Chloroiodomethane
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| Names | |
|---|---|
| IUPAC name
Chloroiodomethane
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| Other names
Chloro(iodo)methane, Chloromethyl iodide, Chloro-iodo-methane
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| Identifiers | |
3D model (JSmol)
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| ECHA InfoCard | 100.008.915 |
| EC Number |
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PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| CH2ClI | |
| Molar mass | 176.38 g/mol |
| Appearance | Colorless liquid |
| Density | 2.416 g/cm3 (20 °C)
2.422 g/cm3 (25 °C) |
| Boiling point | 108 - 109 °C |
Henry's law
constant (kH) |
0.89 mol.kg-1.bar-1 |
| Hazards | |
| NFPA 704 (fire diamond) | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Chloroiodomethane is a mixed liquid halomethane very soluble in acetone, benzene, diethyl ether and alcohol. Its refractive index is 1.5812 - 1.5832.
It crystallizes orthorhombic crystal system with space group Pnma with lattice constants: a = 6.383, b = 6.706, c = 8.867 (.10-1 nm).[1]
Chloroiodomethane is used in cyclopropanation (Simmon-Smith reaction), Mannich reaction 4, aminomethylation, epoxidation, ring opening and addition to terminal alkenes. It often replaces diiodomethane because of higher yields and selectivity.
References
- ^ Torrie B. H. ; Binbrek O. S.; von Dreele R. (1993). "Crystal structure of chloroiodomethane". Mol. Phys. 79 (4): 869–874(6). doi:10.1080/00268979300101691. Retrieved 2007-06-29.
{{cite journal}}: CS1 maint: multiple names: authors list (link)
External links
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