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M50850

Sigma-Aldrich

2-Methylimidazole

99%

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Synonym(s):
2-Methylglyoxaline
Empirical Formula (Hill Notation):
C4H6N2
CAS Number:
693-98-1
Molecular Weight:
82.10
Beilstein:
1368
EC Number:
211-765-7
MDL number:
MFCD00005190
UNSPSC Code:
12352005
PubChem Substance ID:
24896976
NACRES:
NA.22

vapor pressure

<1 mmHg ( 0 °C)

Quality Level

200

Assay

99%

bp

267-268 °C (lit.)

mp

142-143 °C (lit.)

SMILES string

Cc1ncc[nH]1

InChI

1S/C4H6N2/c1-4-5-2-3-6-4/h2-3H,1H3,(H,5,6)

InChI key

LXBGSDVWAMZHDD-UHFFFAOYSA-N

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Application

2-Methylimidazole can be used as:      
  • A coordination regulator to fabricate 2D metal-organic framework-5 (MOF-5) nanosheet, which is used as an efficient catalyst for Knoevenagel condensation reaction.      
  • An alkaline inducer in the synthesis of amorphous FeCoNi ternary hydroxide nanosheets applicable as an active electrocatalyst for oxygen evolution reaction.      
  • A solvent system in combination with water to synthesize zeolitic imidazolate frameworks-8 (ZIF-8) membrane for the potential application in gas separation.

Signal Word

Danger

Hazard Statements

H302,H314,H351,H360Df

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Repr. 1B - Skin Corr. 1C

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Kyo Sung Park et al.
Proceedings of the National Academy of Sciences of the United States of America, 103(27), 10186-10191 (2006-06-27)
Twelve zeolitic imidazolate frameworks (ZIFs; termed ZIF-1 to -12) have been synthesized as crystals by copolymerization of either Zn(II) (ZIF-1 to -4, -6 to -8, and -10 to -11) or Co(II) (ZIF-9 and -12) with imidazolate-type links. The ZIF crystal
Reda M Abdelhameed et al.
Journal of colloid and interface science, 552, 494-505 (2019-06-04)
Removal of naphthols, as one of the most common pharmaceutical intermediates which released in the wastewater, is in the top priority for the time being. In the current study, zeolitic imidazole frameworks (ZIF-8, Zn & ZIF-67, Co) were directly prepared
Ngoc T Bui et al.
Nature communications, 11(1), 3947-3947 (2020-08-10)
Herein, we present a scalable approach for the synthesis of a hydrogen-bonded organic-inorganic framework via coordination-driven supramolecular chemistry, for efficient remediation of trace heavy metal ions from water. In particular, using copper as our model ion of interest and inspired
M van Gastel et al.
Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry, 4(3), 257-265 (1999-08-10)
Frozen solutions of the azurin mutant His117Gly in the presence of excess of methyl-substituted imidazoles have been investigated by electron spin-echo envelope modulation (ESEEM) spectroscopy at 9 GHz. The addition of imidazole is known to reconstitute a blue-copper site and
P C Chan et al.
Archives of toxicology, 82(6), 399-412 (2007-10-10)
2-Methylimidazole (2MI) has been identified as a by-product of fermentation and is detected in foods and mainstream and side-stream tobacco smoke. It is used in the manufacture of pharmaceuticals, photographic chemicals, dyes and pigments, agricultural chemicals, and rubber. Carcinogenicity studies
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