(1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol
C10H18O
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Identification
- CAS Number
- 124-76-5
- EC Number
- 204-712-4
- UN Number
- 1325
- PubChem CID
- 6321405
Physical-chemical properties
- Molecular Formula
- C10H18O
- Molar Mass
- 154.25 g/mol
- IUPAC Name
- (1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol
Chemical Identifiers
- InChI
- InChI=1S/C10H18O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7-8,11H,4-6H2,1-3H3/t7-,8-,10+/m1/s1
- InChI Key
- DTGKSKDOIYIVQL-MRTMQBJTSA-N
Overview
(1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol (CAS 124-76-5) is a bicyclic monoterpene alcohol with characteristic camphor-like properties and optical activity. This chiral organic compound, also known by its molecular formula C10H18O, belongs to the family of bicyclic terpene alcohols derived from the norbornane skeleton. With a molecular weight of 154.25 g/mol and EC number 204-712-4, this substance exhibits distinct stereochemical properties due to its three chiral centers, making it valuable in applications requiring specific optical activity. The compound features a rigid bicyclic structure with three methyl substituents and a secondary alcohol functional group, contributing to its unique physical and chemical characteristics. The substance presents favorable safety characteristics with no assigned GHS pictograms or signal words under standard classification systems. However, it falls under ADR class 4.1, indicating it should be handled as a flammable solid under transport regulations. Its bicyclic structure provides thermal stability while the alcohol functionality enables various chemical modifications and reactions. The compound's optical activity and structural rigidity distinguish it from simpler terpene alcohols and contrast with more complex heterocyclic compounds such as 1,3,5,7-tetrazatricyclo[3.3.1.13,7]decane, which features nitrogen-containing ring systems. Industrial applications include its use as a chiral building block in pharmaceutical synthesis, where its defined stereochemistry is crucial for producing enantiomerically pure compounds. The substance also finds application in fragrance formulations due to its terpene nature and in specialty chemical manufacturing as an intermediate for complex organic syntheses. Additionally, it serves in research applications requiring optically active bicyclic alcohols. OYSI maintains reliable supply chains for (1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol to support European industrial and research requirements.
Safety & Classification
No Hazard Classification
This substance is not classified as hazardous according to CLP Regulation (EC) No 1272/2008.
Transport (ADR)
| UN Number | 1325 |
| ADR Class | 4.1 |
| Packing Group | II |
| Tunnel Code | E |
| Proper Shipping Name | (+/-)-Isoborneol |
| Marine Pollutant | No |
Frequently Asked Questions
What is (1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol?
(1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol is a chiral monoterpene alcohol with the molecular formula C10H18O and CAS number 124-76-5. This bicyclic compound features a norbornane skeleton with three methyl substituents and a secondary alcohol functional group. With a molecular weight of 154.25 g/mol, it belongs to the family of terpene derivatives commonly found in natural products and essential oils.
What are the physicochemical properties of (1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol?
(1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol is a colorless to pale yellow liquid or crystalline solid at room temperature with a characteristic camphor-like odor. The compound has limited water solubility due to its hydrophobic bicyclic structure but dissolves readily in organic solvents such as ethanol, acetone, and hydrocarbons. Its tertiary alcohol structure contributes to its stability under normal conditions.
What is (1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol used for?
(1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol serves as an important intermediate in the synthesis of pharmaceuticals, fragrances, and specialty chemicals. It is utilized in the production of camphor derivatives, as a chiral building block in asymmetric synthesis, and as a precursor for various terpene-based compounds. The substance also finds applications in the formulation of cosmetic products and as a starting material for fine chemical manufacturing.
How to handle (1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol safely?
(1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol should be handled with standard laboratory safety precautions including wearing safety glasses, chemical-resistant gloves, and protective clothing. Work in a well-ventilated area or under a fume hood to avoid inhalation of vapors. Although no specific GHS hazard classifications are assigned, general chemical handling practices should be followed to prevent skin and eye contact, and avoid ingestion.
How to store (1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol correctly?
(1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol should be stored in tightly sealed containers in a cool, dry place away from heat sources and direct sunlight. Keep containers in a well-ventilated storage area and maintain temperatures below 25°C to prevent degradation. Store away from strong oxidizing agents and incompatible materials. Ensure proper labeling and inventory management to maintain product quality and traceability.
What to do in case of contact with (1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol?
In case of skin contact with (1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol, immediately wash the affected area with soap and plenty of water for at least 15 minutes. For eye contact, flush immediately with clean water for 15 minutes and seek medical attention. If inhaled, move to fresh air and rest in a comfortable position. In case of ingestion, do not induce vomiting and seek immediate medical advice.
How to dispose of (1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol appropriately?
(1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol waste must be disposed of in accordance with local, national, and European waste regulations. Contact licensed waste disposal companies for proper treatment and disposal of chemical waste. Do not discharge into drains, sewers, or the environment. Contaminated packaging should be completely emptied and disposed of through appropriate waste management channels following applicable environmental legislation.
How to transport (1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol?
(1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol is classified under ADR Class 4.1 (Flammable solids) with Packing Group II, indicating moderate danger level. Transportation requires appropriate UN-specification packaging and proper hazardous goods documentation. Vehicles must comply with ADR regulations for Class 4.1 substances, including proper placarding, equipment, and driver certification. Ensure packages are properly labeled and accompanied by transport documents.
Is (1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol subject to specific regulations?
(1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol is subject to standard REACH registration requirements for chemical substances manufactured or imported in the European Union. The substance is not classified as a Substance of Very High Concern (SVHC) and has no specific GHS hazard classifications. Companies handling this substance must comply with general chemical safety regulations, workplace safety directives, and environmental protection laws applicable in their jurisdiction.
Where to buy (1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol in Europe?
(1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol is available through OYSI, a specialized European distributor of technical chemicals serving industrial customers across Europe. OYSI provides reliable supply chains, technical support, and regulatory compliance assistance for chemical procurement. Contact OYSI directly for availability, specifications, packaging options, and delivery to your location within Europe. Professional customers benefit from technical expertise and comprehensive chemical supply solutions.
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ADR Consulting for (1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol
(1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol 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.