CAS 593-71-5|chloroiodomethane|chloro(iodo)methane|Methylene chloroiodide|Chloroiodomethane 98%|氯碘甲烷|Chloroiodomethane|Chloromethyl iodide|Chloro-iodo-methane|chloro(iodo)methane|Chloroiodometha...

General Information

Structure

Molecular Formula

CH₂ClI

Molecular Mass

176.38405

Exact Mass

175.88897574

Charge

InChI

InChI=1S/CH2ClI/c2-1-3/h1H2

InChIKey

PJGJQVRXEUVAFT-UHFFFAOYSA-N

Canonic Smiles

ClCI

Isomeric Smiles

ClCI

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

1.8654127

LogD (pH = 7.4)

1.8654127

Log P

1.8654127

Molar Refractivity

23.9825

Polarizability

9.885141

Polar Surface Area

0.0

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

IUPAC Traditional name

chloroiodomethane

IUPAC name

chloro(iodo)methane

Synonyms

Methylene chloroiodideChloroiodomethane 98%氯碘甲烷ChloroiodomethaneChloromethyl iodideChloro-iodo-methanechloro(iodo)methaneChloroiodomethane

IUPAC Systematic name

Chloro(iodo)methane

Names and Identifiers

Registration numbers

CAS Number

Beilstein Number

MDL Number

EC Number

PubChem SID

2485497924854589162074430

Chemspider ID

11154

PubChem CID

11644

Wikipedia Title

Chloroiodomethane

Registration numbers

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Apollo Scientific

OR30688

Stab. with copper

Wikipedia

Chloroiodomethane

Sigma Aldrich

242861

Packaging
5, 25 g in ampule

Molecule Details

References

PubChem Literature

From Data Sources

• 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).

• 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).

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

IUPAC Traditional name

chloroiodomethane

IUPAC name

chloro(iodo)methane

Synonyms

Methylene chloroiodideChloroiodomethane 98%氯碘甲烷ChloroiodomethaneChloromethyl iodideChloro-iodo-methanechloro(iodo)methaneChloroiodomethane

IUPAC Systematic name

Chloro(iodo)methane

Registration numbers

CAS Number

Beilstein Number

MDL Number

EC Number

PubChem SID

2485497924854589162074430

Chemspider ID

PubChem CID

Wikipedia Title

Molecule Details

OR30688

Stab. with copper

Wikipedia

Chloroiodomethane

Sigma Aldrich

242861

Packaging
5, 25 g in ampule

References

PubChem Literature

From Data Sources

• In the absence of added electrophile, the dilithio-derivatives undergo elimination to give alkenes in good yield: J. Chem. Soc., Chem. Commun., 1665 (1986).

Bioactivity

PubChem BioAssay

Properties

Molecule

ID:87323