(1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,4'-cyclohex-2-ene]-1'-one
C15H22O
Consulting for (1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,4'-cyclohex-2-ene]-1'-one
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Identification
- CAS Number
- 133636-82-5
- EC Number
- 430-460-1
- UN Number
- 3267
- Index Number
- 606-121-00-0
- PubChem CID
- 117859414
Physical-chemical properties
- Molecular Formula
- C15H22O
- Molar Mass
- 218.33 g/mol
- IUPAC Name
- (1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,4'-cyclohex-2-ene]-1'-one
Chemical Identifiers
- InChI
- InChI=1S/C15H22O/c1-10-13-8-11(14(13,2)3)9-15(10)6-4-12(16)5-7-15/h4,6,10-11,13H,5,7-9H2,1-3H3/t10-,11+,13-,15-/m0/s1
- InChI Key
- YBDPZJGWLRHCHO-WJNVRWDZSA-N
Overview
(1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,4'-cyclohex-2-ene]-1'-one (CAS 133636-82-5) is a complex spirocyclic organic compound with distinctive structural properties and industrial applications. This specialized chemical compound, featuring a molecular formula of C15H22O and molecular weight of 218.33 g/mol, belongs to the family of spirocyclic ketones characterized by its unique bicyclic structure. The compound's systematic IUPAC nomenclature reflects its sophisticated stereochemistry, incorporating multiple chiral centers that contribute to its specific chemical behavior and applications. With EC number 430-460-1, this substance represents an important example of advanced organic synthesis in industrial chemistry. The compound exhibits significant safety considerations requiring careful handling protocols. Classified under GHS pictogrammes GHS05, GHS07, and GHS09 with a "Danger" signal word, it presents multiple hazard categories including Skin Corr. 1B (skin corrosion), Skin Sens. 1 (skin sensitization), and aquatic toxicity concerns (Aquatic Acute 1; Aquatic Chronic 1). Its ADR classification as Class 8 indicates corrosive properties during transportation, necessitating specialized packaging and handling procedures. Industrial applications typically involve its use as an intermediate in organic synthesis, particularly in the development of specialty chemicals and advanced materials. The compound's unique spirocyclic structure makes it valuable in pharmaceutical intermediates and fragrance chemistry applications. Unlike simpler amine-based compounds such as 1-dodecylpyrrolidin-2-one, this spirocyclic ketone offers distinct reactivity patterns suitable for complex synthetic pathways. OYSI provides reliable access to this specialized compound for European industrial customers requiring high-quality chemical intermediates for their manufacturing processes.
Safety & Classification
Skin Corr. 1B; Skin Sens. 1; Aquatic Acute 1; Aquatic Chronic 1
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
Skin Contact
Measures if substance contacts the skin
Eye Contact
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 Number | 3267 |
| ADR Class | 8 |
| Packing Group | II |
| Tunnel Code | E |
| Proper Shipping Name | (+)-(1S,2S,3S,5R)-2,6,6-Trimethylbicyclo[3.1.1]heptan-3-spiro-1'-(cyclohex-2'-en-4'-on) |
| Marine Pollutant | No |
Frequently Asked Questions
What is (1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,4'-cyclohex-2-ene]-1'-one?
(1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,4'-cyclohex-2-ene]-1'-one is a complex organic compound with the molecular formula C15H22O and molecular weight 218.33 g/mol. This spiro compound features a unique bicyclic structure combining a bicyclo[3.1.1]heptane framework with a cyclohexenone ring system. The substance is classified under CAS number 133636-82-5 and presents significant safety concerns due to its corrosive and sensitizing properties.
What are the physicochemical properties of (1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,4'-cyclohex-2-ene]-1'-one?
(1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,4'-cyclohex-2-ene]-1'-one is an organic compound with molecular formula C15H22O and molecular weight 218.33 g/mol. As a ketone-containing spiro compound, it typically exists as a liquid or solid at room temperature. The presence of the ketone functional group and the complex spiro structure influence its solubility characteristics and reactivity. Specific physical properties such as melting point, boiling point, and exact appearance require consultation of detailed technical specifications.
What is (1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,4'-cyclohex-2-ene]-1'-one used for?
(1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,4'-cyclohex-2-ene]-1'-one is primarily used as an intermediate in organic synthesis and specialty chemical manufacturing. Its unique spiro structure makes it valuable for pharmaceutical research and development of complex molecules. The compound may also find applications in fragrance chemistry or as a building block for advanced materials. Due to its specialized nature, it is typically employed in research laboratories and specialized industrial processes requiring high-purity chemical intermediates.
How to handle (1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,4'-cyclohex-2-ene]-1'-one safely?
(1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,4'-cyclohex-2-ene]-1'-one requires extreme caution due to its Skin Corr. 1B and Skin Sens. 1 classifications. Mandatory protective equipment includes chemical-resistant gloves, safety goggles, and protective clothing. Work in well-ventilated areas or under fume hoods to prevent inhalation exposure. Avoid direct skin and eye contact at all costs. Have emergency eyewash stations and safety showers readily available. Only trained personnel should handle this substance following strict safety protocols and MSDS guidelines.
How to store (1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,4'-cyclohex-2-ene]-1'-one correctly?
(1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,4'-cyclohex-2-ene]-1'-one must be stored in a cool, dry, well-ventilated area away from heat sources and incompatible materials. Use corrosion-resistant containers with secure closures due to its corrosive nature. Keep away from oxidizing agents and reactive chemicals. Storage areas should be equipped with appropriate spill control measures and emergency equipment. Maintain temperature control to prevent degradation and ensure container integrity. Access should be restricted to authorized personnel only.
What to do in case of contact with (1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,4'-cyclohex-2-ene]-1'-one?
(1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,4'-cyclohex-2-ene]-1'-one contact requires immediate emergency response due to its corrosive properties. For skin contact, immediately flush with copious amounts of water for at least 15 minutes while removing contaminated clothing. For eye contact, rinse immediately with water for at least 15 minutes and seek immediate medical attention. If inhaled, move to fresh air immediately. Remove contaminated clothing carefully to avoid further exposure. Seek immediate medical attention for all exposure routes and provide MSDS to medical personnel.
How to dispose of (1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,4'-cyclohex-2-ene]-1'-one appropriately?
(1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,4'-cyclohex-2-ene]-1'-one must be disposed of as hazardous waste due to its corrosive and aquatic toxicity classifications. Contact licensed hazardous waste disposal companies for proper collection and treatment. Never dispose of via regular waste streams or drainage systems due to environmental hazards (Aquatic Acute 1, Aquatic Chronic 1). Follow all local, national, and EU waste regulations including the Waste Framework Directive. Containers must be properly labeled and documentation maintained for waste tracking purposes.
How to transport (1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,4'-cyclohex-2-ene]-1'-one?
(1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,4'-cyclohex-2-ene]-1'-one is classified as ADR Class 8 (corrosive substances), Packing Group II, indicating moderate danger level. Transportation requires UN-specification packaging tested for corrosive materials and proper hazard labeling with corrosive placards. Drivers must hold ADR certification for dangerous goods transport. Shipping documents must include proper shipping names, hazard classifications, and emergency response information. Vehicle requirements include appropriate emergency equipment and routing restrictions may apply in certain areas.
Is (1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,4'-cyclohex-2-ene]-1'-one subject to specific regulations?
(1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,4'-cyclohex-2-ene]-1'-one is subject to EU REACH regulation requiring registration for import/manufacture above tonnage thresholds. CLP regulation mandates proper classification and labeling with GHS05, GHS07, and GHS09 pictograms and 'Danger' signal word. The substance is not currently listed as SVHC under REACH. Workplace exposure regulations apply due to skin corrosion and sensitization properties. Environmental regulations govern discharge due to aquatic toxicity. Compliance with national chemical safety laws is mandatory.
Where to buy (1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,4'-cyclohex-2-ene]-1'-one in Europe?
(1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,4'-cyclohex-2-ene]-1'-one is available through OYSI, a specialized European distributor of high-quality chemical products. OYSI provides comprehensive technical support, regulatory compliance documentation, and reliable supply chains across Europe. As a professional chemical distributor, OYSI ensures proper handling, packaging, and transportation according to ADR requirements. Contact OYSI directly for availability, specifications, and pricing information. All purchases include complete safety documentation and regulatory compliance support for European markets.
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Request Safety Data Sheet for (1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,4'-cyclohex-2-ene]-1'-one
Technical Consulting
Application advice for (1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,4'-cyclohex-2-ene]-1'-one
REACH Safety Data Sheet
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EU-compliant product documentation
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(1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,4'-cyclohex-2-ene]-1'-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.