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. Jump up 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