(3'S,6'S,9'S)-2',2',8',8'-tetramethylspiro[1,3-dioxolane-2,10'-octahydro-1H-2,4a-methanonapthalene]

C17H28O2

CAS154171-77-4
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt

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Identification

CAS Number
154171-77-4
EC Number
415-460-1
UN Number
3082
Index Number
606-069-00-9
PubChem CID
118976605

Physical-chemical properties

Molecular Formula
C17H28O2
Molar Mass
264.40 g/mol
IUPAC Name
(3'S,6'S,9'S)-2',2',8',8'-tetramethylspiro[1,3-dioxolane-2,10'-octahydro-1H-2,4a-methanonapthalene]

Chemical Identifiers

InChI
InChI=1S/C17H28O2/c1-14(2)7-8-17(18-9-10-19-17)13-15(3,4)12-5-6-16(13,14)11-12/h12-13H,5-11H2,1-4H3/t12-,13-,16-/m0/s1
InChI Key
RTPMDRYHLHGFGT-XEZPLFJOSA-N

Overview

(3'S,6'S,9'S)-2',2',8',8'-tetramethylspiro[1,3-dioxolane-2,10'-octahydro-1H-2,4a-methanonapthalene] (CAS 154171-77-4) is a complex spirocyclic organic compound with distinctive dioxolane and methanonapthalene structural features. This specialized chemical compound belongs to the family of spiro compounds, characterized by its unique molecular architecture where two ring systems share a single carbon atom. With a molecular formula of C17H28O2 and molecular weight of 264.4 g/mol, this substance exhibits notable structural complexity due to its octahydro-methanonapthalene backbone fused with a dioxolane ring system. The compound's stereochemistry is precisely defined by its three chiral centers at the 3', 6', and 9' positions, ensuring specific three-dimensional orientation that influences its chemical behavior and potential applications. From a safety perspective, this compound is classified under the Globally Harmonized System as Aquatic Chronic 2, indicating potential long-term adverse effects on aquatic environments. The GHS09 pictogram reflects its environmental hazard classification, while its ADR Class 9 designation categorizes it as a miscellaneous dangerous substance for transport purposes. These classifications necessitate appropriate handling protocols and environmental protection measures during storage, use, and disposal. The compound's spirocyclic structure makes it particularly valuable in pharmaceutical intermediates and specialty chemical synthesis, where its rigid framework can serve as a building block for more complex molecules. Industrial applications typically include use as a synthetic intermediate in the development of bioactive compounds and as a structural component in advanced materials chemistry. Unlike simpler compounds such as N-tert-butyl-N'-(4-ethylbenzoyl)-3,5-dimethylbenzohydrazide, this spirocyclic structure offers unique spatial arrangements that are highly sought after in medicinal chemistry applications. OYSI maintains reliable supply chains for this specialized compound, supporting European industrial and research requirements with appropriate documentation and regulatory compliance.

Safety & Classification

Classification:

Aquatic Chronic 2

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H411

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

Transport (ADR)

UN Number3082
ADR Class9
Packing GroupIII
Tunnel Code-
Proper Shipping NameSpiro[1,3-dioxolan-2,5'-(4',4',8',8'-tetramethyl-hexahydro-3',9'-methannaphthalin)]
Marine PollutantNo

Frequently Asked Questions

What is (3'S,6'S,9'S)-2',2',8',8'-tetramethylspiro[1,3-dioxolane-2,10'-octahydro-1H-2,4a-methanonapthalene]?

(3'S,6'S,9'S)-2',2',8',8'-tetramethylspiro[1,3-dioxolane-2,10'-octahydro-1H-2,4a-methanonapthalene] is a complex organic compound with the molecular formula C17H28O2 and molecular weight 264.4 g/mol. This spirocyclic compound features a dioxolane ring system fused to a substituted naphthalene structure. It is classified under CAS number 154171-77-4 and presents environmental hazards, specifically chronic aquatic toxicity. The compound's stereochemistry is defined by three specific chiral centers.

What are the physicochemical properties of (3'S,6'S,9'S)-2',2',8',8'-tetramethylspiro[1,3-dioxolane-2,10'-octahydro-1H-2,4a-methanonapthalene]?

The compound exhibits typical properties of a medium-sized organic molecule with its molecular weight of 264.4 g/mol. As a spirocyclic structure containing both aliphatic and cyclic components, it likely presents as a liquid or low-melting solid at ambient conditions. The presence of the dioxolane ring suggests limited water solubility but good solubility in organic solvents. Specific physical data such as melting point, boiling point, and density would require experimental determination for this specialized compound.

What is (3'S,6'S,9'S)-2',2',8',8'-tetramethylspiro[1,3-dioxolane-2,10'-octahydro-1H-2,4a-methanonapthalene] used for?

The compound serves as an intermediate in organic synthesis and pharmaceutical research due to its complex spirocyclic structure. Its specific stereochemistry makes it valuable for developing chiral compounds and studying stereochemical effects in chemical reactions. The dioxolane functionality suggests potential applications in protecting group chemistry. Given its specialized nature, it is primarily used in research laboratories, pharmaceutical development, and fine chemical synthesis rather than large-scale industrial applications.

How to safely handle (3'S,6'S,9'S)-2',2',8',8'-tetramethylspiro[1,3-dioxolane-2,10'-octahydro-1H-2,4a-methanonapthalene]?

Safe handling requires standard laboratory safety equipment including chemical-resistant gloves, safety goggles, and lab coats to prevent skin and eye contact. Work in a well-ventilated area or under a fume hood to avoid inhalation. Given its Aquatic Chronic 2 classification, prevent environmental release and avoid disposal down drains. Use appropriate secondary containment when handling larger quantities. Ensure proper labeling and maintain safety data sheets accessible to all personnel working with this compound.

How to properly store (3'S,6'S,9'S)-2',2',8',8'-tetramethylspiro[1,3-dioxolane-2,10'-octahydro-1H-2,4a-methanonapthalene]?

Store the compound in tightly sealed containers in a cool, dry, well-ventilated area away from direct sunlight and heat sources. Maintain storage temperature according to supplier recommendations to preserve chemical stability. Keep containers properly labeled with hazard information and ensure compatibility with storage materials. Implement measures to prevent environmental release due to its aquatic toxicity classification. Regular inventory checks and proper segregation from incompatible chemicals ensure long-term storage safety and compound integrity.

What to do in case of contact with (3'S,6'S,9'S)-2',2',8',8'-tetramethylspiro[1,3-dioxolane-2,10'-octahydro-1H-2,4a-methanonapthalene]?

Immediate decontamination is essential following any contact. For skin contact, remove contaminated clothing and wash affected area thoroughly with soap and water for at least 15 minutes. In case of eye contact, flush immediately with clean water for at least 15 minutes while holding eyelids open. If inhaled, move to fresh air immediately. For ingestion, do not induce vomiting and seek immediate medical attention. Always consult the safety data sheet and contact emergency services if serious symptoms develop.

How to properly dispose of (3'S,6'S,9'S)-2',2',8',8'-tetramethylspiro[1,3-dioxolane-2,10'-octahydro-1H-2,4a-methanonapthalene]?

Disposal must comply with local and national environmental regulations due to its Aquatic Chronic 2 classification. Never dispose of down drains or into water systems as it poses chronic hazards to aquatic life. Arrange disposal through licensed hazardous waste contractors who can handle organic chemical waste appropriately. Small laboratory quantities may require incineration at high temperatures in approved facilities. Always consult local environmental authorities for specific disposal requirements and maintain waste tracking documentation as required.

How to transport (3'S,6'S,9'S)-2',2',8',8'-tetramethylspiro[1,3-dioxolane-2,10'-octahydro-1H-2,4a-methanonapthalene]?

Transport is regulated under ADR Class 9 (Miscellaneous Dangerous Goods), Packing Group III, indicating moderate hazard level during transport. Use appropriate packaging that meets UN specification requirements for Class 9 materials. Ensure proper labeling with GHS09 environmental hazard pictogram and relevant transport documentation. Vehicles must carry appropriate emergency response information and drivers should have proper training for hazardous materials transport. Follow all applicable national and international regulations for dangerous goods transportation.

Is (3'S,6'S,9'S)-2',2',8',8'-tetramethylspiro[1,3-dioxolane-2,10'-octahydro-1H-2,4a-methanonapthalene] subject to specific regulations?

The compound falls under REACH regulation requiring registration for manufacture or import above 1 tonne annually in the EU. CLP regulation mandates classification as Aquatic Chronic 2 with GHS09 pictogram for environmental hazards. It is not currently listed as a Substance of Very High Concern (SVHC). Transport regulations under ADR Class 9 apply for shipping. Users must comply with workplace safety regulations and environmental protection measures. Always verify current regulatory status as classifications and restrictions may be updated periodically.

Where to buy (3'S,6'S,9'S)-2',2',8',8'-tetramethylspiro[1,3-dioxolane-2,10'-octahydro-1H-2,4a-methanonapthalene] in Europe?

OYSI serves as a specialized European distributor for this complex organic compound, providing reliable supply to research institutions and pharmaceutical companies. As an established chemical distributor, OYSI ensures proper handling, storage, and documentation compliance with European regulations. The company can provide certificates of analysis, safety data sheets, and regulatory support for this specialized material. Contact OYSI directly for availability, specifications, and delivery options tailored to your research or industrial requirements across Europe.

Services for (3'S,6'S,9'S)-2',2',8',8'-tetramethylspiro[1,3-dioxolane-2,10'-octahydro-1H-2,4a-methanonapthalene]

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(3'S,6'S,9'S)-2',2',8',8'-tetramethylspiro[1,3-dioxolane-2,10'-octahydro-1H-2,4a-methanonapthalene] is a dangerous good. We support you with labeling, packaging, and transport documentation.

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Data Sources

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