3,12-Tridecadienenitrile, (3E)- (CAS 124071-42-7) — Green Middle Note Fragrance Ingredient
3,12-Tridecadienenitrile, (3E)-
CAS 124071-42-7
What Is 3,12-Tridecadienenitrile, (3E)-?
3,12-Tridecadienenitrile is a synthetic fragrance ingredient used in modern perfumery to create unique olfactory effects. Consumers might encounter it in avant-garde or niche fragrances pushing creative boundaries. This molecule matters because it represents how synthetic chemistry expands perfumers’ palettes beyond natural materials, allowing novel scent experiences impossible with traditional ingredients alone.
Safety Profile
USE WITH AWARENESSWhat Does 3,12-Tridecadienenitrile, (3E)- Smell Like?
3,12-Tridecadienenitrile delivers a sharp, metallic-green character with facets reminiscent of crushed stems and unripe citrus peel. The opening is intensely fresh with a cucumber-like aqueous quality that evolves into a woody-herbaceous heart. As it dries down, subtle almond-like nuances emerge alongside a persistent green-woody backbone. The nitrile group contributes a distinctive piercing quality that cuts through compositions, making it useful for creating modern, angular fragrance structures.
2D Molecular Structure
SMILES: C=CCCCCCCC\C=C\CC#N
Chemistry, Properties & Perfumer Guide
The Chemistry
3,12-Tridecadienenitrile belongs to the nitrile class of compounds, characterized by a carbon-nitrogen triple bond. As a synthetic material, it’s produced through specialized organic synthesis routes likely involving hydrocarbon chain elongation and selective dehydrogenation. The (3E)- configuration indicates trans geometry at the 3-position double bond. Nitriles often exhibit greater stability than corresponding aldehydes while maintaining similar odor profiles. This particular structure combines unsaturated hydrocarbon chains with the polar nitrile group, creating unique odor properties distinct from simpler nitriles.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.1-0.5% | Up to 1% | Used as accent note |
| Functional Fragrance | 0.01-0.1% | Up to 0.3% | For fresh-green effects |
Classic Accords
Tip: Use sparingly to add cutting greenness without overwhelming floral or citrus notes.
Alternatives & Comparisons
Similar green character but less woody, with softer diffusion. Better for applications requiring milder green effects.
Shorter chain length provides more cucumber-like freshness with less woody persistence.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
No specific IFRA restrictions reported. General nitrile guidelines apply.
RIFM Assessment
Limited RIFM assessment data available. Considered safe at current usage levels.
Sustainability
As a synthetic material, 3,12-Tridecadienenitrile’s environmental impact depends on production methods and waste management. Being produced in controlled facilities typically results in lower ecological footprint than harvesting natural materials. However, the specialized synthesis may involve energy-intensive steps. Future green chemistry approaches could improve its sustainability profile.
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Ingredient Data Sheet
CAS 124071-42-7Physical Properties
| Molecular Weight | 191.31 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 4.7🔬 PubChem |
| Boiling Point | 266 °C🔬 EPA CompTox |
| Vapor Pressure | 0.006 mmHg @ 25°C📊 OPERA |
| Flash Point | 133.4 °C🔬 EPA CompTox |
| Involatility Index | 0.0005💻 Calculated |
| log Kp (skin permeability) | -0.53💻 Calculated |
| SMILES | C=CCCCCCCCC=CCC#N🔬 PubChem |
Volatility & Performance
| Fragrance Note | Heart💻 Calculated |
| Volatility Class | Very slow💻 Calculated |
| Persistence Score | 5 / 5💻 Calculated |
Odor & Flavor
| Functional Groups | alkene💻 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: DTXSID501341482
Physical Properties
| Molecular Weight | 191.318 g/mol🔬 EPA CompTox |
| Density | 0.841 g/cm^3📊 OPERA |
| Boiling Point | 278.256 °C📊 OPERA |
| Melting Point | -7.338 °C📊 OPERA |
| Flash Point | 130.136 °C📊 OPERA |
| Refractive Index | 1.463 Dimensionless📊 OPERA |
| Molar Volume | 225.215 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 3.991 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 3.991 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 3.991 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 6.9 Log10 unitless📊 OPERA |
| Water Solubility | 0 mol/L📊 OPERA |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.003 mmHg📊 OPERA |
| Viscosity | 2.744 cP📊 OPERA |
| Surface Tension | 29.988 dyn/cm📊 OPERA |
| Thermal Conductivity | 158.255 mW/(m*K)📊 OPERA |
Molecular Descriptors
| Topological Polar Surface Area | 23.79 Ų💻 Computed |
| H-Bond Donors | 0 count💻 Computed |
| H-Bond Acceptors | 1 count💻 Computed |
| Rotatable Bonds | 9 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 61.973 cm^3/mol📊 OPERA |
| Polarizability | 24.568 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.
