Cinnamic aldehyde-methyl anthranilate (Schiff base) (CAS 94386-48-8) — Sweet Middle Note Fragrance Ingredient
Cinnamic aldehyde-methyl anthranilate (Schiff base)
CAS 94386-48-8
What Is Cinnamic aldehyde-methyl anthranilate (Schiff base)?
Cinnamic aldehyde-methyl anthranilate Schiff base is a synthetic fragrance ingredient used in perfumes and flavored products. It combines warm cinnamon-like notes with fruity floral aspects. This compound is valued for its unique ability to bridge spicy and sweet accords, often found in oriental and gourmand fragrances.
Safety Profile
USE WITH AWARENESSWhat Does Cinnamic aldehyde-methyl anthranilate (Schiff base) Smell Like?
This Schiff base opens with a vibrant burst of cinnamon-spiced warmth, reminiscent of freshly baked apple pie. The heart reveals a surprising twist – a juicy, grape-like fruitiness from the methyl anthranilate moiety. As it dries down, the fragrance evolves into a soft, powdery-woody base with lingering honeyed undertones. The overall effect is like candied orange peel dipped in spiced syrup, with remarkable tenacity on skin.
2D Molecular Structure
SMILES: COC(=O)C1=CC=CC=C1N=CC=CC1=CC=CC=C1
Chemistry, Properties & Perfumer Guide
The Chemistry
Cinnamic aldehyde-methyl anthranilate Schiff base forms through condensation of cinnamaldehyde with methyl anthranilate, creating a nitrogen double bond (C=N) characteristic of Schiff bases. This structure exhibits unique stability compared to its parent aldehydes. The conjugated system allows for electron delocalization, contributing to both its color and odor properties. While not found in nature, its components occur widely – cinnamaldehyde in cinnamon bark and methyl anthranilate in Concord grapes.
Physical & Chemical Properties
| Appearance | Yellow to orange viscous liquid |
|---|---|
| Solubility | Soluble in ethanol, propylene glycol |
| Stability | Stable under normal conditions |
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.5-2% | Up to 5% | Adds warmth to oriental accords |
| Home Fragrance | 1-3% | Up to 8% | Creates inviting gourmand effects |
Classic Accords
Tip: Use with citrus top notes to balance sweetness and create dynamic contrast.
Alternatives & Comparisons
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
No specific IFRA restrictions. Components are IFRA compliant within standard limits.
EU Allergen Declaration
Components may require declaration: Cinnamal (CAS 104-55-2), Methyl anthranilate (CAS 134-20-3).
GHS Classification
RIFM Assessment
RIFM has assessed component materials but not this specific Schiff base. Use at industry-standard levels.
Sustainability
As a synthetic material, production involves petrochemical inputs but enables precise control without agricultural variability. The Schiff base formation reduces volatility compared to components, potentially increasing fragrance longevity and reducing reapplication frequency.
Explore Cinnamic aldehyde-methyl anthranilate (Schiff base)
Browse essential oils and aroma compounds.
Browse on iHerb →Affiliate disclosure: we may earn a small commission at no extra cost to you.
References
Data: PubChem (NIH), PubMed, RIFM, IFRA. Last reviewed: Apr 2026.
Report a data errorPhysicochemical Properties
DTXSID: DTXSID201021734
Physical Properties
| Molecular Weight | 265.312 g/mol🔬 EPA CompTox |
| Density | 1.119 g/cm^3📊 OPERA |
| Boiling Point | 390.092 °C📊 OPERA |
| Melting Point | 100.085 °C📊 OPERA |
| Flash Point | 193.311 °C📊 OPERA |
| Refractive Index | 1.542 Dimensionless📊 OPERA |
| Molar Volume | 256.88 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 3.857 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 3.648 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 3.852 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 8.18 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 | 38.098 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 | 4 count💻 Computed |
| Aromatic Rings | 2 count💻 Computed |
| Molar Refractivity | 80.905 cm^3/mol📊 OPERA |
| Polarizability | 32.073 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.
![Glycine, N-[[5-methyl-2-(1-methylethyl)cyclohexyl]carbonyl]-, ethyl ester (CAS 39668-74-1) — Woody Middle Note Fragrance Ingredient](https://thegoodscents.company/wp-content/uploads/2026/04/glycine-n-5-methyl-2-1-1-768x439.webp)
![1-Ethyl-3-methoxytricyclo[2.2.1.02,6]heptane (CAS 31996-78-8) — Woody Top to middle Note Fragrance Ingredient](https://thegoodscents.company/wp-content/uploads/2026/04/1-ethyl-3-methoxytricyclo-2-2-1-02-6-heptane-1-768x439.webp)