13-Oxabicyclo[10.1.0]trideca-4,8-diene, (1R,4E,8Z,12R)-rel- (CAS 55722-64-0) — Green Heart Note Fragrance Ingredient

ByThe Good Scents
Green · Woody

13-Oxabicyclo[10.1.0]trideca-4,8-diene, (1R,4E,8Z,12R)-rel-

CAS 55722-64-0

Origin
synthetic
Note
Heart
IFRA
Use with awareness
Data as of: Apr 2026

What Is 13-Oxabicyclo[10.1.0]trideca-4,8-diene, (1R,4E,8Z,12R)-rel-?

This synthetic fragrance ingredient is a specialized bicyclic ether used in high-end perfumery. It creates unique woody-green effects in modern compositions. While rare in consumer products, it appears in niche fragrances seeking avant-garde accords. Its molecular structure allows for exceptional longevity and diffusion properties.

Safety Profile

USE WITH AWARENESS
Generally safeUse with awarenessProfessional use
✓ Stable under normal conditions
⚠ Limited toxicological data available
CAS
55722-64-0
Formula
Mixture
MW
Variable
Odor Family
Green · Woody
Layer 1 · Enthusiast

What Does 13-Oxabicyclo[10.1.0]trideca-4,8-diene, (1R,4E,8Z,12R)-rel- Smell Like?

A complex interplay of ozonic freshness and damp forest depths. Opens with a crisp, almost metallic greenness reminiscent of crushed galbanum stems, then reveals a mysterious woody heart that smells like wet tree bark after summer rain. The drydown carries an unexpected warmth – like sun-warmed pine needles releasing their resinous secrets.

Scent Profile
Layer 2

2D Molecular Structure

(1R,4Z,8E,12R)-13-Oxabicyclo[10.1.0]trideca-4,8-diene

SMILES: C1C\C=C/CC[C@H]2O[C@@H]2CC\C=C\1

Chemistry, Properties & Perfumer Guide

The Chemistry

This bicyclic ether belongs to the class of medium-ring oxygen heterocycles. The strained ring system contributes to its unique olfactory properties. Synthesized through ring-closing metathesis of appropriate diene precursors, followed by selective hydrogenation. The relative stereochemistry at the bridgehead positions significantly impacts odor characteristics.

Physical & Chemical Properties

Perfumer Guide

Note Position
Heart
Volatility
Moderate (2-6 hours)
Blending
Good
ApplicationTypical %RangeNotes
Niche Perfumery0.5-2%Up to 5%Used for radical green effects
Functional Fragrances0.1-0.5%Up to 1%Provides naturalistic woody nuances

Classic Accords

Tip: Use with woody-ambers to enhance diffusion without losing character.

Alternatives & Comparisons

1
Cyclal C CAS 68039-49-6

For similar green effects with better stability in aggressive bases.

Layer 3

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 available due to limited commercial use.

Sustainability

Synthetic production avoids natural resource depletion. The multi-step synthesis requires careful solvent management. Potential for green chemistry approaches in future manufacturing.

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References

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

    Report a data error

    Ingredient Data Sheet

    CAS 55722-64-0

    Physical Properties

    Molecular Weight178.27 g/mol🔬 PubChem
    LogP (Octanol-Water)3.2🔬 PubChem
    Boiling Point254 °C🔬 EPA CompTox
    Vapor Pressure0.1514 mmHg @ 25°C📊 OPERA
    Flash Point113.6 °C🔬 EPA CompTox
    Involatility Index0.0122💻 Calculated
    log Kp (skin permeability)-1.515💻 Calculated
    SMILESC1CC=CCCC2C(O2)CCC=C1🔬 PubChem

    Volatility & Performance

    Fragrance NoteHeart💻 Calculated
    Volatility ClassSlow💻 Calculated
    Persistence Score1.5 / 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: DTXSID301373128

    Physical Properties

    Molecular Weight 178.275 g/mol🔬 EPA CompTox
    Density 0.975 g/cm^3📊 OPERA
    Boiling Point 249.431 °C📊 OPERA
    Melting Point 1.874 °C📊 OPERA
    Flash Point 109.183 °C📊 OPERA
    Refractive Index 1.485 Dimensionless📊 OPERA
    Molar Volume 189.272 cm^3/mol📊 OPERA

    Partition & Solubility

    LogP (Octanol-Water) 4.178 Log10 unitless📊 OPERA
    LogD (pH 5.5) 4.178 Log10 unitless📊 OPERA
    LogD (pH 7.4) 4.178 Log10 unitless📊 OPERA
    LogKoa (Octanol-Air) 5.81 Log10 unitless📊 OPERA
    Water Solubility 0.005 mol/L📊 OPERA
    Henry's Law Constant 0.001 atm-m3/mole📊 OPERA

    Transport Properties

    Vapor Pressure 0.077 mmHg📊 OPERA
    Viscosity 3.006 cP📊 OPERA
    Surface Tension 33.863 dyn/cm📊 OPERA

    Molecular Descriptors

    Topological Polar Surface Area 12.53 Ų💻 Computed
    H-Bond Donors 0 count💻 Computed
    H-Bond Acceptors 1 count💻 Computed
    Rotatable Bonds 0 count💻 Computed
    Aromatic Rings 0 count💻 Computed
    Molar Refractivity 54.206 cm^3/mol📊 OPERA
    Polarizability 21.489 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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