Benzoic acid, 2-[[(4-hydroxy-3-methoxyphenyl)methylene]amino]-, methyl ester (CAS 72927-84-5) — Woody Base Note Fragrance Ingredient
Benzoic acid, 2-[[(4-hydroxy-3-methoxyphenyl)methylene]amino]-, methyl ester
CAS 72927-84-5
What Is Benzoic acid, 2-[[(4-hydroxy-3-methoxyphenyl)methylene]amino]-, methyl ester?
Benzoic acid derivative used as a synthetic fragrance ingredient. Found in air fresheners and some personal care products. This compound provides a subtle, long-lasting scent that enhances product longevity. Its controlled use ensures safety while contributing to fragrance complexity and stability.
Safety Profile
USE WITH AWARENESSWhat Does Benzoic acid, 2-[[(4-hydroxy-3-methoxyphenyl)methylene]amino]-, methyl ester Smell Like?
This benzoic acid derivative offers a mild, slightly sweet aroma with woody undertones. It evolves subtly on the skin, starting with a faint medicinal sharpness that softens into a warm, balsamic dry-down. The scent lingers close to the skin, providing a subtle base note that blends well with other ingredients.
2D Molecular Structure
SMILES: COC(=O)C1=C(C=CC=C1)N=CC1=CC(OC)=C(O)C=C1
Chemistry, Properties & Perfumer Guide
The Chemistry
This synthetic benzoic acid derivative belongs to the ester class. It is produced through esterification reactions involving benzoic acid derivatives. The compound’s structure includes a methoxyphenyl group, contributing to its stability and subtle aromatic properties. Its synthetic nature allows for consistent quality and performance in formulations.
Physical & Chemical Properties
| Appearance | Solid |
|---|---|
| Color | White to off-white |
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 1-3% | Up to 5% | Provides subtle base notes |
| Functional Fragrance | 0.5-2% | Up to 3% | Enhances longevity |
Classic Accords
Tip: Use sparingly to avoid overpowering other notes.
Alternatives & Comparisons
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
No specific IFRA restrictions.
EU Allergen Declaration
Not listed as an EU allergen.
RIFM Assessment
No specific RIFM assessment found.
Sustainability
Synthetic production minimizes environmental impact compared to natural extraction. Consistent quality reduces waste in formulation processes.
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Ingredient Data Sheet
CAS 72927-84-5Physical Properties
| Molecular Weight | 285.29 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 2.7🔬 PubChem |
| Boiling Point | 332 °C🔬 EPA CompTox |
| Vapor Pressure | 0 mmHg @ 25°C📊 OPERA |
| Flash Point | 249 °C🔬 EPA CompTox |
| log Kp (skin permeability) | -2.523💻 Calculated |
| SMILES | COC1=C(C=CC(=C1)C=NC2=CC=CC=C2C(=O)OC)O🔬 PubChem |
Volatility & Performance
| Fragrance Note | Base💻 Calculated |
Odor & Flavor
| Functional Groups | esterphenoletheraromatic💻 RDKit |
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: DTXSID9072654
Physical Properties
| Molecular Weight | 285.299 g/mol🔬 EPA CompTox |
| Density | 1.218 g/cm^3📊 OPERA |
| Boiling Point | 403.718 °C📊 OPERA |
| Melting Point | 134.904 °C📊 OPERA |
| Flash Point | 226.729 °C📊 OPERA |
| Refractive Index | 1.556 Dimensionless📊 OPERA |
| Molar Volume | 243.695 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 2.914 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 2.826 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 2.637 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 10.47 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 | 41.068 dyn/cm📊 OPERA |
Molecular Descriptors
| Topological Polar Surface Area | 68.12 Ų💻 Computed |
| H-Bond Donors | 1 count💻 Computed |
| H-Bond Acceptors | 5 count💻 Computed |
| Rotatable Bonds | 4 count💻 Computed |
| Aromatic Rings | 2 count💻 Computed |
| Molar Refractivity | 78.351 cm^3/mol📊 OPERA |
| Polarizability | 31.061 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.
