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Bromoiodomethane

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Bromoiodomethane
Stereo, skeletal formula of bromoiodomethane
Stereo, skeletal formula of bromoiodomethane
Spacefill model of bromoiodomethane
Spacefill model of bromoiodomethane
Names
Preferred IUPAC name Bromo(iodo)methane
Other names
  • Bromoiodomethane
  • Bromomethyl iodide
  • Iodobromomethane
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.156.567 Edit this at Wikidata
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/CH2BrI/c2-1-3/h1H2Key: TUDWMIUPYRKEFN-UHFFFAOYSA-N
SMILES
  • BrCI
Properties
Chemical formula CH2BrI
Molar mass 220.835 g·mol
Appearance Colourless liquid
Density 2.93 g mL
Melting point 1 °C; 34 °F; 274 K
Boiling point 138 to 141 °C (280 to 286 °F; 411 to 414 K)
Refractive index (nD) 1.6382
Hazards
GHS labelling:
Pictograms GHS05: Corrosive GHS07: Exclamation mark
Signal word Danger
Hazard statements H315, H318, H335
Precautionary statements P261, P280, P305+P351+P338
Related compounds
Related alkanes
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkverify (what is  ?) Infobox references
Chemical compound

Bromoiodomethane is a halomethane with the formula BrCH2I. It is a colorless liquid, although older samples appear yellow. The compound has been investigated as a reagent for cyclopropanation by the Simmons-Smith reaction, but diiodomethane and chloroiodomethane are preferred. It also occurs naturally as the result of microbial action.

Its critical point is at 367.85 °C and 6.3 MPa and refractive index is 1.6382 (20 °C, D).

Additional reading

References

  1. Lim, Y.-K.; Phang, S.-M.; Rahman, N. Abdul; Sturges, W. T.; Malin, G. (2017). "REVIEW: Halocarbon Emissions from Marine Phytoplankton and Climate Change". Int. J. Environ. Sci. Technol.: 1355–1370. doi:10.1007/s13762-016-1219-5. S2CID 99300836.

External links

Halomethanes
Unsubstituted
Monosubstituted
Disubstituted
Trisubstituted
Tetrasubstituted
* Chiral compound.


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