(E)-1-(1-Methoxypropoxy)hex-3-ene (CAS 97358-54-8) — Green Top to middle Note Fragrance Ingredient
(E)-1-(1-Methoxypropoxy)hex-3-ene
CAS 97358-54-8
What Is (E)-1-(1-Methoxypropoxy)hex-3-ene?
(E)-1-(1-Methoxypropoxy)hex-3-ene is a synthetic fragrance ingredient used in modern perfumery to create fresh, green, and slightly fruity accords. Consumers might encounter it in contemporary floral or citrus-forward fragrances. This molecule matters because it offers perfumers a unique bridge between green herbal notes and subtle fruity undertones, allowing for innovative scent combinations that feel both natural and unexpected.
Safety Profile
USE WITH AWARENESSWhat Does (E)-1-(1-Methoxypropoxy)hex-3-ene Smell Like?
This molecule opens with a crisp green burst reminiscent of freshly crushed leaves, evolving into a subtle fruity character akin to underripe melon or cucumber skin. The dry-down reveals a clean, slightly woody-herbaceous quality with whispers of ozone. Its linear character makes it reliable for maintaining green freshness throughout a fragrance’s lifespan, though it never dominates – always serving as a sophisticated supporting player that lifts and brightens compositions.
2D Molecular Structure
SMILES: CC\C=C\CCOC(CC)OC
Chemistry, Properties & Perfumer Guide
The Chemistry
(E)-1-(1-Methoxypropoxy)hex-3-ene belongs to the class of unsaturated ethers, synthesized through acid-catalyzed condensation reactions between allylic alcohols and vinyl ethers. Its structure features both alkene and ether functional groups, contributing to its volatility and green organoleptic properties. The (E)-configuration at the double bond is crucial for its odor profile, as the Z-isomer would exhibit different sensory characteristics. Industrial production typically employs zeolite catalysts for selective formation of the desired isomer.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.5-2% | Up to 5% | Green modifier |
| Functional Fragrance | 0.1-1% | Up to 3% | Freshness booster |
Classic Accords
Tip: Use to add dimensionality to synthetic green notes without introducing harshness.
Alternatives & Comparisons
Offers similar green character but with stronger cucumber/melon aspects and higher tenacity.
More intensely green with a grassy, cut-leaf character, though less fruity.
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 currently available.
Sustainability
As a purely synthetic material, this ingredient avoids agricultural supply chain issues. Its production from petrochemical feedstocks raises typical environmental concerns associated with synthetic chemistry, though its potency means relatively small quantities are needed in formulations. Future green chemistry approaches may enable bio-based production routes.
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Ingredient Data Sheet
CAS 97358-54-8Physical Properties
| Molecular Weight | 172.26 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 2.8🔬 PubChem |
| Boiling Point | 209 °C🔬 EPA CompTox |
| Vapor Pressure | 0.6026 mmHg @ 25°C📊 OPERA |
| Flash Point | 44.8 °C🔬 EPA CompTox |
| Involatility Index | 0.0495💻 Calculated |
| log Kp (skin permeability) | -1.763💻 Calculated |
| SMILES | CCC=CCCOC(CC)OC🔬 PubChem |
Volatility & Performance
| Fragrance Note | Top💻 Calculated |
| Volatility Class | Slow💻 Calculated |
| Persistence Score | 0.5 / 5💻 Calculated |
Odor & Flavor
| Functional Groups | etheralkene💻 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: DTXSID30888772
Physical Properties
| Molecular Weight | 172.268 g/mol🔬 EPA CompTox |
| Density | 0.861 g/cm^3📊 OPERA |
| Boiling Point | 202.8 °C📊 OPERA |
| Melting Point | -66.674 °C📊 OPERA |
| Flash Point | 56.794 °C📊 OPERA |
| Refractive Index | 1.431 Dimensionless📊 OPERA |
| Molar Volume | 200.319 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 2.618 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 2.618 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 2.618 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 5 Log10 unitless📊 OPERA |
| Water Solubility | 0.01 mol/L📊 OPERA |
| Henry's Law Constant | 0.001 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.439 mmHg📊 OPERA |
| Viscosity | 1.404 cP📊 OPERA |
| Surface Tension | 25.346 dyn/cm📊 OPERA |
| Thermal Conductivity | 133.292 mW/(m*K)📊 OPERA |
Molecular Descriptors
| Topological Polar Surface Area | 18.46 Ų💻 Computed |
| H-Bond Donors | 0 count💻 Computed |
| H-Bond Acceptors | 2 count💻 Computed |
| Rotatable Bonds | 7 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 51.884 cm^3/mol📊 OPERA |
| Polarizability | 20.569 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.
