(Z)-beta-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-buten-1-one (CAS 23726-92-3) — Floral Top Note Fragrance Ingredient
(Z)-beta-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-buten-1-one
CAS 23726-92-3
What Is (Z)-beta-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-buten-1-one?
(Z)-beta-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-buten-1-one is a synthetic fragrance ingredient used to impart a fruity, floral character to perfumes. It is commonly found in fine fragrances and personal care products. This molecule is valued for its ability to enhance top notes with a fresh, vibrant quality, making it a versatile tool for perfumers.
Safety Profile
GENERALLY SAFEWhat Does (Z)-beta-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-buten-1-one Smell Like?
This ingredient offers a bright, fruity-floral aroma with a subtle green undertone. The scent evolves from an initial burst of freshness to a more rounded, slightly woody dry-down. It behaves like a crisp apple peel meeting a dewy rose petal, with a lingering sweetness that avoids being cloying.
2D Molecular Structure
SMILES: C\C=C/C(=O)C1=C(C)CCCC1(C)C
Chemistry, Properties & Perfumer Guide
The Chemistry
This molecule belongs to the class of unsaturated ketones, synthesized through aldol condensation reactions. It is structurally related to ionones, sharing their characteristic floral-fruity odor profile. The (Z)-configuration contributes to its specific olfactory properties, differentiating it from its (E)-isomer counterpart.
Physical & Chemical Properties
| Boiling Point | N/A |
|---|---|
| Density | N/A |
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 1-5% | Up to 10% | Adds fruity-floral freshness |
| Personal Care | 0.5-3% | Up to 5% | Used for light, fresh notes |
Classic Accords
Tip: Use in citrus or floral compositions to add dimension to top notes.
Alternatives & Comparisons
Provides a richer, more concentrated fruity-rosy note for stronger impact.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
No IFRA restrictions currently apply to this material.
RIFM Assessment
No specific RIFM assessment found for this material.
Sustainability
As a synthetic material, this ingredient is produced through controlled chemical processes with consistent quality. Its production avoids agricultural land use and can be optimized for minimal environmental impact through green chemistry principles.
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Ingredient Data Sheet
CAS 23726-92-3Physical Properties
| Molecular Weight | 192.3 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 3.5🔬 PubChem |
| Boiling Point | 258 °C🔬 EPA CompTox |
| Vapor Pressure | 0.0447 mmHg @ 25°C📊 OPERA |
| Flash Point | 108 °C🔬 EPA CompTox |
| Involatility Index | 0.0035💻 Calculated |
| log Kp (skin permeability) | -1.388💻 Calculated |
| SMILES | CC=CC(=O)C1=C(CCCC1(C)C)C🔬 PubChem |
Volatility & Performance
| Fragrance Note | Heart💻 Calculated |
| Volatility Class | Very slow💻 Calculated |
| Persistence Score | 2.7 / 5💻 Calculated |
Odor & Flavor
| Primary Descriptors | honeyplumrosetobacco• 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: DTXSID6051487
Physical Properties
| Molecular Weight | 192.302 g/mol🔬 EPA CompTox |
| Density | 0.924 g/cm^3📊 OPERA |
| Boiling Point | 261.206 °C📊 OPERA |
| Melting Point | 46.104 °C📊 OPERA |
| Flash Point | 106.467 °C📊 OPERA |
| Refractive Index | 1.476 Dimensionless📊 OPERA |
| Molar Volume | 212.017 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 3.997 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 3.997 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 3.997 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 6.56 Log10 unitless📊 OPERA |
| Water Solubility | 0.001 mol/L📊 OPERA |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.025 mmHg📊 OPERA |
| Surface Tension | 30.485 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 | 59.824 cm^3/mol📊 OPERA |
| Polarizability | 23.716 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.
