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330205

Sigma-Aldrich

5-Chloro-1-methylimidazole

98%

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Empirical Formula (Hill Notation):
C4H5ClN2
CAS Number:
Molecular Weight:
116.55
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

liquid

refractive index

n20/D 1.511 (lit.)

bp

82-85 °C/11 mmHg (lit.)

density

1.25 g/mL at 25 °C (lit.)

SMILES string

Cn1cncc1Cl

InChI

1S/C4H5ClN2/c1-7-3-6-2-4(7)5/h2-3H,1H3

InChI key

NYDGOZPYEABERA-UHFFFAOYSA-N

General description

5-Chloro-1-methylimidazole is a 5-halo-1-methylimidazole. It participates in electron-rich iron(III) porphyrin complex catalyzed epoxidation of olefins.

Application

5-Chloro-1-methylimidazole was used in synthesis of C-5 functionalized N-methylated imidazoles.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

204.8 °F

Flash Point(C)

96 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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An efficient route to 5-iodo-1-methylimidazole: synthesis of xestomanzamine A.
Panosyan FB and Still IWJ.
Canadian Journal of Chemistry, 79(7), 1110-1114 (2001)
W Nam et al.
Journal of inorganic biochemistry, 80(3-4), 219-225 (2000-09-23)
An electron-rich iron(III) porphyrin complex (meso-tetramesitylporphinato)iron(III) chloride [Fe(TMP)Cl], was found to catalyze the epoxidation of olefins by aqueous 30% H2O2 when the reaction was carried out in the presence of 5-chloro-1-methylimidazole (5-Cl-1-Melm) in aprotic solvent. Epoxides were the predominant products

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