(E/Z)-1-methoxy-4-(3-phenylprop-1-en-1-yl)benzene (CAS 20442-74-4) — Woody Middle Note Fragrance Ingredient
(E/Z)-1-methoxy-4-(3-phenylprop-1-en-1-yl)benzene
CAS 20442-74-4
What Is (E/Z)-1-methoxy-4-(3-phenylprop-1-en-1-yl)benzene?
(E/Z)-1-methoxy-4-(3-phenylprop-1-en-1-yl)benzene is a synthetic fragrance compound used in fine fragrances and functional products. It contributes to sophisticated scent profiles. This ingredient matters because it adds unique aromatic complexity to modern perfumery, often serving as a subtle modifier that enhances other notes.
Safety Profile
USE WITH AWARENESSWhat Does (E/Z)-1-methoxy-4-(3-phenylprop-1-en-1-yl)benzene Smell Like?
This molecule presents a complex aromatic profile with subtle shifts between its E and Z isomers. The dominant character is a warm, slightly phenolic anisic note with undertones of dried hay and faint balsamic whispers. Initially sharp with a metallic edge, it evolves into a soft, powdery dry-down reminiscent of antique linens stored with lavender sachets. The phenylpropene structure gives it a restrained spice character that never dominates but provides excellent diffusion.
Chemistry, Properties & Perfumer Guide
The Chemistry
As a synthetic phenylpropenoid ether, this molecule exists as E/Z isomers with differing olfactory properties. The methoxy group provides electron density to the aromatic system while the propenyl side chain offers conformational flexibility. Industrial synthesis typically proceeds via Williamson ether synthesis followed by Heck coupling or similar palladium-catalyzed reactions. The E isomer generally displays greater stability and more pronounced aromatic character.
Physical & Chemical Properties
| Boiling Point | Not available |
|---|---|
| Density | Not available |
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.1-1% | Up to 2% | Background modifier |
| Functional Products | 0.05-0.5% | Up to 1% | Trace use only |
Classic Accords
Tip: Use sparingly in woody-oriental bases to add subtle phenolic complexity without overpowering.
Alternatives & Comparisons
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 safety assessment currently available.
Sustainability
As a synthetic material, production depends on petrochemical feedstocks. No known environmental persistence issues, but energy-intensive manufacturing requires responsible sourcing of precursors. Not biodegradable in standard OECD tests.
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Ingredient Data Sheet
CAS 20442-74-4Physical 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.
