Benzaldehyde methyl anthranilate (Schiff base) (CAS 37837-44-8) — Sweet Top to Middle Note Fragrance Ingredient

Sweet · Balsamic

Benzaldehyde methyl anthranilate (Schiff base)

CAS 37837-44-8

Origin
synthetic
Note
Top to Middle
IFRA
Use with awareness
Data as of: Apr 2026

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 AWARENESS
Generally safeUse with awarenessProfessional use
Safe when used in regulated concentrations
Potential sensitizer – check IFRA guidelines
CAS
37837-44-8
Formula
Mixture
MW
Variable
Odor Family
Sweet · Balsamic
Layer 1 · Enthusiast

What 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.

Scent Profile
Layer 2

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 PointNot available
DensityNot available

Perfumer Guide

Note Position
Top to Middle
Volatility
Medium (2-4 hours)
Blending
Good
ApplicationTypical %RangeNotes
Fine Fragrance1-3%Up to 5%Adds fruity complexity
Flavors0.5-1%Up to 2%Grape enhancer

Classic Accords

Tip: Stabilize in anhydrous bases to prevent Schiff base reversion.

Alternatives & Comparisons

1
Methyl anthranilate CAS 134-20-3

Direct precursor with similar grape notes but lacks almond complexity.

2
Benzaldehyde CAS 100-52-7

Provides almond character but missing the fruity depth of the Schiff base.

Layer 3

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

  1. PubChem: Benzaldehyde methyl anthranilate PubChem

Data: PubChem (NIH), PubMed, RIFM, IFRA. Last reviewed: Apr 2026.

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Ingredient Data Sheet

CAS 37837-44-8
Data Sources & Attribution
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.

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