alpha-Amylcinnamaldehyde-methyl anthranilate (Schiff base) (CAS 68527-78-6) — Floral Middle to base Note Fragrance Ingredient

ByThe Good Scents
Floral · Sweet

alpha-Amylcinnamaldehyde-methyl anthranilate (Schiff base)

CAS 68527-78-6

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

What Is alpha-Amylcinnamaldehyde-methyl anthranilate (Schiff base)?

alpha-Amylcinnamaldehyde-methyl anthranilate is a synthetic fragrance ingredient used in perfumes and scented products. It forms when alpha-amylcinnamaldehyde reacts with methyl anthranilate, creating a Schiff base with unique aromatic properties. This compound is valued for its ability to impart warm, floral, and slightly balsamic nuances to fragrances.

Safety Profile

USE WITH AWARENESS
Generally safeUse with awarenessProfessional use
✓ Safe in regulated concentrations
⚠ Potential sensitizer – check IFRA guidelines
CAS
68527-78-6
Formula
Mixture
MW
Variable
Odor Family
Floral · Sweet
Layer 1 · Enthusiast

What Does alpha-Amylcinnamaldehyde-methyl anthranilate (Schiff base) Smell Like?

This Schiff base delivers a complex aroma profile: initially warm and slightly floral, reminiscent of orange blossoms with a hint of balsamic depth. As it evolves, it reveals a subtle powdery sweetness, akin to heliotrope, before settling into a soft, ambery dry-down. The interplay between the cinnamic aldehyde and methyl anthranilate creates a harmonious balance between brightness and warmth.

Scent Profile
Layer 2

2D Molecular Structure

Benzoic acid, 2-[[2-(phenylmethylene)heptylidene]amino]-, methyl ester

SMILES: CCCCCC(C=NC1=C(C=CC=C1)C(=O)OC)=CC1=CC=CC=C1

Chemistry, Properties & Perfumer Guide

The Chemistry

alpha-Amylcinnamaldehyde-methyl anthranilate is a Schiff base, formed by the condensation of alpha-amylcinnamaldehyde and methyl anthranilate. This reaction eliminates water, creating a nitrogen double-bonded to the carbon (C=N) characteristic of Schiff bases. The compound is synthetic and does not occur naturally. Its stability and aroma profile make it useful in fragrance formulations where warm, floral-balsamic notes are desired.

Physical & Chemical Properties

Perfumer Guide

Note Position
Middle to base
Volatility
Medium (1-4 hours)
Blending
Good
ApplicationTypical %RangeNotes
Fine Fragrance1-3%Up to 5%Adds warmth and floral depth
Personal Care0.5-2%Up to 3%Used in soaps and lotions for lasting scent

Classic Accords

Tip: Use in conjunction with other warm notes to enhance its balsamic character.

Alternatives & Comparisons

1
alpha-Amylcinnamaldehyde CAS 122-40-7

Offers similar warm floral notes without the Schiff base complexity.

2
Methyl anthranilate CAS 134-20-3

Provides a more straightforward grape-like floral note.

Layer 3

Safety, Regulatory & Sustainability

⚠ Regulatory Disclaimer

General reference only. Consult current IFRA Standards Library before formulating.

IFRA Status

No specific IFRA restrictions, but components should comply with individual guidelines.

EU Allergen Declaration

None for the Schiff base itself, but components may require declaration.

RIFM Assessment

No specific RIFM assessment found for this Schiff base.

Sustainability

As a synthetic compound, its environmental impact depends on the production processes of its precursors. Sustainable sourcing of raw materials and energy-efficient synthesis methods can reduce its footprint.

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References

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

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    Ingredient Data Sheet

    CAS 68527-78-6

    Physical Properties

    Molecular Weight335.4 g/mol🔬 PubChem
    LogP (Octanol-Water)5.9🔬 PubChem
    Boiling Point367 °C🔬 EPA CompTox
    Vapor Pressure0 mmHg @ 25°C📊 OPERA
    Flash Point184.1 °C🔬 EPA CompTox
    log Kp (skin permeability)-0.557💻 Calculated
    SMILESCCCCCC(=CC1=CC=CC=C1)C=NC2=CC=CC=C2C(=O)OC🔬 PubChem

    Volatility & Performance

    Fragrance NoteBase💻 Calculated

    Odor & Flavor

    Functional Groupsesteretheralkenearomatic💻 RDKit
    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.

    Physicochemical Properties

    DTXSID: DTXSID1071616

    Physical Properties

    Molecular Weight 335.447 g/mol🔬 EPA CompTox
    Density 1.064 g/cm^3📊 OPERA
    Boiling Point 424.016 °C📊 OPERA
    Melting Point 86.92 °C📊 OPERA
    Flash Point 198.214 °C📊 OPERA
    Refractive Index 1.529 Dimensionless📊 OPERA
    Molar Volume 336.397 cm^3/mol📊 OPERA

    Partition & Solubility

    LogP (Octanol-Water) 6.196 Log10 unitless📊 OPERA
    LogD (pH 5.5) 5.769 Log10 unitless📊 OPERA
    LogD (pH 7.4) 6.181 Log10 unitless📊 OPERA
    LogKoa (Octanol-Air) 10.61 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 35.954 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 8 count💻 Computed
    Aromatic Rings 2 count💻 Computed
    Molar Refractivity 103.766 cm^3/mol📊 OPERA
    Polarizability 41.136 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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