiley Guide to Chemical Incompatibilities. Wiley.