New Propertiesd and Related Reactions of 2-Phenylimidazole

Properties of 2-phenylimidazole

2-Phenylimidazole (2-PZ), also known as 2-phenylimidazole. 2-phenylimidazole molecular formula: C9H8N2, molecular weight: 144.2, melting point: 142.0~148.0 °C, boiling point (1atm) : 335~337 °C, the appearance of cream colored lens powder, insoluble in water, easily soluble in methanol, ethanol and acetone.

phenylimidazole is a π-electron rich aromatic heterocyclic compound, including benzene ring and imidazole ring, with aromatic properties. The imidazole ring contains two intermediate nitrogen atoms, among which 1-nitrogen atoms (N-1) contain unshared electron pairs and participate in ring conjugation, which reduces the electron density of nitrogen atoms, and thus leads to the hydrogen on N-1 easily leaving in the form of hydrogen ions. Therefore, 2-PZ has both amphotericity and can react with inorganic acids such as hydrochloric acid to form stable inorganic salts. It can also react with strong bases to form salts, such as reacting with sodium ethanol to form sodium salt in ethanol solvent. 2-PZ has good thermal stability, the chemistry is lively, and is easy to form multiple complexes with metal ions. It is easy to be oxidized, so it should be kept away from oxidants when stored in a cool and dry sealed container. In terms of environmental safety, 2-PZ has certain hazards to water bodies, undiluted or direct discharge can contaminate groundwater systems.

Related reactions of 2-phenylimidazole

2-phenylimidazole contains a benzene ring and an imidazole ring, having some of the properties of benzene and imidazole. Among them, the imidazole ring is the basic structural unit of a conjugated five-membered ring system with two n-donor coordination sites. It can be derived into three different types of compounds at the 1-site, 2-site, or 4-site of the imidazole skeleton to generate ligands containing 1-, 2-, or 4-imidazole, and can also be linked to other functional groups to form multiple functional ligands. Among them, ligands containing 1-imidazole have only a single N-donor atom that can coordinate with metal ions, so they can only be a neutral ligand, and their metal complexes must have anionic parts to balance the positive charge of their metal ions. It is important to note that anions with different shapes, sizes and coordination capabilities may have a significant impact on the structure and properties of the complex. Imidazole groups containing 2-imidazole or 4-imidazole derivatives have two available N-donor atoms, the imine N atom (-N=) and the -NH- group, Not only does it act as a neutral ligand, When the -NH- group of the imidazole ring is deprotonated to form the imidazole root anion, it can also act as an anionic ligand. The structural formula of 2-phenylimidazole is shown in the figure. As can be seen from the figure, 2-phenylimidazole is a compound containing 2-imidazole, so the imidazole group contains two available N-donor atoms, which can act as neutral and anionic ligands. Thus, 2-phenylimidazole related reactions can occur on -n =, -NH- groups and benzene rings. In addition, compounds such as 2-phenylimidazole, which have substituents on the 2-site carbon atom on the imidazole ring, are more likely to react with C-4 and C-5 on the imidazole skeleton (figure below: active site of the imidazole ring).

The related reactions of 2-phenylimidazole will be described in detail in the following article.


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