Isopropyl 2-methylbutyrate (CAS 66576-71-4) — Sweet Top Note Fragrance Ingredient

Sweet · Citrus

Isopropyl 2-methylbutyrate

CAS 66576-71-4

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

What Is Isopropyl 2-methylbutyrate?

Isopropyl 2-methylbutyrate is a synthetic ester commonly used in fruity and apple-like fragrance compositions. You encounter it in body sprays, shampoos, and air fresheners. This molecule matters because it provides a cost-effective, stable alternative to natural fruit extracts, allowing consistent quality across mass-market products.

Safety Profile

GENERALLY SAFE
Generally safeUse with awarenessProfessional use
No known restrictions
Not classified as an allergen
CAS
66576-71-4
Formula
Mixture
MW
Variable
Odor Family
Sweet · Citrus
Layer 1 · Enthusiast

What Does Isopropyl 2-methylbutyrate Smell Like?

A burst of freshly cut green apples with a slight fermented undertone – think cider house floors after pressing season. The top note has a fizzy, almost effervescent quality that settles into a deeper, rum-like sweetness. Over hours, it reveals a subtle woody backbone that prevents cloyingness, making it useful for masculine fruity accords.

Scent Profile

In Famous Fragrances

Fragrance associations may not reflect actual formulations.

DKNY Be Delicious(Donna Karan, 2004)

Provides the crisp apple peel effect in this iconic fragrance, blending with rosewood to create a contemporary fruity-floral signature.

Boss Bottled Unlimited(Hugo Boss, 2021)

Used in the synthetic apple accord that contrasts with spicy pink pepper, demonstrating its versatility in masculine compositions.

Layer 2

2D Molecular Structure

Isopropyl 2-methylbutyrate

SMILES: CCC(C)C(=O)OC(C)C

Chemistry, Properties & Perfumer Guide

The Chemistry

An ester formed from isopropanol and 2-methylbutyric acid. Industrially produced via acid-catalyzed esterification. The branched structure enhances volatility while the ester linkage provides stability against hydrolysis compared to straight-chain counterparts. Often used as a racemic mixture though chiral forms exist.

Physical & Chemical Properties

Molecular Weight144.21 g/mol
Boiling Point142-144 °C
Density0.865 g/cm³ (20°C)

Perfumer Guide

Note Position
Top
Volatility
Medium (1-3 hours)
Blending
Good
ApplicationTypical %RangeNotes
Functional Fragrances0.5-2%Up to 5%Provides fruity lift in detergents
Fine Fragrance0.1-0.8%Up to 1.2%Used in modern fruity top notes

Classic Accords

Tip: Combine with ionones to extend fruity character into heart phase.

Alternatives & Comparisons

1
Ethyl 2-methylbutyrate CAS 7452-79-1

More diffusive but less tenacious. Preferred when brighter top notes are needed.

Layer 3

Safety, Regulatory & Sustainability

⚠ Regulatory Disclaimer

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

IFRA Status

No restrictions under current IFRA standards.

RIFM Assessment

RIFM-reviewed with no safety concerns at current use levels.

Sustainability

Synthesized from petrochemical feedstocks but requires less agricultural land than natural apple extracts. Energy-intensive production offset by high odor potency enabling low dosage.

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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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Physicochemical Properties

DTXSID: DTXSID3047550

Physical Properties

Molecular Weight 144.214 g/mol🔬 EPA CompTox
Density 0.851 g/cm^3🔬 EPA CTX
Boiling Point 143.384 °C📊 OPERA
Melting Point -72.042 °C📊 OPERA
Flash Point 34.736 °C📊 OPERA
Refractive Index 1.41 Dimensionless📊 OPERA
Molar Volume 164.825 cm^3/mol📊 OPERA

Partition & Solubility

LogP (Octanol-Water) 2.447 Log10 unitless📊 OPERA
LogD (pH 5.5) 2.447 Log10 unitless📊 OPERA
LogD (pH 7.4) 2.447 Log10 unitless📊 OPERA
LogKoa (Octanol-Air) 3.87 Log10 unitless📊 OPERA
Water Solubility 0.011 mol/L📊 OPERA
Henry's Law Constant 0 atm-m3/mole📊 OPERA

Transport Properties

Vapor Pressure 5.466 mmHg📊 OPERA
Viscosity 0.936 cP📊 OPERA
Surface Tension 24.775 dyn/cm📊 OPERA
Thermal Conductivity 125.865 mW/(m*K)📊 OPERA

Molecular Descriptors

Topological Polar Surface Area 26.3 Ų💻 Computed
H-Bond Donors 0 count💻 Computed
H-Bond Acceptors 2 count💻 Computed
Rotatable Bonds 3 count💻 Computed
Aromatic Rings 0 count💻 Computed
Molar Refractivity 40.804 cm^3/mol📊 OPERA
Polarizability 16.176 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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