cis-2-Methyl-4-propyl-1,3-oxathiane (CAS 59323-76-1) — Green Top to Heart Note Fragrance Ingredient
cis-2-Methyl-4-propyl-1,3-oxathiane
CAS 59323-76-1
What Is cis-2-Methyl-4-propyl-1,3-oxathiane?
cis-2-Methyl-4-propyl-1,3-oxathiane is a synthetic fragrance ingredient used to add complex, woody-green nuances to perfumes. It’s found in niche fragrances and body care products. This molecule matters because it creates sophisticated accords that mimic natural materials without sustainability concerns, offering perfumers a versatile tool for modern green-floral compositions.
Safety Profile
GENERALLY SAFEWhat Does cis-2-Methyl-4-propyl-1,3-oxathiane Smell Like?
A dynamic chameleon – opens with sharp green bell pepper crunch, evolving into wet rhubarb stems and young bamboo shoots. The dry-down reveals a surprising warmth – like sun-warmed hay with a whisper of blackcurrant bud. Medium tenacity with excellent diffusion, behaving like a volatile top note but lasting like a light heart note.
In Famous Fragrances
Fragrance associations may not reflect actual formulations.
Used as a hyper-realistic galbanum substitute, providing the piercing green accord that defines this futuristic chypre.
Employed in trace amounts to enhance the violet leaf sharpness while adding dimensional freshness to the fougère structure.
2D Molecular Structure
SMILES: CCC[C@@H]1CCO[C@H](C)S1
Chemistry, Properties & Perfumer Guide
The Chemistry
A cyclic oxathiane with both sulfur and oxygen heteroatoms. The cis configuration of methyl and propyl groups creates unique steric hindrance that affects volatility and odor characteristics. Synthesized via acid-catalyzed cyclization of appropriate mercapto-alcohol precursors. The sulfur atom contributes significantly to odor potency despite its low concentration.
Physical & Chemical Properties
| Molecular Weight | 146.25 g/mol |
|---|---|
| Boiling Point | ~210 °C (estimated) |
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.5-2% | Up to 5% | Green modifier |
| Functional Fragrance | 0.1-0.5% | Up to 1% | Freshness booster |
Classic Accords
Tip: Use with citrus top notes to prevent excessive sharpness.
Alternatives & Comparisons
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
No current IFRA restrictions. Listed on IFRA Transparency List.
RIFM Assessment
Under evaluation by RIFM as of 2023. Preliminary data suggests low sensitization potential.
Sustainability
Synthetic production avoids agricultural land use and seasonal variability. The synthesis route currently uses petrochemical feedstocks, but bio-based pathways are being explored. No known ecological toxicity at usage levels.
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References
Data: PubChem (NIH), PubMed, RIFM, IFRA. Last reviewed: Apr 2026.
Report a data errorIngredient Data Sheet
CAS 59323-76-1Physical Properties
| Molecular Weight | 160.28 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 2.7🔬 PubChem |
| Boiling Point | 196 °C🔬 EPA CompTox |
| Vapor Pressure | 0.5623 mmHg @ 25°C📊 OPERA |
| Flash Point | 90.8 °C🔬 EPA CompTox |
| Involatility Index | 0.0479💻 Calculated |
| log Kp (skin permeability) | -1.761💻 Calculated |
| SMILES | CCCC1CCOC(S1)C🔬 PubChem |
Volatility & Performance
| Fragrance Note | Top💻 Calculated |
| Volatility Class | Slow💻 Calculated |
| Persistence Score | 0.5 / 5💻 Calculated |
Odor & Flavor
| Primary Descriptors | greenwoody• leffingwell |
| Functional Groups | ether💻 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: DTXSID9052260
Physical Properties
| Molecular Weight | 160.28 g/mol🔬 EPA CompTox |
| Density | 0.935 g/cm^3📊 OPERA |
| Boiling Point | 209.098 °C📊 OPERA |
| Melting Point | 4.461 °C📊 OPERA |
| Flash Point | 77.512 °C📊 OPERA |
| Refractive Index | 1.46 Dimensionless📊 OPERA |
| Molar Volume | 171.046 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 3.245 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 3.245 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 3.245 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 5 Log10 unitless📊 OPERA |
| Water Solubility | 0.013 mol/L📊 OPERA |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.511 mmHg📊 OPERA |
| Viscosity | 3.072 cP📊 OPERA |
| Surface Tension | 30.773 dyn/cm📊 OPERA |
| Thermal Conductivity | 123.629 mW/(m*K)📊 OPERA |
Molecular Descriptors
| Topological Polar Surface Area | 9.23 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 | 46.882 cm^3/mol📊 OPERA |
| Polarizability | 18.585 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.
