Chloroiodomethane

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Chloroiodomethane
File:Chloroiodomethane.png
style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers
CAS number 593-71-5
PubChem 11644
EC number 209-804-8
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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
1
1
0
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

  1. 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


el:Χλωροϊωδομεθάνιο

hu:Jód-klórmetán nl:Chloorjoodmethaan ja:クロロヨードメタン