1,3,3-Trimethyl-2-norbornanyl acetate (CAS 13851-11-1) — Woody Top to Middle Note Fragrance Ingredient
1,3,3-Trimethyl-2-norbornanyl acetate
CAS 13851-11-1
What Is 1,3,3-Trimethyl-2-norbornanyl acetate?
1,3,3-Trimethyl-2-norbornanyl acetate is a synthetic fragrance ingredient used in perfumes and scented products to add fresh, woody, and slightly camphoraceous notes. It’s commonly found in masculine fragrances, aftershaves, and household cleaners. This molecule provides long-lasting freshness and blends well with citrus and herbal notes, making it versatile for various applications.
Safety Profile
GENERALLY SAFEWhat Does 1,3,3-Trimethyl-2-norbornanyl acetate Smell Like?
1,3,3-Trimethyl-2-norbornanyl acetate opens with a crisp, clean freshness reminiscent of mountain air, with subtle camphoraceous undertones. As it evolves, it reveals a woody heart with a slightly resinous character, like aged cedarwood. The dry-down is smooth and slightly sweet, leaving a lingering impression of polished wood and cool mint.
In Famous Fragrances
Fragrance associations may not reflect actual formulations.
Used to enhance the fresh, aquatic top notes, providing a crisp and masculine opening.
Adds a woody freshness that complements the violet leaf and iris heart.
Contributes to the aromatic fougère structure with its clean, woody character.
2D Molecular Structure
SMILES: [H][C@@]12CC[C@@](C)(C1)[C@@H](OC(C)=O)C2(C)C
Chemistry, Properties & Perfumer Guide
The Chemistry
1,3,3-Trimethyl-2-norbornanyl acetate is a synthetic ester derived from norbornane, a bicyclic hydrocarbon. It is typically produced through the acetylation of 1,3,3-trimethyl-2-norbornanol. The molecule’s rigid bicyclic structure contributes to its stability and long-lasting odor profile. Its synthesis often involves catalytic hydrogenation and esterification steps, resulting in a high-purity product suitable for perfumery.
Physical & Chemical Properties
| Boiling Point | Not readily available |
|---|---|
| Density | Not readily available |
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 1-5% | Up to 10% | Adds freshness and woody depth |
| Personal Care | 0.5-3% | Up to 5% | Used in aftershaves and deodorants |
| Household Products | 0.1-1% | Up to 2% | Provides clean, fresh scent |
Classic Accords
Tip: Use in combination with citrus oils to enhance freshness and with woody notes for depth.
Alternatives & Comparisons
Offers a similar woody-camphoraceous profile but with a softer, more rounded character.
Provides a more natural pine-like aroma, often used in forest-themed fragrances.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
No current IFRA restrictions.
EU Allergen Declaration
Not listed as an EU allergen.
RIFM Assessment
RIFM has assessed this ingredient as safe for use in current applications.
Sustainability
As a synthetic ingredient, 1,3,3-Trimethyl-2-norbornanyl acetate is produced in controlled laboratory settings, reducing the environmental impact associated with natural resource extraction. Its synthesis can be optimized for minimal waste and energy use, making it a sustainable choice for modern perfumery.
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Physicochemical Properties
DTXSID: DTXSID2047197
Physical Properties
| Molecular Weight | 196.29 g/mol🔬 EPA CompTox |
| Density | 0.976 g/cm^3🔬 EPA CTX |
| Boiling Point | 221.235 °C📊 OPERA |
| Melting Point | 40.679 °C📊 OPERA |
| Flash Point | 82.807 °C📊 OPERA |
| Refractive Index | 1.48 Dimensionless📊 OPERA |
| Molar Volume | 194.74 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 3.953 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 3.953 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 3.953 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 5.87 Log10 unitless📊 OPERA |
| Water Solubility | 0 mol/L🔬 EPA CTX |
| Henry's Law Constant | 0.001 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.126 mmHg📊 OPERA |
| Surface Tension | 31.788 dyn/cm📊 OPERA |
| Thermal Conductivity | 114.969 mW/(m*K)📊 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 | 1 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 55.347 cm^3/mol📊 OPERA |
| Polarizability | 21.941 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.
