(Z)-1-(1-Methoxypropoxy)hex-3-ene (CAS 97358-55-9) — Green Top to middle Note Fragrance Ingredient
(Z)-1-(1-Methoxypropoxy)hex-3-ene
CAS 97358-55-9
What Is (Z)-1-(1-Methoxypropoxy)hex-3-ene?
(Z)-1-(1-Methoxypropoxy)hex-3-ene is a synthetic fragrance ingredient used in modern perfumery. It’s typically found in niche and avant-garde fragrances where unique green-metallic effects are desired. This compound matters because it can impart cutting-edge olfactory effects that are difficult to achieve with natural materials alone, helping perfumers create distinctive contemporary accords.
Safety Profile
USE WITH AWARENESSWhat Does (Z)-1-(1-Methoxypropoxy)hex-3-ene Smell Like?
This synthetic molecule offers a sharp, modern green character with metallic undertones and a faint rubbery nuance. It opens with a crisp, almost electrical quality reminiscent of crushed green stems, evolving into a cleaner, more transparent heart with ozonic facets. The dry-down reveals subtle fruity aspects that emerge when used in trace amounts, making it versatile for futuristic green accords.
2D Molecular Structure
SMILES: CC\C=C/CCOC(CC)OC
Chemistry, Properties & Perfumer Guide
The Chemistry
(Z)-1-(1-Methoxypropoxy)hex-3-ene belongs to the class of aliphatic ethers with an unsaturated carbon chain. Its structure features both an ether linkage and a Z-configured double bond, which contributes to its distinctive green-metallic odor profile. The molecule is synthesized through Williamson ether synthesis routes, with careful control of stereochemistry to maintain the desired (Z)-configuration that produces its characteristic odor.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.1-0.5% | Up to 1% | Used as a modern green modifier |
| Functional Fragrance | 0.01-0.1% | Up to 0.3% | For cutting-edge effects in small doses |
Classic Accords
Tip: Use in micro-doses to add dimensionality to green compositions without overwhelming the formula.
Alternatives & Comparisons
A more conventional green note with better-known safety profile when a less metallic effect is desired.
Offers similar green-stem character with additional earthy nuances for more naturalistic compositions.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
Not currently restricted by IFRA.
RIFM Assessment
No RIFM assessment currently available for this material.
Sustainability
As a fully synthetic material, (Z)-1-(1-Methoxypropoxy)hex-3-ene has minimal environmental impact in terms of natural resource consumption. However, its synthetic production requires petrochemical feedstocks. The manufacturing process should be optimized for energy efficiency and waste reduction to improve its sustainability profile.
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Ingredient Data Sheet
CAS 97358-55-9Physical 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: DTXSID90888773
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.
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