2-Isopropyl-N,2,3-trimethylbutyramide (CAS 51115-67-4) — Citrus N/A Note Fragrance Ingredient
2-Isopropyl-N,2,3-trimethylbutyramide
CAS 51115-67-4
What Is 2-Isopropyl-N,2,3-trimethylbutyramide?
2-Isopropyl-N,2,3-trimethylbutyramide is a synthetic cooling agent used in fragrances and personal care products. It provides a fresh, cooling sensation similar to menthol but without the strong minty odor. This ingredient matters because it enhances the sensory experience of products like aftershaves, body sprays, and cooling gels, offering a unique tactile dimension to fragrances.
Safety Profile
GENERALLY SAFEWhat Does 2-Isopropyl-N,2,3-trimethylbutyramide Smell Like?
2-Isopropyl-N,2,3-trimethylbutyramide is odorless but delivers a pronounced cooling effect on the skin. Unlike traditional cooling agents like menthol, it lacks any minty or herbal character, making it ideal for neutral fragrance bases. The cooling sensation builds gradually, peaking within minutes and lasting for an extended period. It blends seamlessly with fresh, aquatic, and citrus notes, enhancing their crispness without altering their olfactory profile.
In Famous Fragrances
Fragrance associations may not reflect actual formulations.
Used to amplify the fresh, aquatic character without adding minty notes.
Enhances the cooling sensation in the citrus-marine accord.
Provides a subtle cooling effect to the floral-watery composition.
Used to boost the refreshing quality of the citrus-woody blend.
Adds a clean, cooling touch to the soapy-green accord.
2D Molecular Structure
SMILES: CNC(=O)C(C)(C(C)C)C(C)C
Chemistry, Properties & Perfumer Guide
The Chemistry
2-Isopropyl-N,2,3-trimethylbutyramide is a synthetic amide derivative designed to activate cold-sensitive receptors (TRPM8) in the skin. Unlike menthol, it lacks hydroxyl groups, making it more stable in formulations. It is typically synthesized via the reaction of isobutyric acid derivatives with dimethylamine. The molecule’s compact structure ensures rapid skin penetration and efficient receptor interaction, delivering a prolonged cooling effect without volatility issues.
Physical & Chemical Properties
| Boiling Point | N/A |
|---|---|
| Density | N/A |
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.1-0.5% | Up to 1% | Adds cooling effect without odor interference |
| Body Sprays | 0.2-1% | Up to 2% | Enhances freshness |
| Aftershaves | 0.5-2% | Up to 3% | Provides soothing sensation |
| Cooling Gels | 1-3% | Up to 5% | Delivers intense cooling |
Classic Accords
Tip: Use in conjunction with fresh top notes to amplify their cooling character without altering their scent profile.
Alternatives & Comparisons
Provides a stronger cooling effect with a minty odor, suitable for herbal compositions.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
No IFRA restrictions apply to 2-Isopropyl-N,2,3-trimethylbutyramide.
RIFM Assessment
RIFM has assessed this ingredient as safe for use in current applications.
Sustainability
2-Isopropyl-N,2,3-trimethylbutyramide is synthetically produced, ensuring consistent quality and supply. Its production involves standard chemical processes with minimal environmental impact. Being odorless and effective at low concentrations, it reduces the need for additional cooling agents, contributing to formulation efficiency.
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References
- PubChem Compound Summary for 2-Isopropyl-N,2,3-trimethylbutyramide PubChem
- IFRA Standards Library IFRA
- RIFM Safety Assessment RIFM
Data: PubChem (NIH), PubMed, RIFM, IFRA. Last reviewed: Apr 2026.
Report a data errorIngredient Data Sheet
CAS 51115-67-4Physical Properties
| Molecular Weight | 171.28 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 2.5🔬 PubChem |
| Boiling Point | 233 °C🔬 EPA CompTox |
| Vapor Pressure | 0.0023 mmHg @ 25°C📊 OPERA |
| Flash Point | 100 °C🔬 EPA CompTox |
| Involatility Index | 0.0002💻 Calculated |
| log Kp (skin permeability) | -1.97💻 Calculated |
| SMILES | CC(C)C(C)(C(C)C)C(=O)NC🔬 PubChem |
Volatility & Performance
| Fragrance Note | Base💻 Calculated |
| Volatility Class | Very slow💻 Calculated |
| Persistence Score | 4.4 / 5💻 Calculated |
Odor & Flavor
| Primary Descriptors | citrusfloral• leffingwell |
| 2-Isopropyl-N-2,3-trimethylbutyramide has a cool, mint-menthol type odor.📖 Fenaroli | |
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: DTXSID40199124
Physical Properties
| Molecular Weight | 171.284 g/mol🔬 EPA CompTox |
| Density | 0.993 g/cm^3🔬 EPA CTX |
| Boiling Point | 242.75 °C🔬 EPA CTX |
| Melting Point | 60.5 °C🔬 EPA CTX |
| Flash Point | 100 °C🔬 EPA CTX |
| Refractive Index | 1.431 Dimensionless📊 OPERA |
| Molar Volume | 200.34 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 2.5 Log10 unitless🔬 EPA CTX |
| LogD (pH 5.5) | 2.386 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 2.386 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 7.46 Log10 unitless📊 OPERA |
| Water Solubility | 0.04 mol/L🔬 EPA CTX |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.002 mmHg🔬 EPA CTX |
| Viscosity | 3.017 cP📊 OPERA |
| Surface Tension | 26.115 dyn/cm📊 OPERA |
| Thermal Conductivity | 132.731 mW/(m*K)📊 OPERA |
Molecular Descriptors
| Topological Polar Surface Area | 29.1 Ų💻 Computed |
| H-Bond Donors | 1 count💻 Computed |
| H-Bond Acceptors | 1 count💻 Computed |
| Rotatable Bonds | 3 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 51.885 cm^3/mol📊 OPERA |
| Polarizability | 20.569 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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