2-Methylpentanal-methyl anthranilate (Schiff base) (CAS 50607-64-2) — Sweet Middle Note Fragrance Ingredient
2-Methylpentanal-methyl anthranilate (Schiff base)
CAS 50607-64-2
What Is 2-Methylpentanal-methyl anthranilate (Schiff base)?
2-Methylpentanal-methyl anthranilate is a synthetic fragrance ingredient primarily used in perfumery for its unique aromatic properties. It’s found in some niche fragrances and specialty scent compositions. This Schiff base forms through a reaction between an aldehyde and an amine, creating complex scent profiles that evolve on skin. Its importance lies in providing perfumers with a stable, long-lasting aromatic compound that can impart both fruity and floral nuances to fragrance blends, offering a versatile tool for creating distinctive accords.
Safety Profile
USE WITH AWARENESSWhat Does 2-Methylpentanal-methyl anthranilate (Schiff base) Smell Like?
This Schiff base offers a fascinating olfactory profile that begins with bright, grape-like fruity top notes reminiscent of methyl anthranilate, then gradually reveals deeper, honeyed floral undertones. As it dries down, subtle woody and powdery facets emerge, creating a complex aromatic journey. The scent maintains good tenacity on skin, evolving from its initial vibrant character to a softer, more intimate dry down. Its balanced profile makes it particularly valuable for adding both lift and depth to fragrance compositions.
2D Molecular Structure
SMILES: CCCC(C)C=NC1=C(C=CC=C1)C(=O)OC
Chemistry, Properties & Perfumer Guide
The Chemistry
2-Methylpentanal-methyl anthranilate is a Schiff base formed through the condensation of 2-methylpentanal with methyl anthranilate. This class of compounds is known for their stability in fragrance applications. While the exact molecular structure isn’t well-documented in public literature, Schiff bases typically feature a carbon-nitrogen double bond (C=N) that contributes to their aromatic properties. The combination of the methylpentanal moiety with methyl anthranilate creates a molecule that bridges fruity and floral characteristics, making it valuable in perfumery.
Physical & Chemical Properties
| Appearance | Not documented |
|---|---|
| Boiling Point | Not documented |
| Density | Not documented |
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.5-2% | Up to 5% | Used as floral-fruity modifier |
| Functional Fragrance | 0.1-0.5% | Up to 1% | Limited use due to cost |
Classic Accords
Tip: Use in floral bases to add natural-seeming fruity complexity without excessive sweetness.
Alternatives & Comparisons
Direct precursor offering similar grape-like notes but without the Schiff base complexity and longevity.
Aldehyde component providing green, fruity top notes without the floral character of the Schiff base.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
No specific IFRA restrictions currently apply to this ingredient.
EU Allergen Declaration
Not currently listed as an EU allergen.
RIFM Assessment
No public RIFM assessment found for this specific Schiff base.
Sustainability
As a synthetic material, this Schiff base offers consistent quality and reduces pressure on natural resources. However, its environmental impact depends on the manufacturing processes of its precursors. Responsible sourcing of raw materials and energy-efficient production methods can minimize its ecological footprint. Being a specialty chemical, it’s typically produced in small batches with careful waste management.
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Ingredient Data Sheet
CAS 50607-64-2Physical Properties
| Molecular Weight | 233.31 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 3.4🔬 PubChem |
| Boiling Point | 290 °C🔬 EPA CompTox |
| Vapor Pressure | 0.001 mmHg @ 25°C📊 OPERA |
| Flash Point | 160.4 °C🔬 EPA CompTox |
| Involatility Index | 0.0001💻 Calculated |
| log Kp (skin permeability) | -1.709💻 Calculated |
| SMILES | CCCC(C)C=NC1=CC=CC=C1C(=O)OC🔬 PubChem |
Volatility & Performance
| Fragrance Note | Base💻 Calculated |
| Volatility Class | Very slow💻 Calculated |
| Persistence Score | 6.2 / 5💻 Calculated |
Odor & Flavor
| Functional Groups | esteretheraromatic💻 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: DTXSID8052142
Physical Properties
| Molecular Weight | 233.311 g/mol🔬 EPA CompTox |
| Density | 1.04 g/cm^3📊 OPERA |
| Boiling Point | 321.261 °C📊 OPERA |
| Melting Point | 49.758 °C📊 OPERA |
| Flash Point | 152.577 °C📊 OPERA |
| Refractive Index | 1.5 Dimensionless📊 OPERA |
| Molar Volume | 235.368 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 3.946 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 3.198 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 3.651 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 6.91 Log10 unitless📊 OPERA |
| Water Solubility | 0 mol/L📊 OPERA |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0 mmHg📊 OPERA |
| Surface Tension | 32.536 dyn/cm📊 OPERA |
Molecular Descriptors
| Topological Polar Surface Area | 38.66 Ų💻 Computed |
| H-Bond Donors | 0 count💻 Computed |
| H-Bond Acceptors | 3 count💻 Computed |
| Rotatable Bonds | 5 count💻 Computed |
| Aromatic Rings | 1 count💻 Computed |
| Molar Refractivity | 69.256 cm^3/mol📊 OPERA |
| Polarizability | 27.455 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.
