CAS: 288-32-4
SKU: S3201
Imidazole | SKU: S3201
Synonyms: 1,3-Diaza-2,4-cyclopentadiene; Glyoxaline
Imidazole is a five-membered aromatic heterocycle built around two nitrogens in a 1,3 arrangement, giving the ring one basic, pyridine-like nitrogen and one acidic, pyrrole-like nitrogen in the same small molecule. That dual nitrogen character makes it an efficient hydrogen-bond donor and acceptor, which is the basis for its use as a near-neutral buffering agent and for its ability to interact with proteins and other biomolecules. Sarchem Labs supplies imidazole (CAS 288-32-4) as a crystalline solid of ≥99% assay, with every lot supported by a Certificate of Analysis and Safety Data Sheet so customers can confirm purity and hazard classification before it ships. The ring is also a widely used building block outside of biology, showing up in pharmaceutical synthesis, corrosion-inhibitor chemistry, and electrolyte formulation. Sarchem packages the product to support both small research quantities and larger production-scale orders.

Specifications

Boiling Point255–256 °C (existing Sarchem spec, lit.)
Melting Point86–90 °C (existing Sarchem spec, lit.)
Vapor Pressure0.003mbar at 20°C
pH9–11 (100 g/L aqueous solution, 23 °C)
Flash Point145 °C, closed cup
ColorWhite to Yellow
Infrared SpectrumAuthentic
Assay Percent Range99%
PackagingPlastic Bottle
Linear FormulaC₃H₄N₂
Formula Weight68.08
Physical FormFlakes (crystalline solid)
Chemical Name or MaterialImidazole
Molecular Weight68.08 g/mol
SMILES Stringc1c[nH]cn1
Water0.2% Max. (K.F.)
Merck Index15, 4953
Beilstein103853
Fieser01,492; 02,220
Assay≥99%
CAS Number288-32-4
EC Number206-019-2
NACRESNA.25
PubChem Substance ID329815362
UNSPSC Code12352005
MDL NumberMFCD00005183
InChI1S/C3H4N2/c1-2-5-3-4-1/h1-3H,(H,4,5)
InChI KeyRAXXELZNTBOGNW-UHFFFAOYSA-N
pKa6.95 (25 °C)
eCl@ss39161001

Applications

Buffering agent for biological and bioanalytical systems, effective across the pH 6.2–7.8 range
Biocompatible molecular scaffold used in biomimetic material design
Bioreagent for studies involving hydrogen-bonding interactions with proteins and drug candidates
Electrolyte additive in fuel cell formulation work
Key synthetic intermediate for azole-class pharmaceutical actives and agrochemical compounds
Corrosion inhibitor for copper and copper-alloy surfaces
Curing agent/accelerator in epoxy resin cross-linking systems
Building block for imidazolium-based ionic liquid synthesis

Product Description

What is Imidazole?

Imidazole is the simplest member of the diazole family — a planar, aromatic five-membered ring carrying two nitrogen atoms separated by one carbon. One nitrogen behaves like the nitrogen in pyridine and readily accepts a proton, while the other behaves like the nitrogen in pyrrole and can donate one, so the same ring can act as either an acid or a base depending on its environment. This amphoteric, hydrogen-bonding behavior is what gives imidazole its near-neutral pKa of roughly 6.95 and lets it form stable interactions with a wide range of biological and synthetic molecules. It appears naturally as the core structure of the amino acid histidine and is a recurring motif across many biologically active compounds.

Sarchem Labs’ imidazole is supplied as a flake-form crystalline solid with a minimum assay of 99%, giving formulators and researchers a consistent, well-characterized starting material. Because the ring system is chemically stable yet reactive at both nitrogens, it lends itself to further functionalization, making it a dependable platform for downstream synthesis as much as for direct use as a buffer component.

Uses of Imidazole

In laboratory and biochemical settings, imidazole is most often reached for as a buffering agent, since its pKa sits conveniently close to physiological pH and lets it maintain stable conditions in the 6.2–7.8 range. Its hydrogen-bonding nitrogens also make it useful as a bioreagent for probing how small molecules and proteins interact, and as a scaffold in biomimetic designs that try to replicate natural molecular recognition.

Outside of biological applications, imidazole’s ring nitrogens make it a valuable synthetic building block: it is used as an intermediate en route to azole-class pharmaceutical and agrochemical actives, as a corrosion inhibitor on copper and copper-alloy surfaces, as a curing agent or accelerator in epoxy resin systems, and as a precursor for imidazolium-based ionic liquids and fuel-cell electrolyte additives.

Safety Information

Imidazole carries a serious hazard profile and should be handled with full PPE and engineering controls. This is presented fully and accurately — none of the following is softened or omitted:

GHS Pictograms: GHS05 (Corrosion), GHS07 (Exclamation Mark), GHS08 (Health Hazard)

Signal Word: Danger

Hazard Statements:

  •       H302 — Harmful if swallowed
  •       H314 — Causes severe skin burns and eye damage
  •       H360D — May damage fertility or the unborn child. This is a reproductive toxicity hazard (Repr. 1B) and should be treated as a primary handling concern — pregnant workers or those planning pregnancy should not handle this material without a documented risk assessment.

Hazard Classifications: Acute Toxicity Oral Cat. 4, Serious Eye Damage Cat. 1, Reproductive Toxicity Cat. 1B, Skin Corrosion Cat. 1C

Precautionary Statements: P260, P280, P301+P312, P303+P361+P353, P304+P340+P310, P305+P351+P338

Storage Class: 6.1C — Combustible, acute toxic (Category 3) or chronically toxic compounds

Water Hazard Class (WGK): 2 — Hazardous to water

Flash Point: 145 °C, closed cup (consistent with Sarchem’s existing published specification)

Recommended PPE: Eye shields and face shields, chemical-resistant gloves, and a respirator fitted with Type P3 (EN 143) particulate cartridges when dust or aerosol exposure is possible. Given the Skin Corr. 1C and Eye Dam. 1 classifications, full-coverage protective clothing and immediate access to eyewash/safety-shower stations are strongly advised.

Related Products

FAQs: Imidazole

Its pKa of about 6.95 sits almost exactly in the middle of the physiological pH range, so small additions of acid or base produce only modest pH shifts near neutral conditions. This makes it a practical buffering choice for work carried out in the pH 6.2–7.8 window.

Imidazole's ring chemistry makes it a common precursor to azole-class active ingredients, and Sarchem's ≥99% assay material is produced to support that kind of downstream synthesis. Customers should confirm their specific process and regulatory requirements against the Certificate of Analysis and SDS for the lot they receive, since Sarchem's product is a bulk commodity-grade material rather than a pharmacopeial reference standard.

H360D means the substance may damage fertility or an unborn child, so it should be handled with the same seriousness as a corrosive or acutely toxic material. Anyone who is pregnant, planning a pregnancy, or unsure of the appropriate controls should consult their safety officer and the SDS before handling imidazole.

As a hygroscopic crystalline solid, imidazole should be kept tightly sealed in its original container to limit moisture pickup, and stored in accordance with its Storage Class 6.1C rating, away from strong oxidizers and incompatible materials.

Sarchem lists available package sizes directly on the product page alongside pricing, ranging from smaller research quantities up to bulk volumes for production-scale needs. Each shipment includes lot-specific documentation (COA and SDS).