beta-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-buten-1-one (CAS 35044-68-9) — Woody Middle Note Fragrance Ingredient
beta-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-buten-1-one
CAS 35044-68-9
What Is beta-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-buten-1-one?
Beta-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-buten-1-one is a synthetic fragrance ingredient used to add woody, ambery, or fruity nuances to perfumes. It’s found in fine fragrances and personal care products. This molecule helps perfumers create warm, sophisticated accords that mimic natural materials but with greater consistency and stability in formulations.
Safety Profile
USE WITH AWARENESSWhat Does beta-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-buten-1-one Smell Like?
This ketone delivers a complex olfactory profile that evolves from initial fruity-berry top notes to a heart of warm woody amber. The dry-down reveals subtle tobacco and leather undertones, behaving like a chameleon that adapts to different fragrance bases. Its character has been compared to sun-dried apricots dipped in aged rum, with a lingering sillage that maintains radiance without overpowering.
2D Molecular Structure
SMILES: CC=CC(=O)C1=C(C)CCCC1(C)C
Chemistry, Properties & Perfumer Guide
The Chemistry
A cyclic terpenoid ketone with structural similarities to damascones and ionones. Synthesized through acid-catalyzed condensation of trimethylcyclohexene derivatives with butenone precursors. The molecule’s stereochemistry significantly impacts its odor profile, with different isomers exhibiting varying intensity and character. Industrial production typically yields a mixture of isomers that requires careful fractionation to achieve desired olfactory properties.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.5-2% | Up to 5% | Amber modifier |
| Body Care | 0.1-0.5% | Up to 1% | Warmth enhancer |
Classic Accords
Tip: Stabilize in ethanol before adding to oil phases to prevent crystallization.
Alternatives & Comparisons
More floral character with similar longevity, preferred when needing rosy facets in the dry-down.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
No current IFRA restrictions. Monitored under Amendment 49.
RIFM Assessment
Under review for comprehensive safety assessment.
Sustainability
As a synthetic material, production avoids natural resource depletion but requires petrochemical feedstocks. Recent advances in green chemistry are improving synthesis efficiency. The material’s potency means small quantities achieve significant effect, reducing overall environmental load compared to some natural alternatives.
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Physicochemical Properties
DTXSID: DTXSID1067885
Physical Properties
| Molecular Weight | 192.302 g/mol🔬 EPA CompTox |
| Density | 0.924 g/cm^3📊 OPERA |
| Boiling Point | 200 °C🔬 EPA CTX |
| 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.
