Methyl cis-5-octenoate (CAS 41654-15-3) — Green Top to middle Note Fragrance Ingredient
Methyl cis-5-octenoate
CAS 41654-15-3
What Is Methyl cis-5-octenoate?
Methyl cis-5-octenoate is a synthetic fragrance ingredient that adds a fruity, slightly green character to perfumes. It’s often found in modern floral and fruity fragrances. This ester contributes a fresh, crisp quality that perfumers use to create natural-smelling fruit accords without being overly sweet.
Safety Profile
GENERALLY SAFEWhat Does Methyl cis-5-octenoate Smell Like?
Methyl cis-5-octenoate delivers a crisp, green-fruity aroma reminiscent of underripe melons and freshly cut cucumber skins. The top note bursts with a juicy, slightly tart character that evolves into a cleaner, more diffuse fruity heart. Unlike heavier esters, it maintains an airy quality throughout evaporation, leaving behind just a whisper of waxy-green character in the drydown. Its subtlety makes it excellent for building transparent fruity layers that don’t overwhelm floral compositions.
In Famous Fragrances
Fragrance associations may not reflect actual formulations.
Used here to enhance the tomato leaf accord, contributing a crisp green-fruity nuance that bridges the gap between citrus top notes and herbal heart notes.
Provides the watery melon facet that complements the fragrance’s rain-soaked garden theme, adding freshness without sweetness.
2D Molecular Structure
SMILES: CC\C=C/CCCC(=O)OC
Chemistry, Properties & Perfumer Guide
The Chemistry
Methyl cis-5-octenoate belongs to the ester class of fragrance compounds, specifically unsaturated fatty acid esters. It’s produced through esterification reactions between methanol and cis-5-octenoic acid, typically catalyzed by acid. The cis configuration at the 5-position contributes to its distinctive green-fruity character. Unlike saturated esters, the double bond introduces greater volatility and modifies the odor profile significantly.
Physical & Chemical Properties
| Molecular Weight | 156.22 g/mol |
|---|---|
| Boiling Point | ~200 °C (estimated) |
| Density | ~0.89 g/cm³ (estimated) |
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.5-2% | Up to 5% | For fruity-green accents |
| Functional Fragrance | 0.1-0.5% | Up to 1% | Freshness booster |
Classic Accords
Tip: Use to add dimension to fruity top notes without increasing sweetness.
Alternatives & Comparisons
More intense fruity character with less greenness, useful when a stronger fruity impact is desired.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
Not restricted under current IFRA standards.
RIFM Assessment
Considered safe for current use levels based on structural analogs.
Sustainability
As a synthetic material, production can be optimized for minimal environmental impact. Being petroleum-derived, its carbon footprint depends on manufacturing processes. Not known to bioaccumulate.
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References
- Bauer et al. (2001). Common Fragrance and Flavor Materials. Wiley-VCH.
Data: PubChem (NIH), PubMed, RIFM, IFRA. Last reviewed: Apr 2026.
Report a data errorIngredient Data Sheet
CAS 41654-15-3Physical Properties
| Molecular Weight | 156.22 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 2.2🔬 PubChem |
| Boiling Point | 196 °C🔬 EPA CompTox |
| Vapor Pressure | 1.0233 mmHg @ 25°C📊 OPERA |
| Flash Point | 73.1 °C🔬 EPA CompTox |
| Involatility Index | 0.0882💻 Calculated |
| log Kp (skin permeability) | -2.091💻 Calculated |
| SMILES | CCC=CCCCC(=O)OC🔬 PubChem |
Volatility & Performance
| Fragrance Note | Top💻 Calculated |
| Volatility Class | Slow💻 Calculated |
| Persistence Score | 0.5 / 5💻 Calculated |
Odor & Flavor
| Primary Descriptors | coconutfruitygreentropical• leffingwell |
| Functional Groups | esteretheralkene💻 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: DTXSID40885732
Physical Properties
| Molecular Weight | 156.225 g/mol🔬 EPA CompTox |
| Density | 0.901 g/cm^3📊 OPERA |
| Boiling Point | 194.975 °C📊 OPERA |
| Melting Point | -51.265 °C📊 OPERA |
| Flash Point | 71.055 °C📊 OPERA |
| Refractive Index | 1.436 Dimensionless📊 OPERA |
| Molar Volume | 174.193 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 2.738 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 2.738 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 2.738 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 4.43 Log10 unitless📊 OPERA |
| Water Solubility | 0.005 mol/L📊 OPERA |
| Henry's Law Constant | 0.001 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.613 mmHg📊 OPERA |
| Viscosity | 1.172 cP📊 OPERA |
| Surface Tension | 27.205 dyn/cm📊 OPERA |
| Thermal Conductivity | 138.286 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 | 5 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 45.577 cm^3/mol📊 OPERA |
| Polarizability | 18.068 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.
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