(E)-1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-2-buten-1-one (CAS 24720-09-0) — Woody Heart to base Note Fragrance Ingredient
(E)-1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-2-buten-1-one
CAS 24720-09-0
What Is (E)-1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-2-buten-1-one?
(E)-1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-2-buten-1-one is a synthetic fragrance ingredient used to add woody, ambery nuances to perfumes. It’s found in niche fragrances and some personal care products. This molecule contributes warmth and depth to fragrance compositions, often serving as a modifier for other amber or woody notes.
Safety Profile
USE WITH AWARENESSWhat Does (E)-1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-2-buten-1-one Smell Like?
This synthetic molecule delivers a complex olfactory profile that evolves from initial sharp, green-woody tones to a warmer, ambery dry-down. Imagine the first whiff of sun-warmed cedar planks, gradually softening into golden honeyed resins with subtle leathery undertones. The butenone structure lends a slightly animalic facet that blends surprisingly well with floral heart notes.
2D Molecular Structure
SMILES: C\C=C\C(=O)C1C(C)=CCCC1(C)C
Chemistry, Properties & Perfumer Guide
The Chemistry
This synthetic ketone belongs to the cyclic terpenoid family, structurally related to ionones and damascones. The (E)-configuration at the double bond influences its odor characteristics significantly. Industrially produced via aldol condensation of pseudoionone derivatives, its synthesis requires careful control of stereochemistry to achieve the desired olfactory profile. The 2,6,6-trimethylcyclohexene moiety contributes to its woody character while the α,β-unsaturated ketone system adds warmth.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.5-2% | Up to 5% | Amber-woody modifier |
| Personal Care | 0.1-0.5% | Up to 1% | Warmth booster |
| Home Fragrance | 0.2-1% | Up to 2% | Diffusive woody note |
Classic Accords
Tip: Use with ionones to enhance woody continuity without excessive sweetness.
Alternatives & Comparisons
Softer woody alternative with less animalic character, suitable for higher concentrations in floral compositions.
More fruity-rosy character while maintaining some woody aspects, works well in modern floral-amber bases.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
Not currently restricted by IFRA standards.
GHS Classification
RIFM Assessment
Under review by RIFM for comprehensive safety assessment.
Sustainability
As a synthetic material, this compound doesn’t rely on natural resource extraction. Current production methods show moderate environmental impact due to organic solvent use, but newer catalytic processes are reducing waste streams. Being petroleum-derived, its carbon footprint is higher than some biotech alternatives under development.
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Ingredient Data Sheet
CAS 24720-09-0Physical Properties
| Molecular Weight | 192.3 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 3.2🔬 PubChem |
| Boiling Point | 250 °C🔬 EPA CompTox |
| Vapor Pressure | 0.024 mmHg @ 25°C📊 OPERA |
| Flash Point | 105 °C🔬 EPA CompTox |
| Involatility Index | 0.0019💻 Calculated |
| log Kp (skin permeability) | -1.601💻 Calculated |
| SMILES | CC=CC(=O)C1C(=CCCC1(C)C)C🔬 PubChem |
Volatility & Performance
| Fragrance Note | Heart💻 Calculated |
| Volatility Class | Very slow💻 Calculated |
| Persistence Score | 3.1 / 5💻 Calculated |
Odor & Flavor
| Primary Descriptors | applemintyplumrose• leffingwell |
| Functional Groups | ketonealkene💻 RDKit |
Regulatory Status
| IFRA Listed | Yes — see IFRA Standards for category limits⚖️ IFRA 51 |
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: DTXSID8051912
Physical Properties
| Molecular Weight | 192.302 g/mol🔬 EPA CompTox |
| Density | 0.935 g/cm^3🔬 EPA CTX |
| Boiling Point | 250 °C🔬 EPA CTX |
| Melting Point | 4 °C🔬 EPA CTX |
| Flash Point | 104.5 °C🔬 EPA CTX |
| Refractive Index | 1.471 Dimensionless📊 OPERA |
| Molar Volume | 214.024 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 3.66 Log10 unitless🔬 EPA CTX |
| LogD (pH 5.5) | 3.943 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 3.943 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 6.12 Log10 unitless📊 OPERA |
| Water Solubility | 0.001 mol/L🔬 EPA CTX |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.024 mmHg🔬 EPA CTX |
| Surface Tension | 29.69 dyn/cm📊 OPERA |
Molecular Descriptors
| Topological Polar Surface Area | 17.07 Ų💻 Computed |
| H-Bond Donors | 0 count💻 Computed |
| H-Bond Acceptors | 1 count💻 Computed |
| Rotatable Bonds | 2 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 59.828 cm^3/mol📊 OPERA |
| Polarizability | 23.718 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.
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