(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 spiro bicyclic ketone compound with distinctive structural characteristics and specialized industrial applications. This synthetic organic compound features a unique spiro structure combining a bicyclic heptane framework with a cyclohexene ring system, creating a rigid three-dimensional molecular architecture. With a molecular formula of C15H22O and molecular weight of 218.33 g/mol, this ketone exhibits specific stereochemical properties defined by its (1S,2S,3S,5R) configuration. The compound's complex structure makes it valuable in specialized chemical synthesis applications where precise molecular geometry is required. From a safety perspective, this substance presents significant hazards requiring careful handling protocols. Classified under GHS pictograms GHS05, GHS07, and GHS09 with the signal word "Danger," it exhibits skin corrosive properties (Skin Corr. 1B) and acts as a skin sensitizer (Skin Sens. 1). Additionally, it poses acute and chronic aquatic toxicity risks (Aquatic Acute 1; Aquatic Chronic 1), necessitating stringent environmental protection measures during storage and use. The ADR Class 8 classification indicates its corrosive nature for transportation purposes. Industrial applications typically include use as an intermediate in fine chemical synthesis, pharmaceutical research, and specialty chemical manufacturing. The compound's rigid spiro structure makes it particularly valuable in developing complex molecular frameworks for advanced materials science applications. Unlike simpler compounds such as 1-dodecylpyrrolidin-2-one, this spiro ketone offers unique reactivity patterns due to its constrained geometry. OYSI maintains reliable supply chains for this specialized chemical compound, ensuring consistent availability for European industrial customers requiring high-purity materials for their technical applications.
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 a molecular weight of 218.33 g/mol. This substance features a spirocyclic structure combining bicyclic and cyclohexene components with specific stereochemistry. It is classified as hazardous with corrosive and sensitizing properties, requiring careful handling protocols in industrial applications.
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?
This compound is an organic molecule with molecular formula C15H22O and molecular weight 218.33 g/mol, indicating it contains 15 carbon atoms, 22 hydrogen atoms, and one oxygen atom. The spirocyclic structure suggests it likely exists as a solid or viscous liquid at room temperature. Specific physical properties such as melting point, boiling point, density, and solubility parameters would require detailed technical documentation from the manufacturer.
What is (1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,4'-cyclohex-2-ene]-1'-one used for?
This compound is typically used as a specialty chemical intermediate in organic synthesis and pharmaceutical research applications. Its complex spirocyclic structure makes it valuable for developing advanced materials, fragrance compounds, or pharmaceutical intermediates. The specific stereochemistry indicated by the (1S,2S,3S,5R) configuration suggests applications requiring precise molecular architecture, such as in fine chemical manufacturing or research and development projects.
How to handle (1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,4'-cyclohex-2-ene]-1'-one safely?
This substance must be handled with extreme caution due to its Skin Corr. 1B and Skin Sens. 1 classifications. Essential PPE includes chemical-resistant gloves, safety goggles, and protective clothing to prevent skin contact. Work in well-ventilated areas or under fume extraction systems. Avoid direct contact with skin, eyes, and clothing. Have emergency eyewash and safety shower facilities readily available, and ensure personnel are trained in proper handling procedures.
How to store (1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,4'-cyclohex-2-ene]-1'-one correctly?
This substance should be stored in tightly sealed containers in a cool, dry, well-ventilated area away from incompatible materials. Due to its corrosive nature (Skin Corr. 1B), use chemically resistant containers and avoid metal containers that may corrode. Store away from heat sources, ignition sources, and direct sunlight. Implement proper secondary containment measures and ensure storage areas are equipped with appropriate spill response materials and emergency equipment.
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?
Immediate action is critical due to the corrosive nature of this substance. For skin contact, immediately remove contaminated clothing and flush affected area with copious amounts of water for at least 15 minutes. For eye contact, rinse immediately with water for at least 15 minutes while holding eyelids open. Seek immediate medical attention in all cases of exposure. Do not use neutralizing agents and avoid rubbing affected areas.
How to dispose of (1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,4'-cyclohex-2-ene]-1'-one properly?
This substance requires disposal as hazardous waste according to local and international regulations due to its corrosive and aquatic toxicity classifications. Contact licensed hazardous waste disposal companies for proper treatment and disposal. Do not discharge to sewers, waterways, or soil due to its Aquatic Acute 1 and Aquatic Chronic 1 classifications. Follow all applicable waste disposal regulations including proper labeling, documentation, and manifesting procedures.
How to transport (1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,4'-cyclohex-2-ene]-1'-one?
This substance is classified under ADR Class 8 (Corrosive substances), Packing Group II, indicating moderate danger level for transportation. It requires appropriate corrosive substance packaging, labeling with Class 8 hazard labels, and proper shipping documentation. Transport must comply with ADR regulations for corrosive materials, including use of approved packaging, vehicle placarding, and driver training requirements. Ensure emergency response information accompanies shipments.
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?
This substance is subject to CLP regulation classification as Skin Corr. 1B, Skin Sens. 1, Aquatic Acute 1, and Aquatic Chronic 1, requiring appropriate hazard labeling and safety data sheets. It falls under REACH regulation requirements for registration, evaluation, and authorization within the European Union. While not currently listed as an SVHC (Substance of Very High Concern), its hazardous properties require compliance with occupational safety and environmental protection regulations.
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?
OYSI serves as a reliable European distributor for this specialized chemical compound, offering comprehensive supply solutions across European markets. As an established chemical distributor, OYSI provides proper documentation, regulatory compliance support, and technical assistance for this hazardous substance. Contact OYSI directly for availability, specifications, and pricing information, ensuring you receive properly classified and labeled material meeting all European regulatory requirements.
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SDS Service
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
REACH Compliance Service
Digital Product Passport
EU-compliant product documentation
ADR Consulting for (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 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.