Chloroiodomethane
From Self-sufficiency
| Chloroiodomethane | |
|---|---|
| File:Chloroiodomethane.png | |
| Chloroiodomethane | |
| Other names Chloro(iodo)methane, Chloromethyl iodide, Chloro-iodo-methane | |
| style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers | |
| CAS number | 593-71-5 |
| PubChem | 11644 |
| EC number | 209-804-8 |
| SMILES | Script error: No such module "collapsible list". |
| InChI | Script error: No such module "collapsible list". |
| style="background: #F8EABA; text-align: center;" colspan="2" | Properties | |
| Molecular formula | 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 |
| kH | 0.89 mol.kg-1.bar-1 |
| style="background: #F8EABA; text-align: center;" colspan="2" | Hazards | |
| EU classification | Irritant (Xi) |
| R-phrases | R36/37/38 |
| S-phrases | S23, S24/25 |
| NFPA 704 | |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 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).[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.
External links
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