Chloroethylene oxide

Chloroethylene oxide
Names
Other names
2-chlorooxirane, CEO
Identifiers
CAS Number
  • 7763-77-1 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:29129
ChemSpider
  • 22880
KEGG
  • C20303
PubChem CID
  • 24472
CompTox Dashboard (EPA)
  • DTXSID10998848 Edit this at Wikidata
InChI
  • InChI=1S/C2H3ClO/c3-2-1-4-2/h2H,1H2
    Key: WBNCHVFLFSFIGK-UHFFFAOYSA-N
  • C1C(O1)Cl
Properties
Chemical formula
 C2H3ClO
Molar mass 78.50 g·mol−1
Appearance colorless liquid
Boiling point 40–55 °C (104–131 °F; 313–328 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound

Chloroethylene oxide is the organic compound with the formula ClC2H3O. It is the epoxide of vinyl chloride. The compound is rarely observed, but it is widely proposed as a metabolite of vinyl chloride, formed by the action of cytochrome-P450. It is significant because it causes DNA alkylation. It isomerizes to chloroacetaldehyde, which modifies adenosine residues by conversion to 1,N6-ethenodeoxyadenosine (εdA).[1][2]

References

  1. ^ Pandya, Gagan A.; Moriya, Masaaki (1996). "1,N6-Ethenodeoxyadenosine, a DNA Adduct Highly Mutagenic in Mammalian Cells". Biochemistry. 35 (35): 11487–11492. doi:10.1021/bi960170h. PMID 8784204.
  2. ^ Clewell, Harvey J.; Gentry, P.Robinan; Gearhart, Jeffrey M.; Allen, Bruce C.; Andersen, Melvin E. (2001). "Comparison of cancer risk estimates for vinyl chloride using animal and human data with a PBPK model". Science of the Total Environment. 274 (1–3): 37–66. doi:10.1016/s0048-9697(01)00730-6. PMID 11453305. S2CID 43793528.