Products Description of Imidazole CAS#288-32-4
Imidazole (C₃H₄N₂) is an aromatic diazole compound featuring a five-membered ring containing two non-adjacent nitrogen atoms. The lone pair of electrons on the N-1 nitrogen actively participates in ring conjugation, which delocalizes electron density and renders the attached proton acidic enough for straightforward deprotonation.Exhibiting amphoteric properties, imidazole reacts readily with strong bases to form stable salts while seamlessly blending the chemical traits of pyrrole and pyridine. In physiological systems, the imidazole ring forms the active core of histidine residues, acting as a crucial catalytic unit and acyl-transfer mediator during enzymatic lipid hydrolysis. Imidazole motifs are ubiquitous in biological architectures—including hemoglobin coordination sites and DNA purine bases—making imidazole derivatives indispensable tools in life science research and chemical synthesis.
Imidazole Chemical Properties
| Melting point | 88-91 °C(lit.) |
| Boiling point | 256 °C(lit.) |
| density | 1.01 g/mL at 20 °C |
| vapor pressure | <1 mm Hg ( 20 °C) |
| refractive index | 1.4801 |
| Fp | 293 °F |
| storage temp. | Store below +30°C. |
| solubility | H2O: 0.1 M at 20 °C, clear, colorless |
| pka | 6.953(at 25℃) |
| form | crystalline |
| color | white |
| Specific Gravity | 1.03 |
| Odor | Amine like |
| PH Range | 9.5 - 11 |
| PH | 9.5-11.0 (25℃, 50mg/mL in H2O) |
| Water Solubility | 633 g/L (20 ºC) |
| Sensitive | Hygroscopic |
| λmax | λ: 260 nm Amax: 0.10 |
| λ: 280 nm Amax: 0.10 | |
| Merck | 144912 |
| BRN | 103853 |
| Dielectric constant | 23.0（Ambient） |
| Stability: | Stable. Incompatible with acids, strong oxidizing agents. Protect from moisture. |
| InChIKey | RAXXELZNTBOGNW-UHFFFAOYSA-N |
| LogP | -0.02 at 25℃ |
| CAS DataBase Reference | 288-32-4(CAS DataBase Reference) |
| NIST Chemistry Reference | 1H-Imidazole(288-32-4) |
| EPA Substance Registry System | Imidazole (288-32-4) |
| Hazard Codes | C,Xi,T |
| Risk Statements | 36/38-63-34-22-20/21/22-61 |
| Safety Statements | 26-36/37/39-45-22-36-27-53 |
| RIDADR | UN 2923 8/PG 3 |
| WGK Germany | 1 |
| RTECS | NI3325000 |
| Autoignition Temperature | 480 °C |
| TSCA | Yes |
| HazardClass | 8 |
| PackingGroup | III |
| HS Code | 29332990 |
| Hazardous Substances Data | 288-32-4(Hazardous Substances Data) |
| Toxicity | LD50 in mice (mg/kg): 610 i.p.; 1880 orally (Nishie) |
Product Application of Imidazole CAS#288-32-4
Demonstrating higher basicity than pyrazole, imidazole easily yields well-defined salts (such as nitrates and picrates) and plays a pivotal role in fine chemistry, biochemistry, and protein purification:
His-Tagged Protein Purification (IMAC): Serves as the standard competitive eluent in Immobilized Metal Affinity Chromatography. It displaces nickel-bound polyhistidine-tagged recombinant proteins, enabling high-purity protein fraction recovery.
Pharmaceutical & Agrochemical Intermediates: Acts as a key structural precursor in synthesizing antifungal agents (e.g., ketoconazole, clotrimazole), antihypertensives, and specialty pesticides.
Curing Agent & Industrial Catalyst: Widely deployed as an epoxy resin curing accelerator, corrosion inhibitor for non-ferrous metals, and general base catalyst in organic synthesis.
