1H-imidazole

C3H4N2

CAS288-32-4
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS05 Gefahrensymbol: Ätzend – Ätzwirkung
Danger

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Identification

CAS Number
288-32-4
EC Number
206-019-2
UN Number
3263
Index Number
613-319-00-0
PubChem CID
795

Physical-chemical properties

Molecular Formula
C3H4N2
Molar Mass
68.08 g/mol
IUPAC Name
1H-imidazole

Chemical Identifiers

InChI
InChI=1S/C3H4N2/c1-2-5-3-4-1/h1-3H,(H,4,5)
InChI Key
RAXXELZNTBOGNW-UHFFFAOYSA-N

Overview

1H-imidazole (CAS 288-32-4) is a five-membered heterocyclic aromatic compound with amphoteric properties and high thermal stability. This fundamental heterocyclic compound, also known by its IUPAC designation 1H-imidazole, serves as a crucial building block in numerous chemical processes and pharmaceutical applications. With the molecular formula C3H4N2 and a molecular weight of 68.08 g/mol, imidazole features a planar ring structure containing two nitrogen atoms that contribute to its unique chemical versatility. The compound's amphoteric nature allows it to function as both an acid and base, making it particularly valuable in buffer systems and catalytic applications. From a safety perspective, 1H-imidazole requires careful handling due to its classification as a reproductive toxicant (Repr. 1B), acute toxin (Acute Tox. 4), and skin corrosive substance (Skin Corr. 1C). The associated GHS pictograms GHS08, GHS07, and GHS05 reflect these hazards, necessitating appropriate personal protective equipment and controlled storage conditions. As an ADR Class 8 substance, it requires specialized transport protocols to ensure safe delivery. Industrially, imidazole finds extensive application in pharmaceutical synthesis as an intermediate for antihistamines, antifungal agents, and other therapeutic compounds. The electronics industry utilizes it in the production of ionic liquids and as a curing agent for epoxy resins, similar to applications found with cyclohexanamine-based systems. Additionally, it serves as a catalyst in polymerization reactions and as a component in specialty chemical formulations. OYSI maintains reliable stocks of high-quality 1H-imidazole to support European industrial customers' diverse technical requirements across pharmaceutical, electronics, and specialty chemical sectors.

Safety & Classification

Danger
Classification:

Repr. 1B; Acute Tox. 4; Skin Corr. 1C

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H302

Harmful if swallowed.

H314

Causes severe skin burns and eye damage.

Classification according to CLP Regulation (EC) No 1272/2008. The complete list of hazard and precautionary statements can be found in the Safety Data Sheet (SDS).

First Aid Measures

Skin Contact

Harmful

Measures if substance contacts the skin

First Aid Actions

  • +P302IF ON SKIN:
  • +P352Wash with plenty of water.
  • +P361Take off immediately all contaminated clothing.
  • +P313Get medical advice/attention.

Related hazard statements:

Eye Contact

Harmful

Measures if substance gets into the eyes

First Aid Actions

  • +P305IF IN EYES:
  • +P351Rinse cautiously with water for several minutes.
  • +P338Remove contact lenses, if present and easy to do. Continue rinsing.
  • +P313Get medical advice/attention.

Related hazard statements:

Ingestion

Harmful

Measures if substance is accidentally swallowed

First Aid Actions

  • +P301IF SWALLOWED:
  • +P330Rinse mouth.
  • +P331Do NOT induce vomiting.
  • +P310Immediately call a POISON CENTER/doctor.

Related hazard statements:

General Measures

Emergency 112 | Poison Control: +49 30 19240 (DE), +33 1 45 42 59 59 (FR), +31 30 274 88 88 (NL)

First aid measures are based on CLP classification and associated P-statements. They do not replace the Safety Data Sheet (SDS). In case of emergency, always consult the full SDS and a physician.

Transport (ADR)

UN Number3263
ADR Class8
Packing GroupIII
Tunnel CodeE
Proper Shipping NameImidazol, fest
Marine PollutantNo

Frequently Asked Questions

What is 1H-imidazole?

1H-imidazole is a five-membered heterocyclic organic compound with the molecular formula C3H4N2 and CAS number 288-32-4. It contains two nitrogen atoms in its ring structure, making it a diazole. With a molecular weight of 68.08 g/mol, this compound serves as an important building block in organic synthesis and pharmaceutical applications. It is classified as a hazardous substance with reproductive toxicity, acute toxicity, and corrosive properties.

What are the physicochemical properties of 1H-imidazole?

1H-imidazole is a white to pale yellow crystalline solid at room temperature with a characteristic amine-like odor. It is highly soluble in water, alcohols, and polar organic solvents due to its ability to form hydrogen bonds through its nitrogen atoms. The compound exhibits amphoteric behavior, acting as both an acid and base. It has a relatively low molecular weight of 68.08 g/mol and is stable under normal conditions.

What is 1H-imidazole used for?

1H-imidazole is primarily used as an intermediate in pharmaceutical synthesis, particularly for antifungal medications and histamine receptor antagonists. It serves as a building block for various heterocyclic compounds in organic chemistry. Industrial applications include its use as a corrosion inhibitor, curing agent for epoxy resins, and catalyst in polymerization reactions. It is also employed in the production of ionic liquids and as a ligand in coordination chemistry.

How to handle 1H-imidazole safely?

1H-imidazole requires careful handling due to its corrosive and toxic properties. Always wear appropriate personal protective equipment including chemical-resistant gloves, safety goggles, and protective clothing. Work in a well-ventilated area or under a fume hood to avoid inhalation. Avoid skin and eye contact as it can cause severe burns. Use proper handling techniques and ensure all personnel are trained in safe chemical handling procedures before use.

How to store 1H-imidazole correctly?

1H-imidazole should be stored in a cool, dry, well-ventilated area away from heat sources and direct sunlight. Keep containers tightly closed and store in original packaging. Separate from incompatible materials such as strong acids, oxidizing agents, and moisture-sensitive compounds. Storage temperature should be controlled to prevent degradation. Ensure storage areas have appropriate spill containment measures and are accessible only to trained personnel.

What to do in case of contact with 1H-imidazole?

In case of skin contact with 1H-imidazole, immediately remove contaminated clothing and flush the affected area with plenty of water for at least 15 minutes. For eye contact, rinse immediately with water for at least 15 minutes and seek medical attention. If inhaled, move to fresh air immediately. If ingested, do not induce vomiting and seek immediate medical attention. Always consult a physician and provide the safety data sheet.

How to dispose of 1H-imidazole properly?

1H-imidazole must be disposed of according to local, national, and international waste regulations. It cannot be disposed of with regular waste due to its hazardous classification. Contact licensed waste disposal companies for proper treatment and disposal. Small quantities may be neutralized and treated according to approved procedures before disposal. Always consult local environmental authorities for specific disposal requirements and maintain proper documentation of waste disposal activities.

How to transport 1H-imidazole?

1H-imidazole is classified under ADR as Class 8 (corrosive substances), Packing Group III. It must be transported in appropriate UN-approved packaging with proper labeling including corrosive hazard labels and GHS pictograms (GHS05, GHS07, GHS08). Transport vehicles must comply with ADR regulations for corrosive materials. Proper shipping documentation including safety data sheets must accompany shipments. Only use authorized carriers experienced in hazardous material transport.

Is 1H-imidazole subject to specific regulations?

1H-imidazole is subject to various European regulations including REACH registration requirements and CLP classification as Repr. 1B, Acute Tox. 4, and Skin Corr. 1C. It carries the 'Danger' signal word and requires specific GHS pictograms (GHS08, GHS07, GHS05). While not currently listed as an SVHC substance, it may be subject to workplace exposure limits and requires proper risk assessment under occupational health regulations. Compliance with national chemical safety laws is mandatory.

Where to buy 1H-imidazole in Europe?

1H-imidazole is available through OYSI, a trusted European distributor of technical chemicals. OYSI provides high-quality 1H-imidazole with proper documentation including certificates of analysis and safety data sheets. As a specialized chemical distributor, OYSI ensures compliance with European regulations and provides technical support for proper handling and application. Contact OYSI directly for pricing, availability, and delivery options across European markets for your specific requirements.

Data Sources

Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.