2,2-Dimethyl-3-(3-methyl-2,4-pentadienyl)oxirane (CAS 69103-20-4) — Green Top Note Fragrance Ingredient
2,2-Dimethyl-3-(3-methyl-2,4-pentadienyl)oxirane
CAS 69103-20-4
What Is 2,2-Dimethyl-3-(3-methyl-2,4-pentadienyl)oxirane?
2,2-Dimethyl-3-(3-methyl-2,4-pentadienyl)oxirane is a synthetic fragrance ingredient used to add fresh, green nuances to perfumes. It’s found in air fresheners and cleaning products. This molecule contributes crisp top notes that evoke nature, though it’s entirely lab-created. Its precise structure allows perfumers to dial in specific green characteristics without the variability of natural materials.
Safety Profile
GENERALLY SAFEWhat Does 2,2-Dimethyl-3-(3-methyl-2,4-pentadienyl)oxirane Smell Like?
This synthetic molecule delivers a piercing green freshness reminiscent of crushed leaves and unripe fruit. The initial burst has a slightly metallic sharpness that quickly mellows into a clean, herbaceous quality. Unlike natural green notes, it maintains remarkable stability without turning musty or bitter. The drydown reveals subtle woody undertones that prevent the green character from becoming overly harsh.
2D Molecular Structure
SMILES: CC(C=C)=CCC1OC1(C)C
Chemistry, Properties & Perfumer Guide
The Chemistry
2,2-Dimethyl-3-(3-methyl-2,4-pentadienyl)oxirane belongs to the class of epoxy terpenes. Its structure features a strained epoxide ring attached to a conjugated diene system, which contributes to its reactivity and distinctive odor profile. The synthesis typically involves the epoxidation of a terpene precursor under controlled conditions. The molecule’s compact size and functional groups make it highly volatile and impactful at low concentrations.
Physical & Chemical Properties
| Molecular Weight | Not available |
|---|---|
| Boiling Point | Not available |
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Functional Fragrance | 0.1-1% | Up to 2% | Provides fresh top notes |
| Fine Fragrance | 0.05-0.5% | Up to 1% | Used for green accents |
Classic Accords
Tip: Use sparingly to avoid overwhelming other top notes.
Alternatives & Comparisons
Provides similar green effects with more floral character and better stability in bases.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
No specific IFRA restrictions identified.
RIFM Assessment
No RIFM safety assessment publicly available.
Sustainability
As a synthetic material, this ingredient avoids agricultural impacts but carries energy costs from petrochemical sourcing and manufacturing. Its potency means small quantities are effective, reducing overall environmental load compared to less powerful green notes.
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Physicochemical Properties
DTXSID: DTXSID3052436
Physical Properties
| Molecular Weight | 152.237 g/mol🔬 EPA CompTox |
| Density | 0.881 g/cm^3🔬 EPA CTX |
| Boiling Point | 197.85 °C🔬 EPA CTX |
| Melting Point | -21.705 °C📊 OPERA |
| Flash Point | 72.744 °C🔬 EPA CTX |
Partition & Solubility
| LogP (Octanol-Water) | 484.995 Log10 unitless🔬 EPA CTX |
| Water Solubility | 0.013 mol/L📊 OPERA |
Transport Properties
| Vapor Pressure | 0.504 mmHg🔬 EPA CTX |
| Viscosity | 0.889 cP📊 OPERA |
Molecular Descriptors
| Topological Polar Surface Area | 12.53 Ų💻 Computed |
| H-Bond Donors | 0 count💻 Computed |
| H-Bond Acceptors | 1 count💻 Computed |
| Rotatable Bonds | 3 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 47.52 cm^3/mol💻 Computed |
Data Sources:
🔬 EPA Experimental data from U.S. EPA CompTox Chemicals Dashboard & CTX APIs. 📊 OPERA Predicted using EPA's OPERA QSAR models. 💻 Computed Calculated from SMILES using RDKit.
