1-methylimidazole

Also known as N-Methylimidazole

1-Methylimidazole or '''N-methylimidazole''' is an aromatic heterocyclic organic compound with the formula CH3C3H3N2. It is a colourless liquid that is used as a specialty solvent, a base, and as a precursor to some ionic liquids. It is a fundamental nitrogen heterocycle and as such mimics for various nucleoside bases as well as histidine and histamine.

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Vinony's link graph records 16 inbound references to 1-methylimidazole, and connects out to International Standard Book Number, mass density and ammonia.

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Chemical data

Formula: C4H6N2
Molecular weight: 82.1 g/mol
IUPAC name: 1-methylimidazole
SMILES: CN1C=CN=C1
InChIKey: MCTWTZJPVLRJOU-UHFFFAOYSA-N
XLogP: -0.1
Polar surface area: 17.8 Å²
H-bond donors: 0
H-bond acceptors: 1
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Wikidata facts

Has part: hydrogen
Mass: 82.053

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canonical SMILES: CN1C=CN=C1
chemical formula: C₄H₆N₂
melting point: -6.0
Commons category: 1-Methylimidazole

Sources (2)

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Encyclopedic overview

7 sections

Contents

Basicity
Synthesis
Applications
Ionic liquid precursor
Donor properties
See also
References

1-Methylimidazole or '''N-methylimidazole' is an aromatic heterocyclic organic compound with the formula CH3C3H3N2. It is a colourless liquid that is used as a specialty solvent, a base, and as a precursor to some ionic liquids. It is a fundamental nitrogen heterocycle and as such mimics for various nucleoside bases as well as histidine and histamine.

==Basicity== With the N''-methyl group, this particular derivative of imidazole cannot tautomerize. It is slightly more basic than imidazole, as indicated by the pKa's of the conjugate acids of 7.0 and 7.4. Methylation also provides a significantly lower melting point, which makes 1-methylimidazole a useful solvent.

Excerpted from Wikipedia’s “1-methylimidazole” article, available under the CC BY-SA 4.0 licence.