2-Butenoic acid, cyclohexyl ester, (E)- (CAS 31416-78-1) — Green Top Note Fragrance Ingredient
2-Butenoic acid, cyclohexyl ester, (E)-
CAS 31416-78-1
What Is 2-Butenoic acid, cyclohexyl ester, (E)-?
2-Butenoic acid, cyclohexyl ester, (E)- is a synthetic fragrance ingredient used in perfumes and scented products. It contributes a unique fruity-green character. This ester is valued by perfumers for its ability to add fresh, crisp top notes that evolve smoothly into floral-heart compositions.
Safety Profile
GENERALLY SAFEWhat Does 2-Butenoic acid, cyclohexyl ester, (E)- Smell Like?
This ester delivers a vibrant opening with crisp green apple and unripe pear facets, underscored by a subtle floralcy reminiscent of lily-of-the-valley. As it evolves, the heart reveals a delicate rosewater character with a clean, soapy undertone. The dry-down is remarkably transparent, leaving just a whisper of cyclamen and fresh-cut stems. Its linearity makes it excellent for functional fragrances where consistent odor is required.
In Famous Fragrances
Fragrance associations may not reflect actual formulations.
Used here for its crisp green top notes that perfectly complement the citrus-herbal theme, adding dimensionality to the tea accord.
Contributes to the watery-green mango effect in this Jean-Claude Ellena masterpiece, enhancing the fruity freshness.
2D Molecular Structure
SMILES: C\C=C\C(=O)OC1CCCCC1
Chemistry, Properties & Perfumer Guide
The Chemistry
2-Butenoic acid, cyclohexyl ester, (E)- is an α,β-unsaturated ester synthesized via esterification of cyclohexanol with trans-2-butenoic acid. The (E)-configuration is crucial for its odor profile. Being an ester, it’s susceptible to hydrolysis under extreme pH conditions. Its molecular structure allows for both hydrophilic and lipophilic interactions, making it versatile in various fragrance bases.
Physical & Chemical Properties
| Appearance | Colorless to pale yellow liquid |
|---|---|
| Odor Threshold | 0.01 ppm in air |
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.5-2% | Up to 5% | Fresh top note component |
| Functional Fragrances | 0.1-0.5% | Up to 1% | Soapy-clean modifier |
Classic Accords
Tip: Stabilize in ethanol-based compositions to prevent ester hydrolysis over time.
Alternatives & Comparisons
Similar green-fruity profile but with more pronounced apple character and better stability in alkaline media.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
Not currently restricted by IFRA standards.
RIFM Assessment
No RIFM assessment found for this specific ester.
Sustainability
As a synthetic material, its production doesn’t rely on agricultural resources. The esterification process typically has low environmental impact when proper waste management is implemented.
Explore 2-Butenoic acid, cyclohexyl ester, (E)-
Browse essential oils and aroma compounds.
Browse on iHerb →Affiliate disclosure: we may earn a small commission at no extra cost to you.
References
- Bauer, K. et al. (2001). Common Fragrance and Flavor Materials. Wiley-VCH.
Data: PubChem (NIH), PubMed, RIFM, IFRA. Last reviewed: Apr 2026.
Report a data errorPhysicochemical Properties
DTXSID: DTXSID40885499
Physical Properties
| Molecular Weight | 168.236 g/mol🔬 EPA CompTox |
| Density | 0.978 g/cm^3📊 OPERA |
| Boiling Point | 225.487 °C📊 OPERA |
| Melting Point | 9.509 °C📊 OPERA |
| Flash Point | 91.625 °C📊 OPERA |
| Refractive Index | 1.469 Dimensionless📊 OPERA |
| Molar Volume | 172.592 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 3.037 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 3.037 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 3.037 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 5.17 Log10 unitless📊 OPERA |
| Water Solubility | 0.007 mol/L📊 OPERA |
| Henry's Law Constant | 0.001 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.065 mmHg📊 OPERA |
| Surface Tension | 31.104 dyn/cm📊 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 | 2 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 48.047 cm^3/mol📊 OPERA |
| Polarizability | 19.047 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.
