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 nitrogen-containing heterocyclic compound with surfactant properties and chemical penetration enhancement capabilities. This synthetic organic compound belongs to the pyrrolidinone family and features a twelve-carbon alkyl chain attached to the nitrogen atom of the pyrrolidin-2-one ring system. With its molecular formula C16H31NO and molecular weight of 253.42 g/mol, 1-dodecylpyrrolidin-2-one exhibits amphiphilic characteristics that make it valuable in various industrial applications requiring surface activity and membrane permeation enhancement. The compound presents significant safety considerations, classified as a skin corrosive substance (Skin Corr. 1B) and skin sensitizer (Skin Sens. 1) under the GHS classification system. Its aquatic toxicity profile requires careful environmental management, being classified as Aquatic Acute 1 and Aquatic Chronic 1. The danger signal word and corresponding pictograms GHS05, GHS07, and GHS09 reflect its corrosive, health hazard, and environmental hazard properties. Transportation falls under ADR Class 8, indicating its corrosive nature during handling and shipping. Primary industrial applications include its use as a chemical penetration enhancer in pharmaceutical and cosmetic formulations, where it facilitates transdermal drug delivery and improves the bioavailability of active compounds. It also serves as a surfactant in specialized chemical processes and as a solubilizing agent in various formulations. Unlike structurally different compounds such as N'-[2-[2-[2-(2-aminoethylamino)ethylamino]ethylamino]ethyl]ethane-1,2-diamine, which functions primarily as a chelating agent, 1-dodecylpyrrolidin-2-one's long alkyl chain provides unique amphiphilic properties essential for membrane interaction applications. OYSI maintains reliable supply chains for 1-dodecylpyrrolidin-2-one to support 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 an organic chemical compound with the molecular formula C16H31NO and CAS number 2687-96-9. This substance belongs to the pyrrolidinone family and features a twelve-carbon alkyl chain attached to the pyrrolidin-2-one ring structure. With a molecular weight of 253.42 g/mol, it is classified as a corrosive substance with significant skin sensitization properties and environmental hazards to aquatic life.

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

1-dodecylpyrrolidin-2-one is an organic compound with molecular formula C16H31NO and molecular weight of 253.42 g/mol. As a long-chain alkylated pyrrolidinone, it typically appears as a viscous liquid at room temperature. The compound's amphiphilic structure, combining the polar pyrrolidinone head group with a hydrophobic dodecyl chain, gives it surfactant-like properties and influences its solubility characteristics in both polar and non-polar solvents.

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

1-dodecylpyrrolidin-2-one is primarily used as a penetration enhancer and solubilizer in pharmaceutical and cosmetic formulations. Its unique chemical structure makes it effective in transdermal drug delivery systems, helping active ingredients penetrate biological membranes. The compound also finds applications in specialty chemical formulations where its surfactant properties and solubilizing capabilities are valuable for improving product performance and stability.

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

1-dodecylpyrrolidin-2-one requires careful handling due to its Skin Corr. 1B and Skin Sens. 1 classifications. Essential personal protective equipment includes chemical-resistant gloves, safety goggles, and protective clothing to prevent skin and eye contact. Work in well-ventilated areas or use local exhaust ventilation. Avoid inhalation and ensure emergency eyewash stations and safety showers are readily accessible. Handle with appropriate chemical handling procedures to minimize exposure risks.

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

1-dodecylpyrrolidin-2-one should be stored in tightly sealed containers in a cool, dry, well-ventilated area away from heat sources and direct sunlight. Due to its corrosive nature (ADR Class 8, Group II), use compatible packaging materials and ensure containers are properly labeled with appropriate hazard warnings. Store separately from incompatible materials and ensure storage areas have appropriate spill containment measures and emergency response equipment readily available.

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

Immediate action is crucial due to 1-dodecylpyrrolidin-2-one's corrosive properties. For skin contact, immediately remove contaminated clothing and flush affected areas with copious amounts of water for at least 15 minutes. For eye contact, rinse thoroughly with clean water for at least 15 minutes while holding eyelids open. Seek immediate medical attention for any exposure. If inhaled, move to fresh air immediately and seek medical advice if breathing difficulties occur.

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

1-dodecylpyrrolidin-2-one disposal must comply with local, national, and EU waste regulations due to its hazardous classification. The substance should be treated as hazardous waste and disposed of through licensed waste management facilities capable of handling corrosive and environmentally hazardous materials. Never dispose of via regular drains or municipal waste systems. Consult with certified waste disposal companies and follow all applicable environmental protection guidelines for proper disposal procedures.

How to transport 1-dodecylpyrrolidin-2-one?

1-dodecylpyrrolidin-2-one is classified under ADR as Class 8 (corrosive substances), Packing Group II, indicating moderate danger level. Transportation requires appropriate corrosive-resistant packaging, proper hazard labeling with GHS05, GHS07, and GHS09 pictogrammes, and compliance with dangerous goods transport regulations. Vehicles must carry appropriate emergency equipment and documentation. Only trained personnel should handle transportation, and routes should avoid environmentally sensitive areas due to the substance's aquatic toxicity classification.

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

1-dodecylpyrrolidin-2-one is subject to standard EU chemical regulations including REACH registration and CLP classification requirements. While not currently listed as an SVHC (Substance of Very High Concern), its multiple hazard classifications require compliance with occupational health and safety regulations, environmental protection measures, and proper hazard communication. Users must ensure appropriate risk assessments, safety data sheets, and worker protection measures are in place according to applicable legislation.

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

1-dodecylpyrrolidin-2-one is available through OYSI, a specialized European distributor of technical chemicals. OYSI provides this substance to industrial and research customers across Europe, ensuring proper regulatory compliance, appropriate packaging, and technical support. As a professional chemical distributor, OYSI maintains quality standards and provides necessary documentation including safety data sheets and certificates of analysis to meet customer requirements and regulatory obligations.

Data Sources

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