1-dodecylpyrrolidin-2-one

C16H31NO

CAS2687-96-9
GHS05 Gefahrensymbol: Ätzend – Ätzwirkung
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
2687-96-9
EC Number
403-730-1
UN Number
3267
Index Number
613-099-00-6
PubChem CID
62459

Physical-chemical properties

Molecular Formula
C16H31NO
Molar Mass
253.42 g/mol
IUPAC Name
1-dodecylpyrrolidin-2-one

Chemical Identifiers

InChI
InChI=1S/C16H31NO/c1-2-3-4-5-6-7-8-9-10-11-14-17-15-12-13-16(17)18/h2-15H2,1H3
InChI Key
NJPQAIBZIHNJDO-UHFFFAOYSA-N

Overview

1-Dodecylpyrrolidin-2-one (CAS 2687-96-9) is a cyclic amide compound with surfactant and penetration-enhancing properties for industrial applications. This specialized chemical compound belongs to the pyrrolidinone family, characterized by its five-membered lactam ring structure combined with a long dodecyl alkyl chain. The molecular formula C16H31NO reflects its amphiphilic nature, containing both hydrophilic and lipophilic segments that contribute to its unique performance characteristics. With a molecular weight of 253.42 g/mol, this compound exhibits excellent solubilizing and penetration-enhancing properties that make it valuable across various industrial sectors. The substance presents significant safety considerations requiring careful handling protocols. Classified as Skin Corr. 1B under GHS regulations, it can cause severe skin burns and eye damage, necessitating appropriate personal protective equipment during use. Additionally, its classification as Skin Sens. 1 indicates potential for causing allergic skin reactions upon contact. Environmental safety is equally important, as the compound carries Aquatic Acute 1 and Aquatic Chronic 1 classifications, indicating toxicity to aquatic organisms with long-lasting effects. The ADR Class 8 designation confirms its corrosive nature for transportation purposes. Industrial applications primarily focus on its role as a solvent and penetration enhancer in formulations requiring improved substrate wetting and absorption. The compound finds use in specialized cleaning formulations, surface treatment applications, and as a processing aid in polymer and coating systems. Its effectiveness is comparable to related compounds such as 3-[[bis(2-ethylhexyl)amino]methyl]-1,3-benzothiazole-2-thione, though with distinct performance profiles suited to specific applications. OYSI maintains reliable supply chains for 1-dodecylpyrrolidin-2-one to serve European industrial customers requiring this specialized chemical intermediate.

Safety & Classification

Danger
Classification:

Skin Corr. 1B; Skin Sens. 1; Aquatic Acute 1; Aquatic Chronic 1

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H314

Causes severe skin burns and eye damage.

H317

May cause an allergic skin reaction.

H400

Very toxic to aquatic life.

H410

Very 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

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:

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 Number3267
ADR Class8
Packing GroupII
Tunnel CodeE
Proper Shipping Name1-Dodecylpyrrolidin-2-on
Marine PollutantNo

Frequently Asked Questions

What is 1-dodecylpyrrolidin-2-one?

1-dodecylpyrrolidin-2-one is a synthetic organic compound with the molecular formula C16H31NO and CAS number 2687-96-9. This pyrrolidone derivative features a 12-carbon alkyl chain attached to the nitrogen atom of the pyrrolidin-2-one ring structure. With a molecular weight of 253.42 g/mol, it belongs to the family of N-alkylpyrrolidones, which are known for their solvent and penetration-enhancing properties in various industrial applications.

What are the physicochemical properties of 1-dodecylpyrrolidin-2-one?

1-dodecylpyrrolidin-2-one is typically a liquid at room temperature with amphiphilic properties due to its polar pyrrolidone head group and long hydrophobic alkyl chain. The compound exhibits good solubility in organic solvents and limited water solubility. Its structure provides both hydrophilic and lipophilic characteristics, making it an effective surfactant and penetration enhancer. The long dodecyl chain contributes to its surface-active properties and ability to interact with lipid membranes.

What is 1-dodecylpyrrolidin-2-one used for?

1-dodecylpyrrolidin-2-one is primarily used as a penetration enhancer in pharmaceutical and cosmetic formulations, improving the delivery of active ingredients through biological membranes. It serves as a solubilizer and surfactant in various industrial applications. The compound is also employed in research for drug delivery systems and membrane permeation studies. Its amphiphilic properties make it valuable in formulations requiring enhanced bioavailability and controlled release of active substances.

How to handle 1-dodecylpyrrolidin-2-one safely?

1-dodecylpyrrolidin-2-one must be handled with extreme caution as it is classified as corrosive to skin (Skin Corr. 1B) and a skin sensitizer (Skin Sens. 1). Wear appropriate personal protective equipment including chemical-resistant gloves, safety goggles, and protective clothing. Work in well-ventilated areas or under fume hoods to avoid inhalation. Prevent direct skin and eye contact at all costs. Have emergency eyewash and shower facilities readily available in the work area.

How to store 1-dodecylpyrrolidin-2-one correctly?

1-dodecylpyrrolidin-2-one should be stored in tightly sealed, corrosion-resistant containers in a cool, dry, well-ventilated area away from heat sources and direct sunlight. Keep containers upright and ensure secondary containment to prevent spills. Store away from incompatible materials and oxidizing agents. Maintain storage temperature as recommended by the manufacturer. Access should be restricted to trained personnel only, and storage areas must be clearly labeled with appropriate hazard warnings and safety information.

What to do in case of contact with 1-dodecylpyrrolidin-2-one?

1-dodecylpyrrolidin-2-one contact requires immediate action due to its corrosive properties. For skin contact, immediately remove contaminated clothing and rinse affected area with copious amounts of water for at least 15 minutes. For eye contact, flush immediately with water for at least 15 minutes while holding eyelids open. Seek immediate medical attention for any exposure. If inhaled, move to fresh air immediately. Do not induce vomiting if swallowed; rinse mouth and seek medical care immediately.

How to dispose of 1-dodecylpyrrolidin-2-one properly?

1-dodecylpyrrolidin-2-one disposal must comply with local and international environmental regulations due to its aquatic toxicity classification (Aquatic Acute 1; Aquatic Chronic 1). Never discharge into sewers, waterways, or soil. Contact licensed hazardous waste disposal companies for proper treatment and disposal. Small quantities may require neutralization or incineration at authorized facilities. Contaminated containers and materials must also be disposed of as hazardous waste. Always consult current regulatory guidelines before disposal.

How to transport 1-dodecylpyrrolidin-2-one?

1-dodecylpyrrolidin-2-one is classified under ADR Class 8 (Corrosive substances), Packing Group II, indicating it poses significant transport hazards. Transportation requires appropriate corrosive substance packaging, labeling, and documentation according to dangerous goods regulations. Vehicles must carry proper emergency equipment and placarding. Only authorized carriers experienced in hazardous materials transport should handle shipments. Ensure packages are properly sealed, labeled, and accompanied by safety data sheets and transport documents.

Is 1-dodecylpyrrolidin-2-one subject to particular regulations?

1-dodecylpyrrolidin-2-one is subject to REACH regulation requirements for registration, evaluation, and authorization in the European Union. While not currently listed as a Substance of Very High Concern (SVHC), its hazardous properties require compliance with CLP classification and labeling regulations. Users must implement appropriate risk management measures and provide safety data sheets. Transport regulations under ADR/RID apply for shipments. Additional sector-specific regulations may apply depending on intended use in pharmaceuticals, cosmetics, or industrial applications.

Where to buy 1-dodecylpyrrolidin-2-one in Europe?

1-dodecylpyrrolidin-2-one is available through OYSI, a European distributor specializing in technical and specialty chemicals. OYSI provides this compound to pharmaceutical, cosmetic, and research industries across Europe with appropriate documentation including certificates of analysis and safety data sheets. As a specialized chemical requiring expert handling knowledge, purchasing from experienced distributors like OYSI ensures proper regulatory compliance, packaging, and technical support for safe handling and application in your specific requirements.

Data Sources

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