2-methylaziridine

C3H7N

CAS75-55-8
GHS02 Gefahrensymbol: Entzündbar – Flamme
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS06 Gefahrensymbol: Giftig – Totenkopf mit Knochen
GHS05 Gefahrensymbol: Ätzend – Ätzwirkung
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
75-55-8
EC Number
200-878-7
UN Number
1921
Index Number
613-033-00-6
PubChem CID
6377

Physical-chemical properties

Molecular Formula
C3H7N
Molar Mass
57.09 g/mol
IUPAC Name
2-methylaziridine

Chemical Identifiers

InChI
InChI=1S/C3H7N/c1-3-2-4-3/h3-4H,2H2,1H3
InChI Key
OZDGMOYKSFPLSE-UHFFFAOYSA-N

Overview

2-Methylaziridine (CAS 75-55-8) is a three-membered heterocyclic organic compound with high reactivity and significant toxicity concerns. This highly strained nitrogen-containing heterocycle represents one of the most reactive members of the aziridine family, characterized by its exceptional ring strain and consequent chemical instability. With the molecular formula C3H7N and a molecular weight of 57.09 g/mol, 2-methylaziridine exhibits properties that make it both industrially valuable and extremely hazardous to handle. The compound's three-membered ring structure, similar to other highly reactive intermediates like prop-2-enenitrile, creates significant angle strain that drives its propensity for ring-opening reactions under various conditions. The substance presents severe safety challenges, classified under multiple hazard categories including Category 1B carcinogen, acute toxicity categories 1 and 2, and eye damage category 1. Its flammable liquid classification (Category 2) combined with its high toxicity requires specialized handling protocols and extensive safety measures. The compound's vapor pressure and volatility contribute to inhalation risks, while its corrosive nature poses immediate threats to skin and eye contact. Industrial applications of 2-methylaziridine primarily center around its use as a reactive intermediate in pharmaceutical synthesis and specialty chemical production. The compound serves as a building block for various nitrogen-containing heterocycles and finds application in the synthesis of ethylenimine polymers. Additionally, it functions as a crosslinking agent in certain polymer applications where its ring-opening reactivity proves advantageous. OYSI maintains strict handling and distribution protocols for this controlled substance, ensuring compliance with European chemical regulations and providing comprehensive safety documentation to qualified industrial customers.

Safety & Classification

Danger
Classification:

Flam. Liq. 2; Carc. 1B; Acute Tox. 2 *; Acute Tox. 1; Acute Tox. 2 *; Eye Dam. 1; Aquatic Chronic 2

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H225

Highly flammable liquid and vapour.

H350

May cause cancer.

H330

Fatal if inhaled.

H310

Fatal in contact with skin.

H300

Fatal if swallowed.

H318

Causes serious eye damage.

H411

Toxic to aquatic life with long lasting effects.

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

Fatal

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

Fatal

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

Fatal

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 Number1921
ADR Class3
Packing GroupI
Tunnel CodeC/E
Proper Shipping NamePropylenimin, stabilisiert
Marine PollutantNo

Frequently Asked Questions

What is 2-methylaziridine?

2-methylaziridine is a highly reactive three-membered heterocyclic organic compound containing nitrogen, with the molecular formula C3H7N and CAS number 75-55-8. This aziridine derivative has a molecular weight of 57.09 g/mol and is characterized by significant ring strain that makes it extremely reactive. It is classified as a dangerous substance with multiple hazard classes including flammability, carcinogenicity, and acute toxicity, requiring strict handling protocols in industrial applications.

What are the physicochemical properties of 2-methylaziridine?

2-methylaziridine is a volatile liquid at room temperature with high reactivity due to its strained three-membered ring structure. The compound exhibits flammable properties (Flam. Liq. 2) and has a low molecular weight of 57.09 g/mol, contributing to its volatility. Its aziridine ring makes it prone to ring-opening reactions, and it demonstrates significant chemical instability. The substance requires careful temperature control and inert atmosphere storage due to its reactive nature.

What is 2-methylaziridine used for?

2-methylaziridine is primarily used as an intermediate in organic synthesis and polymer chemistry applications. Its highly reactive aziridine ring makes it valuable for crosslinking reactions in polymer modification and as a building block for specialized chemical compounds. The substance finds applications in the production of certain pharmaceuticals, agrochemicals, and specialty polymers where its unique reactivity is essential. However, its use is heavily restricted due to its carcinogenic properties and high toxicity.

How to handle 2-methylaziridine safely?

2-methylaziridine requires extreme safety precautions due to its carcinogenic (Carc. 1B), highly toxic (Acute Tox. 1 and 2), and corrosive (Eye Dam. 1) properties. Essential PPE includes chemical-resistant gloves, full face protection, and impermeable protective clothing. Work must be conducted in a well-ventilated area or fume hood with appropriate respiratory protection. Avoid all sources of ignition due to flammability, and ensure emergency procedures are in place for immediate response to exposure incidents.

How to store 2-methylaziridine correctly?

2-methylaziridine must be stored in tightly sealed containers in a cool, dry, well-ventilated area away from heat sources and ignition sources due to its Flam. Liq. 2 classification. Storage requires specialized chemical-resistant containers and should be kept under inert atmosphere when possible to prevent degradation. The storage area must be equipped with appropriate spill containment and emergency response equipment. Access should be strictly controlled due to the substance's carcinogenic and highly toxic nature.

What to do in case of contact with 2-methylaziridine?

Immediate action is critical due to 2-methylaziridine's extreme toxicity and corrosive properties. For skin contact, remove contaminated clothing immediately and flush with copious amounts of water for at least 15 minutes. For eye contact, rinse immediately with water for at least 15 minutes and seek immediate medical attention due to Eye Dam. 1 classification. If inhaled, move to fresh air immediately and seek emergency medical care. For ingestion, do not induce vomiting and obtain immediate medical attention.

How to dispose of 2-methylaziridine properly?

2-methylaziridine disposal requires specialized hazardous waste management due to its carcinogenic, toxic, and flammable properties. The substance cannot be disposed of through regular waste streams and must be handled by licensed hazardous waste disposal companies. Disposal typically involves high-temperature incineration in specialized facilities equipped to handle carcinogenic materials. All disposal activities must comply with local and European waste regulations, and proper documentation is required for tracking the waste chain of custody.

How to transport 2-methylaziridine?

2-methylaziridine is classified under ADR Class 3 (flammable liquids) Packing Group I, indicating it poses the highest level of danger within its class. Transportation requires specialized packaging that meets UN specifications for Class 3 substances and must be handled by carriers authorized for dangerous goods transport. Vehicles must carry appropriate emergency equipment and documentation including safety data sheets and emergency response information. Transport personnel require ADR certification and specific training for handling highly toxic and carcinogenic materials.

Is 2-methylaziridine subject to specific regulations?

2-methylaziridine is subject to extensive regulatory controls under multiple European frameworks including REACH, CLP, and national chemical safety regulations. Its classification as Carc. 1B (carcinogenic) subjects it to stringent authorization and restriction requirements. The substance requires specialized handling licenses, workplace exposure monitoring, and comprehensive risk assessments. Users must implement strict occupational safety measures and may need regulatory approval for specific applications. Import, manufacture, and use are heavily regulated across European jurisdictions.

Where to buy 2-methylaziridine in Europe?

2-methylaziridine is available through specialized chemical distributors like OYSI, which serves the European market with technical-grade chemicals for industrial applications. Due to the substance's hazardous nature and regulatory restrictions, procurement requires proper licensing, safety documentation, and compliance with REACH regulations. Buyers must demonstrate legitimate industrial use and appropriate safety infrastructure. OYSI can provide guidance on regulatory compliance and safe handling requirements for European customers requiring this specialized chemical intermediate.

Data Sources

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