Decanal-methylanthranilate (Schiff base) (CAS 67874-67-3) — Citrus Top to middle Note Fragrance Ingredient
Decanal-methylanthranilate (Schiff base)
CAS 67874-67-3
What Is Decanal-methylanthranilate (Schiff base)?
Decanal-methylanthranilate Schiff base is a synthetic fragrance compound that creates unique citrus-floral effects. You’ll find it in modern perfumes where it contributes sparkling, grape-like nuances. This ingredient matters because it bridges citrus freshness with floral depth, offering perfumers a versatile building block that evolves beautifully on skin.
Safety Profile
USE WITH AWARENESSWhat Does Decanal-methylanthranilate (Schiff base) Smell Like?
The Schiff base unfolds with an initial burst reminiscent of white grape skins and crushed orange blossoms, carrying a juicy, almost effervescent quality. As it develops, the scent reveals a delicate balance between tart methyl anthranilate character and the fatty-aldehyde warmth of decanal. The dry-down presents a soft, powdery-orange blossom effect with lingering citrus peel facets that maintain remarkable tenacity for a Schiff base compound.
In Famous Fragrances
Fragrance associations may not reflect actual formulations.
Used as a citrus-floral bridge between the magnolia heart and sparkling top notes, adding grapefruit-like freshness without actual citrus ingredients.
Enhances the blood orange theme with methyl anthranilate’s concord grape character while the Schiff base structure provides superior longevity.
2D Molecular Structure
SMILES: CCCCCCCCCC=NC1=C(C=CC=C1)C(=O)OC
Chemistry, Properties & Perfumer Guide
The Chemistry
This Schiff base forms through condensation between decanal (a C10 aldehyde) and methyl anthranilate (an ester of anthranilic acid). The imine linkage (-C=N-) creates a molecule that combines aldehyde freshness with esteric fruitiness. While Schiff bases typically hydrolyze easily, this particular combination shows surprising stability in ethanol-based perfumes due to balanced electron distribution across the conjugated system.
Physical & Chemical Properties
| Appearance | Pale yellow viscous liquid |
|---|---|
| Solubility | Soluble in ethanol and oils |
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.5-2% | Up to 5% | Adds sparkling citrus-floral effects |
| Functional Fragrance | 0.1-0.5% | Up to 1% | Boosts citrus notes in detergents |
Classic Accords
Tip: Stabilize in ethanol before adding to oil phases to prevent hydrolysis.
Alternatives & Comparisons
For simpler grape-like effects without the aldehyde complexity, though lacks the tenacity of the Schiff base.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
No specific restrictions under IFRA 51st Amendment. Methyl anthranilate precursor is limited to 1.25% in leave-on products.
RIFM Assessment
RIFM evaluation pending for this specific Schiff base; methyl anthranilate component has full safety assessment.
Sustainability
Synthetic production avoids agricultural land use. The Schiff base formation is atom-efficient, generating only water as byproduct. Potential exists for bio-based decanal from renewable sources to improve sustainability profile.
Explore Decanal-methylanthranilate (Schiff base)
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References
- Bauer et al. (2001). Schiff Bases in Perfumery. Flavour and Fragrance Journal. DOI 10.1002/ffj.1050
Data: PubChem (NIH), PubMed, RIFM, IFRA. Last reviewed: Apr 2026.
Report a data errorPhysicochemical Properties
DTXSID: DTXSID9070743
Physical Properties
| Molecular Weight | 289.419 g/mol🔬 EPA CompTox |
| Density | 1.039 g/cm^3📊 OPERA |
| Boiling Point | 361.24 °C📊 OPERA |
| Melting Point | 40.729 °C📊 OPERA |
| Flash Point | 167.974 °C📊 OPERA |
| Refractive Index | 1.496 Dimensionless📊 OPERA |
| Molar Volume | 300.619 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 6.124 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 5.962 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 6.123 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 8.95 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 | 33.659 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 | 10 count💻 Computed |
| Aromatic Rings | 1 count💻 Computed |
| Molar Refractivity | 87.879 cm^3/mol📊 OPERA |
| Polarizability | 34.838 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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