Chloroiodomethane
From Wikipedia, the free encyclopedia
| Chloroiodomethane | |
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| Chloroiodomethane[citation needed] | |
| Systematic name Chloro(iodo)methane[1] | |
| Other names
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| Identifiers | |
| CAS number | 593-71-5  |
| PubChem | 11644 |
| ChemSpider | 11154 |
| EC number | 209-804-8 |
| Beilstein Reference | 1730802 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | CH2ClI |
| Molar mass | 176.38 g mol−1 |
| Appearance | Colorless liquid |
| Density | 2.422 g mL−1 |
| Boiling point | 108 to 109 °C; 226 to 228 °F; 381 to 382 K |
| kH | 8.9 μmol Pa−1 kg−1 |
| Refractive index (nD) | 1.582 |
| Hazards | |
| GHS pictograms |  |
| GHS signal word | WARNING |
| GHS hazard statements | H315, H319, H335 |
| GHS precautionary statements | P261, P305+351+338 |
| EU classification |  Xi |
| R-phrases | R36/37/38 |
| S-phrases | S26, S36 |
| NFPA 704 |
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| Related compounds | |
| Related alkanes | |
| Related compounds | 2-Chloroethanol |
(verify) (what is: / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa) | |
| Infobox references | |
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).[2]
Chloroiodomethane is used in cyclopropanation (Simmon-Smith reaction), Mannich reaction, aminomethylation, epoxidation, ring opening and addition to terminal alkenes. It often replaces diiodomethane because of higher yields and selectivity.
References
- ↑ "CHLOROIODOMETHANE - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 27 March 2005. Identification. Retrieved 23 June 2012.
- ↑ 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.
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