4-(1,2-Epoxy-2,6,6-trimethylcyclohexyl)-3-buten-2-one (CAS 23267-57-4) — Woody Middle Note Fragrance Ingredient

ByThe Good Scents
Woody · Spicy

4-(1,2-Epoxy-2,6,6-trimethylcyclohexyl)-3-buten-2-one

CAS 23267-57-4

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

What Is 4-(1,2-Epoxy-2,6,6-trimethylcyclohexyl)-3-buten-2-one?

4-(1,2-Epoxy-2,6,6-trimethylcyclohexyl)-3-buten-2-one is a synthetic fragrance compound used in perfumery. It is not commonly encountered in everyday products but may appear in niche or artistic fragrances. This ingredient matters because it contributes unique olfactory characteristics that are difficult to achieve with natural materials alone.

Safety Profile

USE WITH AWARENESS
Generally safeUse with awarenessProfessional use
⚠ Limited safety data available
⚠ Potential skin sensitizer
CAS
23267-57-4
Formula
Mixture
MW
Variable
Odor Family
Woody · Spicy
Layer 1 · Enthusiast

What Does 4-(1,2-Epoxy-2,6,6-trimethylcyclohexyl)-3-buten-2-one Smell Like?

This synthetic molecule offers a complex olfactory profile with woody, spicy, and slightly fruity nuances. The epoxy group contributes a sharp, almost metallic edge that evolves into a warmer, ambery dry-down. Its behavior resembles a cross between ionones and damascones, with a distinctive chemical brightness that persists through the heart phase.

Scent Profile
Layer 2

2D Molecular Structure

5,6-beta-Ionone epoxide

SMILES: CC(=O)C=CC12OC1(C)CCCC2(C)C

Chemistry, Properties & Perfumer Guide

The Chemistry

4-(1,2-Epoxy-2,6,6-trimethylcyclohexyl)-3-buten-2-one belongs to the class of epoxy ketones with a cyclohexyl backbone. The molecule features both an epoxy group and an α,β-unsaturated ketone moiety, which contribute to its reactivity and olfactory properties. Synthesis typically involves epoxidation of a precursor unsaturated ketone derived from isophorone or related compounds.

Physical & Chemical Properties

Perfumer Guide

Note Position
Middle
Volatility
Medium (2-4 hours)
Blending
Moderate
ApplicationTypical %RangeNotes
Fine Fragrance0.1-0.5%Up to 1%Used as an accent note
Functional Fragrance0.05-0.2%Up to 0.5%Limited use due to potential sensitization

Classic Accords

Tip: Use sparingly in blends to avoid overpowering other materials.

Alternatives & Comparisons

1
Damascone beta CAS 35044-68-9

Similar fruity-woody character without epoxy sharpness, more widely used in perfumery.

2
Iso E Super CAS 54464-57-2

Provides woody aspects with better stability and safety profile.

Layer 3

Safety, Regulatory & Sustainability

⚠ Regulatory Disclaimer

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

IFRA Status

No specific IFRA restrictions found. Use caution due to structural alerts.

GHS Classification

H315 Skin irritation H317 May cause allergic skin reaction

RIFM Assessment

No RIFM assessment publicly available for this specific compound.

Sustainability

As a synthetic material, this compound is produced through chemical synthesis rather than extracted from natural sources. Environmental impact depends on manufacturing processes and waste management. Being a specialty chemical, it has limited production volume compared to major fragrance ingredients.

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References

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

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    Ingredient Data Sheet

    CAS 23267-57-4

    Physical Properties

    Molecular Weight208.3 g/mol🔬 PubChem
    LogP (Octanol-Water)2🔬 PubChem
    Boiling Point263 °C🔬 EPA CompTox
    Vapor Pressure0.0186 mmHg @ 25°C📊 OPERA
    Flash Point103.7 °C🔬 EPA CompTox
    Involatility Index0.0014💻 Calculated
    log Kp (skin permeability)-2.551💻 Calculated
    SMILESCC(=O)C=CC12C(CCCC1(O2)C)(C)C🔬 PubChem

    Volatility & Performance

    Fragrance NoteHeart💻 Calculated
    Volatility ClassVery slow💻 Calculated
    Persistence Score2.9 / 5💻 Calculated

    Odor & Flavor

    Primary Descriptorsfloralfruityorrissweetvioletwoody• leffingwell
    Functional Groupsketoneetheralkene💻 RDKit
    “Intensely sweet, fruity-woody odor of great volume and excellent tenacity, suggestive of precious woods with floral background notes and a similarity to Raspberry.”📖 Arctander

    Flavor Notes (Arctander)

    “It could find use in flavor compositions,”📖 Arctander

    Regulatory Status

    GRAS StatusGenerally Recognized as Safe⚖️ FEMA GRAS
    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: DTXSID8051885

    Physical Properties

    Molecular Weight 208.301 g/mol🔬 EPA CompTox
    Density 1.057 g/cm^3📊 OPERA
    Boiling Point 262.771 °C📊 OPERA
    Melting Point 77.19 °C📊 OPERA
    Flash Point 109.947 °C📊 OPERA
    Refractive Index 1.549 Dimensionless📊 OPERA
    Molar Volume 193.691 cm^3/mol📊 OPERA

    Partition & Solubility

    LogP (Octanol-Water) 3.369 Log10 unitless📊 OPERA
    LogD (pH 5.5) 3.369 Log10 unitless📊 OPERA
    LogD (pH 7.4) 3.369 Log10 unitless📊 OPERA
    LogKoa (Octanol-Air) 6.56 Log10 unitless📊 OPERA
    Water Solubility 0.01 mol/L📊 OPERA
    Henry's Law Constant 0 atm-m3/mole📊 OPERA

    Transport Properties

    Vapor Pressure 0.008 mmHg📊 OPERA
    Surface Tension 44.321 dyn/cm📊 OPERA

    Molecular Descriptors

    Topological Polar Surface Area 29.6 Ų💻 Computed
    H-Bond Donors 0 count💻 Computed
    H-Bond Acceptors 2 count💻 Computed
    Rotatable Bonds 2 count💻 Computed
    Aromatic Rings 0 count💻 Computed
    Molar Refractivity 61.568 cm^3/mol📊 OPERA
    Polarizability 24.407 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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