5,8-Methano-2H-1-benzopyran, 6-ethylideneoctahydro-, (4aalpha,5beta,7E,8beta,8aalpha)- (CAS 85700-01-02) — Woody Middle to base Note Fragrance Ingredient
5,8-Methano-2H-1-benzopyran, 6-ethylideneoctahydro-, (4aalpha,5beta,7E,8beta,8aalpha)-
CAS 85700-01-02
What Is 5,8-Methano-2H-1-benzopyran, 6-ethylideneoctahydro-, (4aalpha,5beta,7E,8beta,8aalpha)-?
5,8-Methano-2H-1-benzopyran is a synthetic fragrance compound used in modern perfumery to create unique woody-amber accords. It’s found in niche fragrances and some designer scents. This ingredient matters because it helps perfumers craft innovative scent profiles that bridge traditional woody notes with contemporary amber-like warmth.
Safety Profile
USE WITH AWARENESSWhat Does 5,8-Methano-2H-1-benzopyran, 6-ethylideneoctahydro-, (4aalpha,5beta,7E,8beta,8aalpha)- Smell Like?
This synthetic molecule unfolds with an intriguing duality – opening with crisp, camphoraceous top notes that recall alpine forests, then revealing a heart of warm, ambery woods with subtle leather undertones. The dry-down evolves into a sophisticated woody-musk character that lingers close to the skin, creating an intimate sillage. Its complex structure allows it to bridge fresh and warm accords, making it particularly valuable in modern amber compositions where traditional materials might be too heavy or sweet.
Chemistry, Properties & Perfumer Guide
The Chemistry
5,8-Methano-2H-1-benzopyran belongs to the benzopyran class of compounds, characterized by a fused benzene and pyran ring system. The methano bridge creates a rigid bicyclic structure that contributes to its odor persistence. While not found in nature, its synthesis typically involves Diels-Alder reactions to construct the bicyclic core followed by selective hydrogenation. The specific stereochemistry indicated in the IUPAC name (4aalpha,5beta,7E,8beta,8aalpha) is crucial for its olfactory properties, with each stereocenter contributing to the three-dimensional shape that interacts with olfactory receptors.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 1-3% | Up to 5% | Used as woody-amber modifier |
| Functional Fragrance | 0.5-1% | Up to 2% | For sophisticated woody notes |
Classic Accords
Tip: Use in small quantities to add depth to woody accords without overwhelming the composition.
Alternatives & Comparisons
Offers similar woody-musky characteristics but with more pronounced sweetness and diffusion.
Provides comparable woody aspects but with less amber character and better blending properties.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
Not currently restricted by IFRA standards.
RIFM Assessment
Full safety assessment not yet published by RIFM.
Sustainability
As a synthetic material, this compound avoids natural resource depletion concerns associated with some traditional woody materials. However, its petroleum-based synthesis requires careful consideration of green chemistry principles. The fragrance industry is increasingly looking at biocatalytic routes for similar complex bicyclic structures.
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