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]
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| Names | |
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| Preferred IUPAC name
Bromo(iodo)methane | |
Other names
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| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
| ECHA InfoCard | 100.156.567 |
PubChem CID
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CompTox Dashboard (EPA)
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| 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) |
Refractive index (nD)
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1.6382 |
| Hazards | |
| GHS labelling: | |
 
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| Danger | |
| H315, H318, H335 | |
| P261, P280, P305+P351+P338 | |
| Related compounds | |
Related alkanes
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Its critical point is at 367.85 °C and 6.3 MPa and refractive index is 1.6382 (20 °C, D).
Additional reading
edit- 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
edit- ^ 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
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