2-Hydroxymethyl-1-methylimidazole is a heterocyclic compound built around an imidazole ring carrying a methyl group on the first nitrogen and a hydroxymethyl group at the second position. This combination produces a small yet functionally rich molecule: the imidazole ring supplies nitrogen atoms capable of coordinating to metals, while the hydroxymethyl group provides a reactive handle for further modification. In the laboratory, the compound is widely used as a building block toward ligands, pharmaceutical intermediates, and model molecules in coordination chemistry and homogeneous catalysis research that requires a controlled nitrogen donor.
The property that makes this compound a preferred choice is the methylation on one of the ring nitrogens, which locks the tautomerism of the imidazole ring so that the molecular structure becomes unambiguous and reaction outcomes are easier to predict. The hydroxymethyl group can be converted into a chloride, aldehyde, ester, or ether as required, so a single starting material can lead to many different derivatives. The proximity between the ring nitrogen and the hydroxyl group also allows the formation of bidentate chelating ligands, which is useful when designing metal complexes with a defined coordination geometry.
In Indonesian laboratories, this building block is typically used in university and institutional research groups working on organic synthesis, coordination chemistry, and catalyst development, as well as in laboratories preparing intermediates for medicinal chemistry studies. Because it is supplied as a defined catalogue chemical, it suits multi-step synthetic routes where a reproducible starting material is needed. It is normally ordered in small research quantities appropriate to bench-scale work rather than production volumes.
Related TCI products
- TCI H0976 29636-87-1 4-Hydroxymethyl-5-methylimidazole
- TCI H0625 38585-62-5 4-Hydroxymethyl-5-methylimidazole Hydrochloride
- TCI B0867 13750-62-4 1-Benzyl-2-methylimidazole
- TCI M2176 13750-81-7 1-Methylimidazole-2-carboxaldehyde
- TCI M0868 60-56-0 2-Mercapto-1-methylimidazole
- TCI M0636 822-36-6 4-Methylimidazole
- Ligand synthesis for coordination chemistry: the ring nitrogen donor and the adjacent hydroxyl group allow construction of bidentate chelating ligands with predictable binding geometry around a metal centre.
- Homogeneous catalysis research: nitrogen-donor complexes derived from this imidazole building block serve as model catalysts, with the N-methyl group removing tautomeric ambiguity that would otherwise complicate mechanistic interpretation.
- Pharmaceutical intermediate preparation: the compound functions as an early-stage intermediate in medicinal chemistry routes, where the imidazole core is a common motif and the hydroxymethyl group permits controlled chain extension.
- Functional group transformation studies: the hydroxymethyl substituent can be converted into chloride, aldehyde, ester, or ether derivatives, making one starting material suitable for teaching or exploring several parallel synthetic pathways.
- Model compound work in structural and mechanistic studies: the unambiguous, tautomerically locked structure makes it a reliable reference molecule when interpreting spectroscopic data or comparing reaction outcomes across related heterocycles.
| Brand | TCI |
|---|---|
| CAS number | 17334-08-6 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Heterocyclic Building Blocks |
| Pack sizes | available in standard TCI research pack sizes; please confirm the currently listed packing option when ordering |
| Physical form | — |
| Storage | store in a tightly closed original container under the conditions stated on the manufacturer's label and safety data sheet |
- Catalogue number: H1370
- Chemical name: 2-Hydroxymethyl-1-methylimidazole
Store the material in its original tightly closed container in a cool, dry, and well-ventilated chemical store, away from direct sunlight, heat sources, and incompatible reagents. Because the hydroxymethyl group and the imidazole nitrogen are both reactive handles, keep the container properly sealed to avoid moisture pick-up and contamination that could affect subsequent reactions. Handle in a fume hood using gloves, safety goggles, and a laboratory coat, and transfer with clean, dry spatulas or glassware. Always consult the manufacturer's safety data sheet before use, and follow institutional procedures for labelling, spill response, and chemical waste disposal.
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