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TCI

CAS 288-32-4

Imidazole TCI I0001

Imidazole TCI I0001

Chemical Identity

CAS No.
288-32-4
PubChem
CID 795·SID 87571411
Formula
C3H4N2
Molecular weight
68.08 g/mol
Purity
>98.0%(T)
Reference databases
ChEBI·ChemSpider·ECHA·Wikipedia
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
1H-imidazole
SMILES
C1=CN=CN1
InChIKey
RAXXELZNTBOGNW-UHFFFAOYSA-N
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TCI I0001 Imidazole is a five-membered aromatic heterocyclic compound that contains two nitrogen atoms. The same ring structure appears in the amino acid histidine and in many drug molecules. Imidazole is one of the most widely used reagents in the laboratory, and it serves many different fields. Organic chemists use it as a catalyst and base in protection reactions. Biochemists rely on it for protein purification. Materials researchers use it as a starting material for ionic liquids and as a ligand for metal complexes.

Researchers choose imidazole because it is amphoteric. One nitrogen atom is basic and can accept a proton, and the other nitrogen carries a hydrogen that it can release. This combination makes imidazole an effective nucleophilic catalyst and a mild weak base that is not overly aggressive toward sensitive substrates. Because it closely resembles the histidine side chain, it can compete for nickel or cobalt ions on affinity resins. It also dissolves well in water and in many polar organic solvents, so solutions are easy to prepare for a wide range of procedures.

In Indonesian laboratories, imidazole is a routine material for biotechnology research groups that produce His-tagged recombinant proteins and need dependable reagents for affinity purification. University organic chemistry laboratories use it in synthesis and protecting-group work. Materials science groups investigating ionic liquids and coordination compounds also keep it on hand. Its use across so many disciplines makes it a practical reagent for shared research facilities, teaching laboratories and industrial R&D units throughout the country.

  • Protecting-group chemistry: imidazole works as a nucleophilic catalyst and mild base in protection reactions, such as forming silyl ethers, without exposing sensitive substrates to harsh basic conditions.
  • His-tagged protein purification: imidazole resembles the histidine side chain, so it competes for nickel or cobalt ions on affinity resins and is used to wash and elute recombinant proteins.
  • Ionic liquid synthesis: the imidazole ring is a common starting structure for imidazolium-based ionic liquids, which materials researchers prepare for solvent, electrolyte and catalysis studies.
  • Coordination chemistry: imidazole's basic nitrogen readily binds metal centres, so it is used as a ligand to prepare and study metal complexes in inorganic and bioinorganic research.
  • Heterocyclic building block: researchers use imidazole as a building block for more complex heterocyclic molecules, including structures related to pharmaceutical compounds that contain the imidazole ring.

Brand TCI (product code I0001)
CAS number 288-32-4
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Heterocyclic Building Blocks
Pack sizes see the product listing for the pack sizes currently offered
Physical form solid
Storage keep tightly closed in a cool, dry place, following the TCI label and Safety Data Sheet

Store imidazole in its original, tightly closed container in a cool, dry, well-ventilated area. Keep it away from moisture, strong acids and strong oxidizing agents. If you transfer the material, use clean, well-sealed glass or chemically compatible plastic containers that are clearly labelled. Wear suitable gloves, safety glasses and a lab coat when handling it. Weigh the solid in a fume hood or ventilated area so you do not inhale dust or let it contact your skin or eyes. Read the TCI Safety Data Sheet before use, and dispose of waste according to institutional and local regulations.

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