Bromoiodomethane

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
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.156.567 Edit this at Wikidata
  • InChI=1S/CH2BrI/c2-1-3/h1H2 checkY
    Key: TUDWMIUPYRKEFN-UHFFFAOYSA-N checkY
  • BrCI
Properties
CH2BrI
Molar mass 220.835 g·mol−1
Appearance Colourless liquid
Density 2.93 g mL−1
Melting point 1 °C; 34 °F; 274 K
Boiling point 138 to 141 °C (280 to 286 °F; 411 to 414 K)
1.6382
Hazards
GHS labelling:
GHS05: Corrosive GHS07: Exclamation mark
Danger
H315, H318, H335
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 [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

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.[1]

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

Additional reading

  • Tarnovsky A. N.; Wall M.; Gustafsson M.; Lascoux N.; Sundström V.; Åkesson E. (March 2002). "Ultrafast Study of the Photodissociation of Bromoiodomethane in Acetonitrile upon 266 nm Excitation". J. Phys. Chem. A. 106 (25): 5999–6005(7). Bibcode:2002JPCA..106.5999T. doi:10.1021/jp014306j.
  • Liu Y.-J.; Ajitha D.; Krogh J. W.; Tarnovsky A. N.; Lindh R. (December 2005). "Spin-Orbit Ab Initio Investigation of the Photolysis of Bromoiodomethane". ChemPhysChem. 7 (4): 955–963(9). doi:10.1002/cphc.200500654. PMID 16596616. Archived from the original on 2011-08-13. Retrieved 2007-06-29.
  • Zheng, X.; Phillips, D. L. (August 2000). "Photoisomerization reaction of CH2BrI following A-band and B-band photoexcitation in the solution phase: Transient resonance Raman observation of the iso-CH2I-Br photoproduct". J. Chem. Phys. 113 (8): 3194–3203(10). Bibcode:2000JChPh.113.3194Z. doi:10.1063/1.1286920. hdl:10722/42350.
  • Liu K.; Zhao H.; Wang C.; Zhang A.; Ma S.; Li Z. (January 2005). "A theoretical study of bond selective photochemistry in CH2BrI". J. Chem. Phys. 122 (4): 044310. Bibcode:2005JChPh.122d4310L. doi:10.1063/1.1835955. PMID 15740251. Retrieved 2007-06-29.

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.


Stub icon

This article about an organic halide is a stub. You can help Wikipedia by expanding it.