Ethyl 2,6,6-trimethylcyclohexa-1,3-ene-1-carboxylate (CAS 35044-59-8) — Woody Middle Note Fragrance Ingredient
Ethyl 2,6,6-trimethylcyclohexa-1,3-ene-1-carboxylate
CAS 35044-59-8
What Is Ethyl 2,6,6-trimethylcyclohexa-1,3-ene-1-carboxylate?
Ethyl 2,6,6-trimethylcyclohexa-1,3-ene-1-carboxylate is a synthetic fragrance ingredient used in modern perfumery. It’s found in fine fragrances and personal care products for its unique aromatic properties. This compound matters because it contributes to the complexity and longevity of fragrances, often used to enhance floral or woody accords with a subtle fruity undertone.
Safety Profile
GENERALLY SAFEWhat Does Ethyl 2,6,6-trimethylcyclohexa-1,3-ene-1-carboxylate Smell Like?
This synthetic molecule offers a crisp, fruity-woody aroma with hints of apple peel and rose petals. The top note presents a bright, slightly tart fruitiness that evolves into a heart of green stems and damp moss. In drydown, it leaves a subtle woody-resinous trail reminiscent of aged cedarwood. The scent profile is moderately tenacious, acting as a bridge between volatile top notes and heavier base materials.
2D Molecular Structure
SMILES: CCOC(=O)C1=C(C)C=CCC1(C)C
Chemistry, Properties & Perfumer Guide
The Chemistry
Ethyl 2,6,6-trimethylcyclohexa-1,3-ene-1-carboxylate belongs to the cyclohexene carboxylate ester class, synthesized through acid-catalyzed esterification reactions. The trimethylcyclohexene core structure contributes to its woody character, while the ethyl ester group provides volatility and fruity nuances. Being a synthetic molecule, it doesn’t occur naturally but is designed to mimic aspects of both floral and woody natural materials.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 1-3% | Up to 5% | Used as a modifier for floral-woody accords |
| Personal Care | 0.5-2% | Up to 3% | Adds subtle fruitiness to body products |
Classic Accords
Tip: Use as a bridge between citrus top notes and amber base notes for better scent progression.
Alternatives & Comparisons
Offers similar fruity-woody characteristics with better substantivity for longer-lasting fragrances.
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 specific RIFM assessment found for this material.
Sustainability
As a synthetic material, this compound’s environmental impact depends on production methods. Being petroleum-derived, it doesn’t compete with food crops but requires energy-intensive synthesis. Proper manufacturing controls can minimize waste and emissions.
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Ingredient Data Sheet
CAS 35044-59-8Physical Properties
| Molecular Weight | 194.27 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 2.9🔬 PubChem |
| Boiling Point | 227 °C🔬 EPA CompTox |
| Vapor Pressure | 0.194 mmHg @ 25°C📊 OPERA |
| Flash Point | 93 °C🔬 EPA CompTox |
| Involatility Index | 0.015💻 Calculated |
| log Kp (skin permeability) | -1.826💻 Calculated |
| SMILES | CCOC(=O)C1=C(C=CCC1(C)C)C🔬 PubChem |
Volatility & Performance
| Fragrance Note | Heart💻 Calculated |
| Volatility Class | Slow💻 Calculated |
| Persistence Score | 1.3 / 5💻 Calculated |
Odor & Flavor
| Functional Groups | esteretheralkene💻 RDKit |
Physical data: PubChem (NIH/NLM), U.S. EPA CompTox Dashboard, EPA OPERA models, RDKit. Odor & flavor: Arctander (Perfume & Flavor Chemicals), Fenaroli's Handbook of Flavor Ingredients, Leffingwell. Thresholds: van Gemert (Compilations of Odour Threshold Values). Regulatory: IFRA Standards 51st, FEMA GRAS. Trade names: Surburg (Common Fragrance & Flavor Materials). All data compiled and cross-referenced for perfumertools.com.
Physicochemical Properties
DTXSID: DTXSID6067884
Physical Properties
| Molecular Weight | 194.274 g/mol🔬 EPA CompTox |
| Density | 0.967 g/cm^3🔬 EPA CTX |
| Boiling Point | 227 °C🔬 EPA CTX |
| Melting Point | 28.942 °C📊 OPERA |
| Flash Point | 93 °C🔬 EPA CTX |
| Refractive Index | 1.472 Dimensionless📊 OPERA |
| Molar Volume | 201.551 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 3.658 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 3.658 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 3.658 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 5.75 Log10 unitless📊 OPERA |
| Water Solubility | 0 mol/L🔬 EPA CTX |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.194 mmHg🔬 EPA CTX |
| Surface Tension | 30.105 dyn/cm📊 OPERA |
Molecular Descriptors
| Topological Polar Surface Area | 26.3 Ų💻 Computed |
| H-Bond Donors | 0 count💻 Computed |
| H-Bond Acceptors | 2 count💻 Computed |
| Rotatable Bonds | 2 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 56.483 cm^3/mol📊 OPERA |
| Polarizability | 22.391 Å^3📊 OPERA |
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.
