Chloroiodomethane

• Catalog No.: A11032
• CAS Number: 593-71-5
• M. F.: CH2ClI
• M. W.: 176.38405
• Purity: 98%, stab. with copper

SYNONYMS

• Title: 氯碘甲烷
• IUPAC name: chloro(iodo)methane
• IUPAC Traditional name: chloroiodomethane
• Synonyms: Methylene chloroiodide

DATABASE IDS

• MDL Number: MFCD00001078
• Beilstein Number: 1730802
• CAS Number: 593-71-5
• EC Number: 209-804-8

PROPERTIES

• Purity: 98%, stab. with copper
• Boiling Point: 108-109°C
• Density: 2.416
• Flash Point: None
• Refractive Index: 1.5822
• GHS Hazard statements: H331-H302-H312-H315-H319-H335
• European Hazard Symbols: X
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Risk Statements: 20/21/22-36/37/38
• Safety Statements: 23-26-36/37
• Storage Warning: Light Sensitive
• TSCA Listed: 否
• Hazard Class: 6.1
• UN Number: UN2810
• Packing Group: III

REFERENCES

• The highly unstable ClCH₂Li, generated and trapped in situ: Tetrahedron Lett., 835 (1984); 795 (1986), converts esters to chloromethyl ketones: J. Chem. Soc., Chem. Commun., 969 (1994). Adducts with ketones can be further lithiated, enabling reaction with electrophiles on carbon: J. Chem. Soc., Perkin 1, 3339 (1988):
  
• In the absence of added electrophile, the dilithio-derivatives undergo elimination to give alkenes in good yield: J. Chem. Soc., Chem. Commun., 1665 (1986).
• Can be used in place of Diiodomethane, A15457, in the Simmons-Smith cyclopropanation reaction: Bull. Chem. Soc. Jpn., 46, 892, 1895 (1973); Synthesis, 700 (1977); J. Org. Chem., 56, 6974 (1991); J. Am. Chem. Soc., 114, 2592 (1992); Tetrahedron Lett.. 34, 7157 (1993). Preferred to CH₂I₂ in the methylenation of allylic alcohols, resulting in a more complete reaction: J. Org. Chem., 54, 3525 (1989).