Methyl 4(or 1)-isopropyl-1(or 4)-methylbicyclo[2.2.2]oct-5-ene-2-carboxylate (CAS 68966-86-9) — Green Middle Note Fragrance Ingredient
Methyl 4(or 1)-isopropyl-1(or 4)-methylbicyclo[2.2.2]oct-5-ene-2-carboxylate
CAS 68966-86-9
What Is Methyl 4(or 1)-isopropyl-1(or 4)-methylbicyclo[2.2.2]oct-5-ene-2-carboxylate?
This synthetic ingredient is a rare bicyclic ester used in niche fragrances to add woody-green nuances with camphoraceous undertones. Perfumers value it for creating abstract forest impressions that bridge herbal and woody accords, offering an alternative to traditional pine or cedar notes.
Safety Profile
USE WITH AWARENESSWhat Does Methyl 4(or 1)-isopropyl-1(or 4)-methylbicyclo[2.2.2]oct-5-ene-2-carboxylate Smell Like?
Opens with a crisp, almost metallic greenness reminiscent of crushed pine needles and wet stones. The core reveals a complex interplay of camphor-like coolness with subtle woody undertones that evoke freshly cut lumber. Dry-down leans toward dry, earthy tones with faintly resinous character, leaving a clean yet mysterious trail. Imagine walking through a foggy coniferous forest at dawn, where the air carries equal parts chlorophyll and damp tree bark.
Chemistry, Properties & Perfumer Guide
The Chemistry
This bicyclic ester belongs to a class of strained ring compounds that challenge traditional synthesis routes. The isopropyl and methyl substituents create steric hindrance that influences both volatility and odor characteristics. Industrial production likely involves Diels-Alder cycloaddition followed by esterification, though exact commercial processes remain proprietary. The rigid bicyclo[2.2.2]octene framework contributes to its unusual stability among terpenoid-like structures.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Conceptual Fragrances | 0.5-2% | Up to 5% | For avant-garde woody-green effects |
| Functional Products | 0.1-0.5% | Up to 1% | As a clean woody modifier |
Classic Accords
Tip: Use sparingly to add dimension to woody bases without overwhelming floral elements.
Alternatives & Comparisons
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
No RIFM assessment found for this specific compound.
Sustainability
As a synthetic material, production involves petrochemical feedstocks but requires minimal quantities due to potency. Future green chemistry approaches could optimize synthesis pathways to reduce environmental impact. The material’s stability suggests potential for biodegradation studies.
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