Isobutyl N-methylanthranilate (CAS 65505-24-0) — Sweet Top to middle Note Fragrance Ingredient

ByThe Good Scents
Sweet · Floral

Isobutyl N-methylanthranilate

CAS 65505-24-0

Origin
synthetic
Note
Top to middle
IFRA
Generally safe
Data as of: Apr 2026

What Is Isobutyl N-methylanthranilate?

Isobutyl N-methylanthranilate is a synthetic fragrance ingredient commonly used in perfumes and flavorings. It imparts a fruity, grape-like aroma with floral undertones. Consumers encounter it in body sprays, candles, and food flavorings. This ester is prized for its ability to create realistic fruit accords and enhance sweetness in compositions without being cloying.

Safety Profile

GENERALLY SAFE
Generally safeUse with awarenessProfessional use
✓ Safe in regulated products
⚠ Check for individual sensitivities
CAS
65505-24-0
Formula
Mixture
MW
Variable
Odor Family
Sweet · Floral
Layer 1 · Enthusiast

What Does Isobutyl N-methylanthranilate Smell Like?

Isobutyl N-methylanthranilate bursts with an initial effervescent grape soda pop impression, like biting into Concord grapes with their characteristic methyl anthranilate tang. The heart reveals subtle orange blossom facets, while the dry-down settles into a soft, powdery musk reminiscent of vintage lipstick. Unlike simpler fruity esters, it maintains dimensional interest for hours.

Scent Profile

In Famous Fragrances

Fragrance associations may not reflect actual formulations.

Aqua Allegoria Pamplelune(Guerlain, 1999)

Used here to amplify the juicy grapefruit illusion, blending with citrus and hedione for a sparkling effect.

Eau de Rochas Homme(Rochas, 1993)

Provides a subtle fruity lift to the aromatic fougère structure without overt sweetness.

Layer 2

2D Molecular Structure

Benzoic acid, 2-(methylamino)-, 2-methylpropyl ester

SMILES: CNC1=CC=CC=C1C(=O)OCC(C)C

Chemistry, Properties & Perfumer Guide

The Chemistry

This ester is synthesized via Fischer esterification between N-methylanthranilic acid and isobutanol. The methyl group on the nitrogen reduces the basicity compared to unsubstituted anthranilates, making it more stable in acidic formulations. Its planar aromatic ring system allows for strong π-π interactions with olfactory receptors.

Physical & Chemical Properties

Boiling Point~300 °C (estimated)
Density~1.05 g/cm³ (estimated)

Perfumer Guide

Note Position
Top to middle
Volatility
Medium (2-4 hours)
Blending
Good
ApplicationTypical %RangeNotes
Fine Fragrance1-3%Up to 5%Fruity top notes
Functional Fragrances0.5-2%Up to 3%Grape flavoring agent

Classic Accords

Tip: Use with ionones to create more complex fruit effects.

Alternatives & Comparisons

1
Methyl anthranilate CAS 134-20-3

The parent compound offers stronger grape character but less stability in formulations.

2
Ethyl N-methylanthranilate CAS 85-91-6

Similar profile with slightly more floral character and better solubility.

Layer 3

Safety, Regulatory & Sustainability

⚠ Regulatory Disclaimer

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

IFRA Status

Not currently restricted by IFRA.

RIFM Assessment

RIFM has evaluated this material and found it safe at current usage levels.

Sustainability

As a synthetic material, production requires petrochemical feedstocks but avoids agricultural impacts. Modern manufacturing processes aim to minimize waste and energy use.

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References

  1. Burdock, G.A. (2010). Fenaroli’s Handbook of Flavor Ingredients. CRC Press. ISBN 9781420090772

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

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Ingredient Data Sheet

CAS 65505-24-0

Physical Properties

Molecular Weight207.27 g/mol🔬 PubChem
LogP (Octanol-Water)3.6🔬 PubChem
Boiling Point285 °C🔬 EPA CompTox
Vapor Pressure0 mmHg @ 25°C📊 OPERA
Flash Point133.4 °C🔬 EPA CompTox
log Kp (skin permeability)-1.408💻 Calculated
SMILESCC(C)COC(=O)C1=CC=CC=C1NC🔬 PubChem

Volatility & Performance

Fragrance NoteBase💻 Calculated
Volatility ClassVery slow💻 Calculated
Persistence Score9.4 / 5💻 Calculated

Odor & Flavor

Primary Descriptorscitrusfloralfruitysweet• leffingwell
Functional Groupsesteretheraromaticamine💻 RDKit

Regulatory Status

IFRA ListedYes — see IFRA Standards for category limits⚖️ IFRA 51
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: DTXSID80867158

Physical Properties

Molecular Weight 207.273 g/mol🔬 EPA CompTox
Density 1.044 g/cm^3📊 OPERA
Boiling Point 291.202 °C📊 OPERA
Melting Point 67.395 °C📊 OPERA
Flash Point 134.287 °C📊 OPERA
Refractive Index 1.538 Dimensionless📊 OPERA
Molar Volume 196.679 cm^3/mol📊 OPERA

Partition & Solubility

LogP (Octanol-Water) 2.784 Log10 unitless📊 OPERA
LogD (pH 5.5) 2.579 Log10 unitless📊 OPERA
LogD (pH 7.4) 2.779 Log10 unitless📊 OPERA
LogKoa (Octanol-Air) 9.27 Log10 unitless📊 OPERA
Water Solubility 0.001 mol/L📊 OPERA
Henry's Law Constant 0 atm-m3/mole📊 OPERA

Transport Properties

Vapor Pressure 0.001 mmHg📊 OPERA
Viscosity 11.738 cP📊 OPERA
Surface Tension 37.823 dyn/cm📊 OPERA
Thermal Conductivity 144.196 mW/(m*K)📊 OPERA

Molecular Descriptors

Topological Polar Surface Area 38.33 Ų💻 Computed
H-Bond Donors 1 count💻 Computed
H-Bond Acceptors 3 count💻 Computed
Rotatable Bonds 4 count💻 Computed
Aromatic Rings 1 count💻 Computed
Molar Refractivity 61.493 cm^3/mol📊 OPERA
Polarizability 24.378 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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