Chloroiodomethane
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| Chloroiodomethane | |
|---|---|
 |
|
| IUPAC name | Chloroiodomethane |
| Other names | Chloro(iodo)methane, Chloromethyl iodide, Chloro-iodo-methane |
| Identifiers | |
| CAS number | [593-71-5] |
| PubChem | |
| EINECS number | |
| SMILES | C(Cl)I |
| InChI | 1/CH2ClI/c2-1-3/h1H2 |
| 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 |
| Hazards | |
| EU classification | Irritant (Xi) |
| NFPA 704 |
 1
1
0
|
| R-phrases | R36/37/38 |
| S-phrases | S23, S24/25 |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and 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.
[edit] See also
[edit] References
- ^ Torrie B. H. ; Binbrek O. S.; von Dreele R. (1993). "Crystal structure of chloroiodomethane". Mol. Phys. 79 (4): 869–874(6). doi:.
[edit] External links
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