(3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one
C11H16N2O2
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Identification
- CAS Number
- 92-13-7
- EC Number
- 202-128-4
- UN Number
- 1544
- Index Number
- 614-016-00-6
- PubChem CID
- 5910
Physical-chemical properties
- Molecular Formula
- C11H16N2O2
- Molar Mass
- 208.26 g/mol
- IUPAC Name
- (3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one
Chemical Identifiers
- InChI
- InChI=1S/C11H16N2O2/c1-3-10-8(6-15-11(10)14)4-9-5-12-7-13(9)2/h5,7-8,10H,3-4,6H2,1-2H3/t8-,10-/m0/s1
- InChI Key
- QCHFTSOMWOSFHM-WPRPVWTQSA-N
Overview
(3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one (CAS 92-13-7) is a chiral lactone compound featuring an imidazole substituent with significant pharmaceutical applications. This specialized organic compound represents a unique structural motif combining a γ-lactone ring with an imidazole heterocycle, making it particularly valuable in medicinal chemistry and pharmaceutical synthesis. The molecule exhibits defined stereochemistry with its (3S,4R) configuration, which is crucial for its biological activity and synthetic utility. Its molecular formula C11H16N2O2 and molecular weight of 208.26 g/mol reflect a compact yet functionally rich structure that serves as an important building block in drug development. The compound's safety profile requires careful handling protocols, as indicated by its Acute Tox. 2 classification under GHS regulations. The presence of the GHS06 skull and crossbones pictogram and "Danger" signal word emphasizes the need for appropriate personal protective equipment and controlled storage conditions. Transportation falls under ADR Class 6.1, designating it as a toxic substance requiring specialized shipping procedures. Primary industrial applications include pharmaceutical intermediate synthesis, where the compound's chiral lactone structure proves essential for developing complex drug molecules. The imidazole moiety provides coordination sites for metal complexation, making it valuable in catalysis research. Additionally, it serves as a precursor in fine chemical manufacturing, particularly in processes requiring stereoselective transformations. While structurally distinct from compounds like chloromethylbenzene, it shares applications in pharmaceutical synthesis where heterocyclic building blocks are essential. OYSI maintains reliable supply chains for this specialized pharmaceutical intermediate, ensuring consistent availability for European chemical manufacturers and research institutions.
Safety & Classification
Acute Tox. 2 *; Acute Tox. 2 *
GHS Pictograms
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:
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 | 1544 |
| ADR Class | 6.1 |
| Packing Group | II |
| Tunnel Code | D/E |
| Proper Shipping Name | Pilocarpin, fest |
| Marine Pollutant | No |
Frequently Asked Questions
What is (3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one?
(3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one is an organic compound with CAS number 92-13-7 and molecular formula C11H16N2O2. This chiral molecule contains an oxolan-2-one ring system substituted with an ethyl group and a methylimidazole moiety. With a molecular weight of 208.26 g/mol, it represents a complex heterocyclic compound featuring both lactone and imidazole functional groups in its structure.
What are the physicochemical properties of (3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one?
(3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one has a molecular weight of 208.26 g/mol and contains nitrogen-containing heterocyclic structures. The compound features both polar imidazole and lactone groups, which influence its solubility characteristics. The presence of the imidazole ring typically confers some water solubility, while the ethyl substitution adds lipophilic character. Specific physical properties such as melting point, boiling point, and exact solubility data would require experimental determination.
What is (3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one used for?
(3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one is used primarily in pharmaceutical research and chemical synthesis applications. The compound's unique stereochemistry and functional groups make it valuable as an intermediate in organic synthesis or as a building block for more complex molecules. Its imidazole moiety suggests potential applications in medicinal chemistry, where imidazole-containing compounds are frequently encountered in drug development and pharmaceutical manufacturing processes.
How to handle (3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one safely?
(3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one must be handled with extreme caution due to its Acute Tox. 2 classification and GHS06 pictogram indicating high toxicity. Mandatory personal protective equipment includes chemical-resistant gloves, safety goggles, and appropriate respiratory protection. Work should be conducted in well-ventilated areas or under fume hoods. Avoid skin contact, inhalation, and ingestion. Emergency shower and eyewash stations must be readily accessible when handling this substance.
How to store (3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one correctly?
(3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one should be stored in a cool, dry, well-ventilated area away from incompatible materials. Due to its high toxicity classification, storage must comply with local regulations for toxic substances. Use appropriate secondary containment and ensure containers are properly labeled with hazard information. Store away from heat sources, direct sunlight, and moisture. Access should be restricted to trained personnel only, and inventory should be regularly monitored.
What to do in case of contact with (3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one?
Immediate medical attention is required for any contact with (3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one due to its Acute Tox. 2 classification. For skin contact, remove contaminated clothing and rinse thoroughly with water for at least 15 minutes. If inhaled, move to fresh air immediately. For eye contact, flush with water for 15 minutes while holding eyelids open. If ingested, do not induce vomiting and seek emergency medical care immediately. Contact poison control centers when necessary.
How to dispose of (3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one appropriately?
(3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one must be disposed of as hazardous waste according to local, national, and EU regulations due to its high toxicity. Contact licensed hazardous waste disposal companies for proper treatment and disposal. Never dispose of this substance in regular waste streams, sewage systems, or the environment. Maintain detailed records of disposal activities as required by waste tracking regulations. Empty containers should also be treated as hazardous waste unless properly decontaminated.
How to transport (3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one?
(3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one is classified as ADR Class 6.1 (toxic substances) Packing Group II, indicating high toxicity requiring strict transport controls. Shipments must comply with dangerous goods regulations including proper packaging, labeling, and documentation. Vehicles must carry appropriate emergency equipment and drivers require hazmat certification. Transport documents must include emergency response information and 24-hour emergency contact numbers. Only approved packaging meeting UN specifications may be used.
Is (3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one subject to specific regulations?
(3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one is subject to REACH registration requirements and CLP classification regulations within the EU. The substance is not currently listed as a Substance of Very High Concern (SVHC). However, its Acute Tox. 2 classification requires compliance with occupational exposure limits and worker protection regulations. Import/export may require permits depending on destination countries. Users must maintain safety data sheets and conduct appropriate risk assessments before use.
Where to buy (3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one in Europe?
(3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one is available through OYSI, a specialized European distributor of chemical products. OYSI provides reliable supply chains for research institutions and industrial customers across Europe. As a regulated toxic substance, purchases may require documentation of intended use and appropriate handling capabilities. Contact OYSI's technical team for availability, specifications, and regulatory compliance support. Proper licensing and safety infrastructure may be required for purchase and receipt of this material.
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ADR Consulting for (3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one
(3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one is a dangerous good. We support you with labeling, packaging, and transport documentation.
Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.