4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione
C15H23NO4
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Identification
- CAS Number
- 66-81-9
- EC Number
- 200-636-0
- UN Number
- 2588
- Index Number
- 613-140-00-8
- PubChem CID
- 6197
Physical-chemical properties
- Molecular Formula
- C15H23NO4
- Molar Mass
- 281.35 g/mol
- IUPAC Name
- 4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione
Chemical Identifiers
- InChI
- InChI=1S/C15H23NO4/c1-8-3-9(2)15(20)11(4-8)12(17)5-10-6-13(18)16-14(19)7-10/h8-12,17H,3-7H2,1-2H3,(H,16,18,19)/t8-,9-,11-,12+/m0/s1
- InChI Key
- YPHMISFOHDHNIV-FSZOTQKASA-N
Overview
4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione (CAS 66-81-9) is a complex organic compound with significant biological activity and strict handling requirements. This glutarimide derivative represents a structurally sophisticated molecule featuring multiple chiral centers and a distinctive bicyclic framework. With the molecular formula C15H23NO4 and a molecular weight of 281.35 g/mol, this compound exhibits considerable stereochemical complexity that directly influences its biological properties and industrial applications. The presence of both piperidine-2,6-dione and substituted cyclohexyl moieties creates unique reactivity patterns that distinguish it from simpler organic compounds. The compound carries severe safety classifications including Muta. 2 (mutagenicity), Repr. 1B (reproductive toxicity), and Acute Tox. 2 (acute toxicity), requiring exceptional handling precautions. These hazard classes mandate specialized storage conditions, personal protective equipment, and trained personnel for safe manipulation. Unlike less hazardous compounds such as N-methylaniline, this substance demands rigorous safety protocols throughout its supply chain. Transportation regulations classify this material under ADR Class 6.1, reflecting its toxic properties and requiring appropriate shipping documentation and packaging specifications. The combination of GHS08, GHS06, and GHS09 pictograms clearly communicates health, toxicity, and environmental hazards to handlers. Primary industrial applications include pharmaceutical intermediate synthesis, specialized chemical research, and controlled laboratory investigations. The compound's unique stereochemistry makes it valuable for developing enantioselective synthetic methodologies and studying structure-activity relationships. OYSI maintains this specialized chemical in our European distribution network, ensuring compliance with all regulatory requirements and providing technical support for qualified industrial customers.
Safety & Classification
Muta. 2; Repr. 1B; Acute Tox. 2 *; Aquatic Chronic 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
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 | 2588 |
| ADR Class | 6.1 |
| Packing Group | I |
| Tunnel Code | C/E |
| Proper Shipping Name | Cycloheximid, fest, sehr giftig |
| Marine Pollutant | No |
Frequently Asked Questions
What is 4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione?
4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione is a synthetic organic compound with CAS number 66-81-9 and molecular formula C15H23NO4. This chemical has a molecular weight of 281.35 g/mol and contains both piperidine-2,6-dione and cyclohexyl structural units. It is classified as a hazardous substance with significant health risks including mutagenicity and reproductive toxicity, requiring careful handling and specialized safety measures.
What are the physicochemical properties of 4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione?
4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione is an organic solid compound with a molecular weight of 281.35 g/mol and formula C15H23NO4. The substance contains multiple functional groups including ketones, amide, and hydroxyl groups, which influence its solubility and reactivity. Its complex stereochemistry with defined R and S configurations makes it a chiral compound with specific optical activity properties.
What is 4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione used for?
4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione is primarily used in pharmaceutical research and chemical synthesis applications. Its complex molecular structure makes it valuable for specialized chemical processes and as an intermediate in organic synthesis. Due to its high toxicity classification and reproductive hazards, its use is restricted to professional industrial applications with appropriate safety controls and qualified personnel.
How to handle 4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione safely?
4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione requires extreme safety precautions due to its Acute Tox. 2, Muta. 2, and Repr. 1B classifications. Always wear full protective equipment including chemical-resistant gloves, safety goggles, and respiratory protection. Work only in well-ventilated areas or fume hoods. Avoid skin contact, inhalation, and ingestion. Handle in dedicated areas away from food and drinking water.
How to store 4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione correctly?
4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione must be stored in a cool, dry, well-ventilated area away from incompatible materials. Keep containers tightly sealed and properly labeled with hazard warnings. Store separately from food, feed, and drinking water due to its high toxicity. Ensure storage areas are equipped with appropriate spill containment measures and emergency equipment. Access should be restricted to trained personnel only.
What to do in case of contact with 4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione?
Immediate action is required for contact with 4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione due to its high acute toxicity. For skin contact, remove contaminated clothing and rinse with plenty of water for at least 15 minutes. If inhaled, move to fresh air immediately. For eye contact, flush with water for 15 minutes. Seek immediate medical attention in all cases and provide the safety data sheet to medical personnel.
How to dispose of 4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione appropriately?
4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione must be disposed of as hazardous waste according to local and European regulations. Contact licensed waste disposal companies specialized in toxic chemical waste. Do not dispose of in regular waste streams, sewers, or water systems due to its environmental hazards (Aquatic Chronic 2). Ensure proper documentation and tracking of waste disposal for regulatory compliance.
How to transport 4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione?
4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione is classified under ADR Class 6.1 (Toxic substances), Packing Group I, indicating high toxicity requiring maximum packaging standards. Transportation must comply with dangerous goods regulations including proper labeling, packaging, and documentation. Only authorized carriers with dangerous goods certification can transport this material. Emergency response information must accompany shipments, and specific routing restrictions may apply.
Is 4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione subject to special regulations?
4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione is subject to strict European regulations under REACH and CLP due to its hazard classifications. While not currently listed as SVHC, its Repr. 1B and Muta. 2 classifications require authorization for certain uses and comprehensive risk assessments. Companies must comply with notification requirements, safety data sheet provisions, and worker protection regulations when handling this substance.
Where to buy 4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione in Europe?
4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione is available through OYSI, a specialized European distributor of technical chemicals. Due to its high toxicity classification and regulatory requirements, purchase is restricted to qualified industrial users with appropriate handling capabilities. OYSI provides comprehensive documentation including safety data sheets, certificates of analysis, and regulatory compliance information to support safe and legal use of this hazardous chemical.
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4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione 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.