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330205

Sigma-Aldrich

5-Chloro-1-methylimidazole

98%

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About This Item

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

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

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

204.8 °F - closed cup

Flash Point(C)

96 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

330205-250MG:
330205-BULK:
330205-VAR:
330205-1G:


Certificates of Analysis (COA)

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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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