Imidazole CAS#288-32-4

Core Synthetic Intermediate: As a five-membered aromatic heterocycle, imidazole serves as a versatile building block for fine chemicals, agrochemicals, and active pharmaceutical ingredients (APIs).

Dual Amphoteric Reactivity: Featuring both acidic and basic sites, it readily undergoes protonation or salt formation, enabling diverse reaction pathways in organic synthesis.

Effective Catalytic Activity: Merging the properties of both pyridine-like and pyrrole-like nitrogens, the imidazole ring functions as a powerful acyl-transfer and general base catalyst in chemical and biochemical transformations.

Biological Relevance: The imidazole core is integral to vital biomolecules—such as the amino acid histidine, histamine, and purine structures in nucleic acids—underpinning its significant role in biological processes and drug discovery.

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Products Description of Imidazole CAS#288-32-4

Categorized within the diazole family, imidazole (𝐶3𝐻4𝑁2) is a five-membered aromatic heterocycle containing two non-adjacent nitrogen atoms. The lone pair on the N-1 nitrogen participates in ring conjugation, decreasing local electron density and rendering the attached hydrogen easily ionizable as a proton. Displaying dual acidic and basic properties that blend the chemical traits of pyridine and pyrrole, it readily forms salts with strong bases. In biological systems, the imidazole ring serves as a vital component of histidine, functioning in acyl-transfer and enzyme catalysis, while its numerous derivatives—including DNA- and hemoglobin-related structures—hold immense significance in research and industry.

Imidazole CAS#288-32-4

 

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
pka6.953(at 25℃)
form crystalline
color white
Specific Gravity1.03
OdorAmine like
PH Range9.5 - 11
PH9.5-11.0 (25℃, 50mg/mL in H2O)
Water Solubility 633 g/L (20 ºC)
Sensitive Hygroscopic
λmaxλ: 260 nm Amax: 0.10
λ: 280 nm Amax: 0.10
Merck 144912
BRN 103853
Dielectric constant23.0(Ambient)
Stability:Stable. Incompatible with acids, strong oxidizing agents. Protect from moisture.
InChIKeyRAXXELZNTBOGNW-UHFFFAOYSA-N
LogP-0.02 at 25℃
CAS DataBase Reference288-32-4(CAS DataBase Reference)
NIST Chemistry Reference1H-Imidazole(288-32-4)
EPA Substance Registry SystemImidazole (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 Temperature480 °C
TSCA Yes
HazardClass 8
PackingGroup III
HS Code 29332990
Hazardous Substances Data288-32-4(Hazardous Substances Data)
ToxicityLD50 in mice (mg/kg): 610 i.p.; 1880 orally (Nishie)

Imidazole CAS#288-32-4

As an essential reagent with CAS# 288-32-4, imidazole exhibits slightly higher alkalinity than pyrazole and easily creates stable salts, such as nitrates and picrates. A primary application lies in purifying His-tagged proteins via immobilized metal affinity chromatography (IMAC). Throughout this workflow, fusion proteins bearing a histidine tag bind specifically to nickel ions anchored on the matrix; subsequent application of an imidazole-rich buffer displaces the tagged target from the nickel sites, releasing the highly purified protein for collection.

Imidazole CAS#288-32-4

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