Chloroiodomethane

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Chloroiodomethane
Stereo, skeletal formula of chloroiodomethane with all explicit hydrogens added
Spacefill model of chloroiodomethane
Names
Preferred IUPAC name
Chloro(iodo)methane
Other names
  • Chloroiodomethane
  • Chloroiodomethane
  • Chloromethyl iodide
Identifiers
3D model (
JSmol
)
1730802
ChemSpider
ECHA InfoCard
100.008.915 Edit this at Wikidata
EC Number
  • 209-804-8
UNII
  • InChI=1S/CH2ClI/c2-1-3/h1H2 checkY
    Key: PJGJQVRXEUVAFT-UHFFFAOYSA-N checkY
  • ClCI
Properties
CH2ClI
Molar mass 176.38 g·mol−1
Appearance Colorless liquid
Density 2.422 g mL−1
Boiling point 108 to 109 °C (226 to 228 °F; 381 to 382 K)
8.9 μmol Pa−1 kg−1
1.582
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H319, H335
P261, P305+P351+P338
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
1
1
0
Related compounds
Related alkanes
Related compounds
2-Chloroethanol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Chloroiodomethane is the halomethane with the formula is CH
2
ClI
. It is a colorless liquid of use in organic synthesis.[1] Together with other iodomethanes, chloroiodomethane is produced by some microorganisms.[2]

Applications

Chloroiodomethane is used in

epoxidation, ring opening and addition to terminal alkenes. It is a precursor to agent Ph3P=CHCl that can add a chloromethylene group (=CHCl).[1] It reacts with organolithium compounds to give chloromethyl lithium (ClCH2Li).[3]

Crystallography

It crystallizes

lattice constants: a = 6.383, b = 6.706, c = 8.867 (.10−1 nm).[4]

References

External links