Chemistry:Chlorofluoroiodomethane
Chlorofluoroiodomethane is a trihalomethane with the chemical formula CHClFI.[1] This complex organic compound is characterized by having three halogen atoms—fluorine, chlorine, and iodine—bonded to a methane backbone. The molecule is chiral.[2][3]
Synthesis
The compound can be obtained by reacting dichloromethane with mercury fluoride.[4] Also, by heating dry (+)- strychnine fluorochloroiodoacetate at 100 mmHg and 110 °C can produce (+)-chlorofluoroiodomethane.[5]
Uses
Chlorofluoroiodomethane serves as a potentially important reagent in organic synthesis, especially for the transfer of halogenated methyl groups. Its three distinct carbon-halogen bonds exhibit varied reactivity, rendering it a flexible precursor for assembling more complex molecular structures.[6]
References
- ↑ Informatics, NIST Office of Data and. "chlorofluoroiodomethane" (in en). NIST. https://webbook.nist.gov/cgi/cbook.cgi?ID=C1512283.
- ↑ Cuisset, A.; Aviles Moreno, J. R.; Huet, T. R.; Petitprez, D.; Demaison, J.; Crassous, J. (1 June 2005). "The Chiral Molecule CHClFI: First Determination of Its Molecular Parameters by Fourier Transform Microwave and Millimeter-Wave Spectroscopies Supplemented by ab Initio Calculations". The Journal of Physical Chemistry A 109 (25): 5708–5716. doi:10.1021/jp0443658. ISSN 1089-5639. PMID 16833903. Bibcode: 2005JPCA..109.5708C. https://pubs.acs.org/doi/10.1021/jp0443658. Retrieved 31 August 2025.
- ↑ Soulard, Pascale; Asselin, Pierre; Cuisset, Arnaud; Moreno, Juan Ramon Aviles; Huet, Thérèse R.; Petitprez, Denis; Demaison, Jean; Freedman, Teresa B. et al. (15 December 2006). "Chlorofluoroiodomethane as a potential candidate for parity violation measurements" (in en). Physical Chemistry Chemical Physics 8 (1): 79–92. doi:10.1039/B510675C. ISSN 1463-9084. PMID 16482247. Bibcode: 2006PCCP....8...79S. https://pubs.rsc.org/en/content/articlelanding/2006/cp/b510675c. Retrieved 31 August 2025.
- ↑ Li, Dong Bo; Ng, Siu-Choon; Novak, Igor (15 July 2002). "Novel synthetic approaches to CHBrFI, CHClFI and CHBrClI". Tetrahedron 58 (29): 5923–5926. doi:10.1016/S0040-4020(02)00532-X. ISSN 0040-4020. https://www.sciencedirect.com/science/article/abs/pii/S004040200200532X. Retrieved 31 August 2025.
- ↑ Crassous, Jeanne; Jiang, Zhengjin; Schurig, Volker; Polavarapu, Prasad L. (5 July 2004). "Preparation of (+)-chlorofluoroiodomethane, determination of its enantiomeric excess and of its absolute configuration". Tetrahedron: Asymmetry 15 (13): 1995–2001. doi:10.1016/j.tetasy.2004.06.006. ISSN 0957-4166. https://www.sciencedirect.com/science/article/abs/pii/S0957416604004318. Retrieved 31 August 2025.
- ↑ "Methane, chlorofluoroiodo- (1512-28-3) for sale" (in en). vulcanchem.com. https://www.vulcanchem.com/product/vc1855503.
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