Azepan-2-one

C6H11NO

azepan-2-one

CAS105-60-2
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
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Identification

CAS Number
105-60-2
EC Number
203-313-2
UN Number
Index Number
613-069-00-2
PubChem CID
7768

Physical-chemical properties

Molecular Formula
C6H11NO
Molar Mass
113.16 g/mol
IUPAC Name
azepan-2-one

Chemical Identifiers

InChI
InChI=1S/C6H11NO/c8-6-4-2-1-3-5-7-6/h1-5H2,(H,7,8)
InChI Key
JBKVHLHDHHXQEQ-UHFFFAOYSA-N

Overview

Azepan-2-one (CAS 105-60-2) is a seven-membered cyclic amide known for its excellent solvent properties and chemical stability in industrial applications. This lactam compound, also known as caprolactam, represents a crucial intermediate in the chemical industry with the molecular formula C6H11NO and a molecular weight of 113.16 g/mol. As a white crystalline solid at room temperature, azepan-2-one exhibits high solubility in water and polar organic solvents, making it valuable for various industrial processes. The compound's seven-membered ring structure provides unique chemical reactivity compared to smaller ring lactams, particularly in polymerization reactions. From a safety perspective, azepan-2-one carries a Warning signal word under GHS classification, with hazard classes including Acute Toxicity Category 4, Skin Irritation Category 2, Eye Irritation Category 2, and Specific Target Organ Toxicity Single Exposure Category 3. The GHS07 pictogram indicates the need for appropriate handling precautions including proper ventilation, personal protective equipment, and storage in sealed containers away from incompatible materials. The primary industrial application of azepan-2-one lies in nylon-6 production, where it serves as the essential monomer for polymerization processes. Additionally, it functions as an effective solvent for various polymers and resins, and finds use in the synthesis of specialty chemicals and pharmaceuticals. Unlike simpler compounds such as 4-nitrophenol, azepan-2-one's cyclic structure enables specific polymerization pathways that are fundamental to synthetic fiber manufacturing. OYSI supplies high-quality azepan-2-one to meet diverse industrial requirements across European markets, supporting applications in polymer production and chemical synthesis.

Safety & Classification

Warning
Classification:

Acute Tox. 4 *; Acute Tox. 4 *; STOT SE 3; Skin Irrit. 2; Eye Irrit. 2

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H332

Harmful if inhaled.

H302

Harmful if swallowed.

H335

May cause respiratory irritation.

H315

Causes skin irritation.

H319

Causes serious eye irritation.

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

Harmful

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

Irritant

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

Irritant

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.

Frequently Asked Questions

What is azepan-2-one?

Azepan-2-one is a seven-membered cyclic lactam with the molecular formula C6H11NO and CAS number 105-60-2. This organic compound has a molecular weight of 113.16 g/mol and belongs to the lactam family of chemicals. It features a heterocyclic ring structure containing both carbon and nitrogen atoms, with a ketone functional group. Azepan-2-one is classified as hazardous with acute toxicity and irritant properties, requiring appropriate safety measures during handling and use.

What are the physicochemical properties of azepan-2-one?

Azepan-2-one is typically a colorless to pale yellow liquid or crystalline solid at room temperature, depending on purity and conditions. It exhibits good solubility in polar solvents due to its lactam structure and polar carbonyl group. The compound has a characteristic mild odor and is hygroscopic, meaning it can absorb moisture from air. Its seven-membered ring structure provides specific chemical reactivity patterns typical of medium-ring lactams, making it useful in various synthetic applications.

What is azepan-2-one used for?

Azepan-2-one serves primarily as an intermediate in pharmaceutical synthesis and polymer chemistry. It is commonly used in the production of polyamides and as a building block for various drug compounds. The substance finds applications in specialty chemical manufacturing, particularly in the synthesis of complex organic molecules. Its lactam structure makes it valuable for creating nitrogen-containing heterocycles and as a precursor for ring-opening polymerization reactions in industrial processes.

How to handle azepan-2-one safely?

Azepan-2-one requires careful handling due to its acute toxicity and irritant properties (GHS07 pictogram). Essential PPE includes chemical-resistant gloves, safety goggles, and protective clothing to prevent skin and eye contact. Work in well-ventilated areas or under fume hoods to avoid inhalation exposure. The substance carries a Warning signal word and requires adherence to STOT SE 3 precautions. Always wash hands thoroughly after handling and avoid eating, drinking, or smoking in work areas.

How to store azepan-2-one correctly?

Azepan-2-one should be stored in tightly sealed containers in a cool, dry, well-ventilated area away from heat sources and direct sunlight. Keep containers properly labeled and segregated from incompatible materials. Storage areas should be equipped with appropriate spill containment measures and maintained at stable temperatures to prevent degradation. Ensure storage complies with local regulations for hazardous chemicals and implement proper inventory management to track quantities and expiration dates.

What to do in case of contact with azepan-2-one?

Azepan-2-one exposure requires immediate first aid due to its skin and eye irritant properties. For skin contact, immediately remove contaminated clothing and wash affected area with plenty of soap and water for at least 15 minutes. In case of eye contact, flush with clean water for 15-20 minutes and remove contact lenses if present. If inhaled, move to fresh air immediately. For ingestion, do not induce vomiting and seek medical attention. Always consult medical professionals for any exposure incident.

How to dispose of azepan-2-one appropriately?

Azepan-2-one disposal must comply with local and national hazardous waste regulations due to its toxicity classification. The substance cannot be disposed of through regular waste streams and requires specialized hazardous waste treatment. Contact licensed waste management companies for proper collection and disposal. Small quantities may be suitable for incineration at high temperatures in approved facilities. Never discharge into sewers, waterways, or soil. Maintain proper documentation of all disposal activities as required by regulations.

How to transport azepan-2-one?

Azepan-2-one transport requirements depend on quantity and packaging specifications, though specific ADR classification details are not assigned for this substance. Standard chemical shipping protocols apply, including proper labeling with hazard information and GHS07 pictogram. Use appropriate packaging materials compatible with the substance and ensure containers are securely sealed and labeled. Transport should comply with general dangerous goods regulations, and carriers must be informed of the chemical's hazardous properties including acute toxicity and irritant characteristics.

Is azepan-2-one subject to specific regulations?

Azepan-2-one is subject to standard chemical regulations including REACH registration requirements in Europe and CLP classification for hazard communication. The substance is not currently listed as an SVHC (Substance of Very High Concern) under REACH. However, its acute toxicity and irritant properties require compliance with workplace safety regulations and proper hazard communication through safety data sheets. Users must implement appropriate risk management measures and ensure worker protection according to occupational health and safety legislation.

Where to buy azepan-2-one in Europe?

Azepan-2-one is available through OYSI, a specialized European distributor of technical chemicals serving industrial and research customers. OYSI provides quality-assured chemical products with proper documentation including safety data sheets and certificates of analysis. As a professional chemical supplier, OYSI ensures compliance with European regulations and offers technical support for customers requiring azepan-2-one for pharmaceutical synthesis, polymer chemistry, or other industrial applications. Contact OYSI directly for availability, specifications, and pricing information.

Data Sources

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