Aziridine
C2H5N
aziridine
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Identification
- CAS Number
- 151-56-4
- EC Number
- 205-793-9
- UN Number
- 1185
- Index Number
- 613-001-00-1
- PubChem CID
- 9033
Physical-chemical properties
- Molecular Formula
- C2H5N
- Molar Mass
- 43.07 g/mol
- IUPAC Name
- aziridine
Chemical Identifiers
- InChI
- InChI=1S/C2H5N/c1-2-3-1/h3H,1-2H2
- InChI Key
- NOWKCMXCCJGMRR-UHFFFAOYSA-N
Overview
Aziridine (CAS 151-56-4) is a three-membered heterocyclic amine compound characterized by high reactivity and significant toxicity concerns. This highly strained cyclic compound, also known by its IUPAC name aziridine, represents one of the smallest nitrogen-containing heterocycles in organic chemistry. With a molecular formula of C2H5N and molecular weight of 43.07 g/mol, aziridine exhibits exceptional ring strain due to its three-membered structure, making it extremely reactive toward nucleophilic ring-opening reactions. This inherent instability contributes to both its synthetic utility and its considerable safety hazards. The compound presents multiple serious health and safety concerns, classified under several GHS hazard categories including carcinogenicity (Category 1B), mutagenicity (Category 1B), and acute toxicity. Its flammable liquid properties (Category 2) combined with corrosive effects on skin (Category 1B) require stringent handling protocols and specialized safety equipment. The presence of pictograms GHS02, GHS08, GHS06, GHS05, and GHS09 underscores the comprehensive range of hazards associated with this substance. Despite these challenges, aziridine serves important industrial applications, particularly in polymer chemistry as a crosslinking agent and in the synthesis of specialty polymers. It also functions as an intermediate in pharmaceutical manufacturing and in the production of various nitrogen-containing organic compounds. Its reactivity makes it valuable for creating materials with enhanced properties, though this utility must be balanced against strict safety requirements. Like related reactive compounds such as 2-(chloromethyl)oxirane, aziridine requires specialized handling expertise and equipment. OYSI provides access to high-quality aziridine for qualified industrial customers with appropriate safety protocols and regulatory compliance.
Safety & Classification
Flam. Liq. 2; Carc. 1B; Muta. 1B; Acute Tox. 2 *; Acute Tox. 1; Acute Tox. 2 *; Skin Corr. 1B; Aq...
GHS Pictograms
Flame
GHS02
Flammable. May ignite on contact with air, water, or heat sources.
Health Hazard
GHS08
Serious health hazard. May cause cancer, organ damage, or genetic defects.
Skull and Crossbones
GHS06
Acute toxicity. Fatal if swallowed, in contact with skin, or if inhaled.
Corrosion
GHS05
Corrosive. Causes severe skin burns and eye damage.
Environment
GHS09
Environmental hazard. Toxic to aquatic life with long lasting effects.
HHazard Statements (H-Statements)
Describe the nature and severity of the hazard
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
Inhalation
Measures if vapours or dust are inhaled
First Aid Actions
- +P304IF INHALED:
- +P340Remove person to fresh air and keep comfortable for breathing.
- +P311Call a POISON CENTER/doctor.
Related hazard statements:
Skin Contact
Measures if substance contacts the skin
Eye Contact
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
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 Number | 1185 |
| ADR Class | 6.1 |
| Packing Group | I |
| Tunnel Code | C/D |
| Proper Shipping Name | Ethylenimin, stabilisiert |
| Marine Pollutant | No |
Frequently Asked Questions
What is aziridine?
Aziridine is a highly reactive heterocyclic organic compound with the molecular formula C2H5N and a molecular weight of 43.07 g/mol. It consists of a three-membered ring containing one nitrogen atom and two carbon atoms. This small ring structure makes aziridine extremely reactive and unstable, contributing to its hazardous nature. It is classified as a carcinogenic and mutagenic substance with high acute toxicity.
What are the physicochemical properties of aziridine?
Aziridine is a colorless liquid at room temperature with a characteristic amine-like odor. It has a low boiling point and is highly volatile, contributing to its flammable nature (Flam. Liq. 2 classification). The compound is highly reactive due to ring strain in its three-membered structure, making it prone to polymerization and ring-opening reactions. It is miscible with water and most organic solvents.
What is aziridine used for?
Aziridine is primarily used as an intermediate in the production of polymers, particularly polyethylenimine and other nitrogen-containing polymers. It serves as a building block for pharmaceuticals, agrochemicals, and specialty chemicals. Due to its high reactivity, it is also used as a cross-linking agent in coatings and adhesives. However, its use is heavily restricted due to its carcinogenic and mutagenic properties.
How to handle aziridine safely?
Aziridine requires extreme safety precautions due to its corrosive, toxic, and carcinogenic properties. Personal protective equipment must include chemical-resistant gloves, full face protection, and respiratory protection. Work should be conducted in well-ventilated areas or under fume hoods. Avoid skin and eye contact completely, as it causes severe burns (Skin Corr. 1B). Only trained personnel should handle this substance following strict safety protocols.
How to store aziridine correctly?
Aziridine must be stored in a cool, dry, well-ventilated area away from heat sources and ignition points due to its flammable nature. Use only approved containers resistant to corrosive substances. Store separately from oxidizing agents, acids, and other incompatible materials. Temperature control is crucial to prevent polymerization. Storage areas should be equipped with appropriate spill containment and emergency response equipment.
What to do in case of contact with aziridine?
Aziridine contact requires immediate emergency response due to its corrosive and toxic nature. For skin contact, immediately remove contaminated clothing and flush with copious amounts of water for at least 15 minutes. For eye contact, rinse immediately with water and seek medical attention. If inhaled, move to fresh air immediately and seek medical help. Due to its acute toxicity (Acute Tox. 1-2), any exposure requires immediate medical attention.
How to dispose of aziridine properly?
Aziridine disposal must follow strict hazardous waste regulations due to its carcinogenic and mutagenic properties. It cannot be disposed of through normal waste streams and requires specialized treatment by licensed hazardous waste disposal companies. Small quantities may be neutralized through controlled chemical treatment, but this should only be performed by trained professionals. Always consult local environmental authorities for specific disposal requirements and approved facilities.
How to transport aziridine?
Aziridine is classified under ADR as Class 6.1 (toxic substances) with Packing Group I, indicating high danger level. Transportation requires UN-approved packaging and proper hazardous material documentation. Vehicles must display appropriate hazard placards and follow routing restrictions. Only certified carriers with hazardous materials training can transport aziridine. Emergency response information must accompany all shipments due to its multiple hazard classifications.
Is aziridine subject to special regulations?
Aziridine is subject to extensive regulations under REACH and CLP due to its carcinogenic (Carc. 1B) and mutagenic (Muta. 1B) properties. It requires authorization for most uses and is subject to severe restrictions. Occupational exposure limits are strictly regulated, and users must implement risk management measures. Companies handling aziridine must comply with specialized reporting requirements and undergo regular safety audits by regulatory authorities.
Where to buy aziridine in Europe?
Aziridine is available through OYSI, a European distributor of technical chemicals, subject to strict regulatory compliance. Due to its hazardous classification and restricted nature, purchase requires proper licensing, safety documentation, and demonstration of legitimate industrial use. OYSI ensures full regulatory compliance and provides technical support for safe handling. Contact OYSI directly to discuss specific requirements and availability for your application.
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Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.