EN300-73581

Product Information

4-Phenyl-1H-imidazole-2-carbaldehyde (catalog EN300-73581) is an N-unsubstituted aromatic heterocycle containing a formyl group at C2 and a phenyl substituent on the imidazole ring. The compound combines an aldehyde reaction site with a nitrogen-containing heteroaromatic scaffold, making it suitable for research routes in which the phenylimidazole framework is retained while the formyl group or ring nitrogen is modified. The position of each substituent is important because phenylimidazole aldehydes with a different location of the formyl group are separate structural isomers.

4-Phenyl-1H-imidazole-2-carbaldehyde Structure and Chemical Identifiers

The imidazole ring contains one pyridine-like nitrogen and one N–H nitrogen. Its aldehyde group is attached to C2, between the two ring nitrogens, while the phenyl group is represented at C4. Proton transfer between N1 and N3 produces prototropic tautomers and changes whether the phenyl-bearing carbon is conventionally numbered 4 or 5. For this reason, 5-Phenyl-1H-imidazole-2-carbaldehyde is used for the same neutral compound rather than for a different positional isomer in this context.

Key identifiers are:

• Molecular formula: C10H8N2O.
• Molecular weight: 172.18 g/mol.
• CAS number: CAS 56248-10-3.
• SMILES: O=Cc1nc(c[nH]1)-c1ccccc1.
• InChIKey: OIZJTDJQBZIIAH-UHFFFAOYSA-N.

The CAS number and structure should be checked together when comparing records because tautomer-dependent 4-phenyl and 5-phenyl names may appear in different supplier databases. This naming variation does not alter the position of the aldehyde, which remains attached to C2.

Applications of 4-Phenyl-1H-imidazole-2-carbaldehyde

A documented application of this compound is the synthesis of imidazole-containing hydrazones. In a published study, its aldehyde group was condensed with a series of substituted benzohydrazides, forming the corresponding hydrazone linkage while retaining the phenylimidazole unit. This approach allows variation to be introduced through the hydrazide component without rebuilding the heterocyclic core.

Patent literature also describes N-alkylation of phenylimidazole aldehyde derivatives as part of multistep synthetic routes. Together, these examples show that the molecule can be elaborated through either the C2 formyl group or the imidazole N–H site, depending on the selected conditions. Biological results reported for downstream hydrazone derivatives should not be attributed to the starting aldehyde itself.

4-Phenyl-1H-imidazole-2-carbaldehyde Supply and Availability from EnamineStore

EnamineStore lists the compound under EN300-73581. This catalog code, together with the CAS number and structural identifiers, helps distinguish the intended product from other phenylimidazole carbaldehydes. Current purity, pack sizes, stock status, pricing, and delivery options are provided on the live product page.

Before ordering or use, researchers should consult any available SDS, product specification, and batch-specific CoA for handling instructions, acceptance criteria, and analytical details. Suitability for a particular transformation should be assessed against the planned reaction conditions and the requirements of the downstream experiment.