Chloroiodomethane
From Self-sufficiency
Chloroiodomethane | |
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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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