Benzaldehyde methyl anthranilate (Schiff base) (CAS 37837-44-8) — Sweet Top to Middle Note Fragrance Ingredient
Benzaldehyde methyl anthranilate (Schiff base)
CAS 37837-44-8
What Is Benzaldehyde methyl anthranilate (Schiff base)?
Benzaldehyde methyl anthranilate is a synthetic fragrance ingredient used in perfumes and flavored products. It forms when benzaldehyde reacts with methyl anthranilate, creating a Schiff base with unique olfactory properties. This compound is valued for its ability to impart grape-like nuances in fragrances and is commonly found in fruity or gourmand compositions.
Safety Profile
USE WITH AWARENESSWhat Does Benzaldehyde methyl anthranilate (Schiff base) Smell Like?
Benzaldehyde methyl anthranilate offers a rich, grape-like aroma with subtle almond undertones. Its top note is intensely fruity, evolving into a softer, powdery heart reminiscent of candied violets. The dry-down reveals a delicate balsamic warmth, making it versatile in both modern and vintage accords.
Chemistry, Properties & Perfumer Guide
The Chemistry
Benzaldehyde methyl anthranilate is a Schiff base formed by the condensation of benzaldehyde and methyl anthranilate. This reaction is reversible and pH-dependent, making it sensitive to formulation conditions. The compound is synthesized under controlled conditions to ensure purity and stability, often requiring anhydrous environments to prevent hydrolysis.
Physical & Chemical Properties
| Boiling Point | Not available |
|---|---|
| Density | Not available |
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 1-3% | Up to 5% | Adds fruity complexity |
| Flavors | 0.5-1% | Up to 2% | Grape enhancer |
Classic Accords
Tip: Stabilize in anhydrous bases to prevent Schiff base reversion.
Alternatives & Comparisons
Direct precursor with similar grape notes but lacks almond complexity.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
No specific IFRA restrictions. Monitor for Schiff base stability.
EU Allergen Declaration
None under current EU regulations.
RIFM Assessment
RIFM safety assessment pending due to limited commercial use data.
Sustainability
Synthetic production minimizes natural resource use but requires careful handling of reactants. Future green chemistry approaches may improve sustainability.
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References
- PubChem: Benzaldehyde methyl anthranilate PubChem
Data: PubChem (NIH), PubMed, RIFM, IFRA. Last reviewed: Apr 2026.
Report a data errorIngredient Data Sheet
CAS 37837-44-8Physical 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.
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