(Z,Z)-1,1′-[Ethylidenebis(oxy)]di(hex-3-ene) (CAS 63449-64-9) — Green Top to mid Note Fragrance Ingredient

ByThe Good Scents
Green · Citrus

(Z,Z)-1,1'-[Ethylidenebis(oxy)]di(hex-3-ene)

CAS 63449-64-9

Origin
synthetic
Note
Top to mid
IFRA
Use with awareness
Data as of: Apr 2026

What Is (Z,Z)-1,1'-[Ethylidenebis(oxy)]di(hex-3-ene)?

(Z,Z)-1,1′-[Ethylidenebis(oxy)]di(hex-3-ene) is a synthetic fragrance ingredient used in modern perfumery to create unique green and fresh effects. It’s found in some contemporary fragrances aiming for crisp, vegetal accents. This molecule matters as it offers perfumers a tool to build modern interpretations of classic green notes without relying on traditional materials like galbanum or violet leaf.

Safety Profile

USE WITH AWARENESS
Generally safeUse with awarenessProfessional use
✓ No IFRA restrictions
⚠ Limited safety data available
CAS
63449-64-9
Formula
Mixture
MW
Variable
Odor Family
Green · Citrus
Layer 1 · Enthusiast

What Does (Z,Z)-1,1'-[Ethylidenebis(oxy)]di(hex-3-ene) Smell Like?

This synthetic molecule delivers an intensely green, almost stem-like freshness with a crisp vegetal character reminiscent of freshly snapped pea pods or cut green beans. The opening is sharp and slightly metallic, evolving into a cleaner mid-phase with waxy undertones. Dry-down reveals subtle earthy nuances that blend well with floral bases. Its linear profile maintains the green character throughout evaporation.

Scent Profile
Layer 2

2D Molecular Structure

(3Z,3′Z)-1,1′-[Ethylidenebis(oxy)]bis[3-hexene]

SMILES: CC\C=C/CCOC(C)OCC\C=C/CC

Chemistry, Properties & Perfumer Guide

The Chemistry

(Z,Z)-1,1′-[Ethylidenebis(oxy)]di(hex-3-ene) is an unsaturated ether with a distinctive molecular architecture featuring two hex-3-ene units connected via an ethylidene bis(oxy) bridge. The (Z,Z) configuration at both double bonds contributes to its sharp green character. Synthesized through controlled etherification reactions, this molecule represents a modern approach to creating green fragrance notes without traditional plant-derived materials.

Physical & Chemical Properties

Perfumer Guide

Note Position
Top to mid
Volatility
Medium (2-4 hours)
Blending
Good with florals
ApplicationTypical %RangeNotes
Fine Fragrance0.5-2%Up to 5%Green accent note
Functional Fragrance0.1-0.5%Up to 1%Freshness booster

Classic Accords

Tip: Use sparingly as it can dominate green compositions.

Alternatives & Comparisons

1
cis-3-Hexenyl acetate CAS 3681-71-8

For a more fruity-green effect with similar intensity but different tonal quality.

2
Stemone CAS 67633-96-9

When a more complex green effect with earthy undertones is desired.

Layer 3

Safety, Regulatory & Sustainability

⚠ Regulatory Disclaimer

General reference only. Consult current IFRA Standards Library before formulating.

IFRA Status

No current IFRA restrictions

RIFM Assessment

Limited RIFM assessment data available for this specific molecule.

Sustainability

As a synthetic material, this ingredient avoids agricultural impacts but requires petrochemical feedstocks. Production likely involves controlled chemical processes with standard industrial waste management. Its potency means small quantities can achieve desired effects, reducing overall environmental load compared to some natural alternatives.

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References

    Data: PubChem (NIH), PubMed, RIFM, IFRA. Last reviewed: Apr 2026.

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    Ingredient Data Sheet

    CAS 63449-64-9

    Physical Properties

    Molecular Weight226.35 g/mol🔬 PubChem
    LogP (Octanol-Water)4🔬 PubChem
    Boiling Point256 °C🔬 EPA CompTox
    Vapor Pressure0.0089 mmHg @ 25°C📊 OPERA
    Flash Point80.7 °C🔬 EPA CompTox
    Involatility Index0.0006💻 Calculated
    log Kp (skin permeability)-1.241💻 Calculated
    SMILESCCC=CCCOC(C)OCCC=CCC🔬 PubChem

    Volatility & Performance

    Fragrance NoteHeart💻 Calculated
    Volatility ClassVery slow💻 Calculated
    Persistence Score4.5 / 5💻 Calculated

    Odor & Flavor

    Functional Groupsetheralkene💻 RDKit
    Data Sources & Attribution
    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: DTXSID1069823

    Physical Properties

    Molecular Weight 226.36 g/mol🔬 EPA CompTox
    Density 0.867 g/cm^3🔬 EPA CTX
    Boiling Point 268.349 °C📊 OPERA
    Melting Point -46.323 °C📊 OPERA
    Flash Point 88.172 °C📊 OPERA
    Refractive Index 1.455 Dimensionless📊 OPERA
    Molar Volume 259.961 cm^3/mol📊 OPERA

    Partition & Solubility

    LogP (Octanol-Water) 4.368 Log10 unitless📊 OPERA
    LogD (pH 5.5) 4.368 Log10 unitless📊 OPERA
    LogD (pH 7.4) 4.368 Log10 unitless📊 OPERA
    LogKoa (Octanol-Air) 6.85 Log10 unitless📊 OPERA
    Water Solubility 0.001 mol/L📊 OPERA
    Henry's Law Constant 0 atm-m3/mole📊 OPERA

    Transport Properties

    Vapor Pressure 0.006 mmHg📊 OPERA
    Viscosity 2.542 cP📊 OPERA
    Surface Tension 26.39 dyn/cm📊 OPERA
    Thermal Conductivity 138.712 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 10 count💻 Computed
    Aromatic Rings 0 count💻 Computed
    Molar Refractivity 70.474 cm^3/mol📊 OPERA
    Polarizability 27.938 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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