5-Methyl-3-heptanone oxime (CAS 22457-23-4) — Green Heart Note Fragrance Ingredient
5-Methyl-3-heptanone oxime
CAS 22457-23-4
What Is 5-Methyl-3-heptanone oxime?
5-Methyl-3-heptanone oxime is a synthetic fragrance ingredient primarily used in professional perfumery. It is not commonly encountered in consumer products but may appear in niche fragrances. This compound is valued by perfumers for its unique olfactory properties that contribute to complex scent profiles.
Safety Profile
PROFESSIONAL USEWhat Does 5-Methyl-3-heptanone oxime Smell Like?
5-Methyl-3-heptanone oxime presents a sharp, green, and slightly metallic opening that evolves into a more rounded, woody character. The dry-down reveals subtle animalic undertones, making it useful for adding depth to leather and chypre accords. Its odor profile is reminiscent of crushed leaves with a faintly smoky, almost tobacco-like nuance.
In Famous Fragrances
Fragrance associations may not reflect actual formulations.
2D Molecular Structure
SMILES: CCC(C)CC(CC)=NO
Chemistry, Properties & Perfumer Guide
The Chemistry
5-Methyl-3-heptanone oxime belongs to the oxime class of compounds, characterized by the presence of a hydroxyl group attached to a nitrogen atom that is doubly bonded to a carbon. This synthetic molecule is typically produced through the condensation of 5-methyl-3-heptanone with hydroxylamine. The oxime functional group contributes to its unique olfactory properties and chemical stability.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.5-2% | Up to 3% | Used as a modifier in complex accords |
| Functional Fragrance | 0.1-0.5% | Up to 1% | Limited use due to potency |
Classic Accords
Tip: Use sparingly to add green, metallic nuances to woody compositions.
Alternatives & Comparisons
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
No IFRA restrictions currently apply.
RIFM Assessment
No RIFM safety assessment available for this compound.
Sustainability
As a synthetic compound, 5-Methyl-3-heptanone oxime does not impact natural resources. Its production follows standard industrial chemical synthesis protocols, with environmental impact comparable to other specialty fragrance chemicals.
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Ingredient Data Sheet
CAS 22457-23-4Physical Properties
| Molecular Weight | 143.23 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 2.5🔬 PubChem |
| Boiling Point | 211 °C🔬 EPA CompTox |
| Vapor Pressure | 0.072 mmHg @ 25°C📊 OPERA |
| Flash Point | 96.8 °C🔬 EPA CompTox |
| Involatility Index | 0.0065💻 Calculated |
| log Kp (skin permeability) | -1.799💻 Calculated |
| SMILES | CCC(C)CC(=NO)CC🔬 PubChem |
Volatility & Performance
| Fragrance Note | Heart💻 Calculated |
| Volatility Class | Very slow💻 Calculated |
| Persistence Score | 1.8 / 5💻 Calculated |
Odor & Flavor
| Primary Descriptors | greenwoody• leffingwell |
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: DTXSID9051874
Physical Properties
| Molecular Weight | 143.23 g/mol🔬 EPA CompTox |
| Density | 0.889 g/cm^3🔬 EPA CTX |
| Boiling Point | 211 °C🔬 EPA CTX |
| Melting Point | 45.318 °C📊 OPERA |
| Flash Point | 96.8 °C🔬 EPA CTX |
| Refractive Index | 1.445 Dimensionless📊 OPERA |
| Molar Volume | 160.522 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 2.3 Log10 unitless🔬 EPA CTX |
| LogD (pH 5.5) | 2.503 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 2.403 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 4.96 Log10 unitless📊 OPERA |
| Water Solubility | 0.022 mol/L📊 OPERA |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.056 mmHg🔬 EPA CTX |
| Surface Tension | 27.824 dyn/cm📊 OPERA |
Molecular Descriptors
| Topological Polar Surface Area | 32.59 Ų💻 Computed |
| H-Bond Donors | 1 count💻 Computed |
| H-Bond Acceptors | 2 count💻 Computed |
| Rotatable Bonds | 4 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 42.762 cm^3/mol📊 OPERA |
| Polarizability | 16.952 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.
