Benzoic acid, 2-[(1-hydroxy-3-phenylbutyl)amino], methyl ester (CAS 144761-91-1) — Balsamic Middle to base Note Fragrance Ingredient
Benzoic acid, 2-[(1-hydroxy-3-phenylbutyl)amino], methyl ester
CAS 144761-91-1
What Is Benzoic acid, 2-[(1-hydroxy-3-phenylbutyl)amino], methyl ester?
This synthetic fragrance ingredient is a specialized compound used in niche perfumery. It’s typically found in high-end fragrances where unique molecular structures create distinctive scent profiles. The ingredient matters because it represents perfumery’s cutting edge – where chemistry meets artistry to create novel olfactory experiences that can’t be found in nature.
Safety Profile
USE WITH AWARENESSWhat Does Benzoic acid, 2-[(1-hydroxy-3-phenylbutyl)amino], methyl ester Smell Like?
This synthetic molecule offers a complex aromatic profile that evolves intriguingly on skin. Initially presenting with a subtle medicinal sharpness reminiscent of antique apothecary cabinets, it quickly softens into a warm, ambery embrace. The dry-down reveals surprising facets – a whisper of dried fruits, a hint of aged leather, and an almost imperceptible floralcy that lingers like distant memory. Its behavior is unpredictable in the best way, transforming differently on each wearer’s chemistry.
2D Molecular Structure
SMILES: COC(=O)C1=CC=CC=C1NC(O)CC(C)C1=CC=CC=C1
Chemistry, Properties & Perfumer Guide
The Chemistry
This synthetic ester belongs to the benzoate family, characterized by its aromatic benzoic acid core modified with an amino alcohol side chain. The phenylbutylamine moiety contributes to its complex olfactory properties. While specific synthesis routes are proprietary, it likely involves esterification of modified benzoic acid derivatives. The stereochemistry at the chiral center significantly impacts its odor profile, with different enantiomers exhibiting distinct scent characteristics.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.5-2% | Up to 3% | Used as complexing agent |
| Functional Fragrance | 0.1-0.5% | Up to 1% | For sophisticated effects |
Classic Accords
Tip: Use sparingly as a bridge between floral and woody notes to add depth without overwhelming.
Alternatives & Comparisons
For similar sweetening effects with more predictable behavior in formulations.
Offers comparable blending properties with better understood safety profile.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
Not currently restricted by IFRA standards.
RIFM Assessment
No RIFM assessment currently available for this specific compound.
Sustainability
As a synthetic material, this ingredient avoids natural resource depletion but requires energy-intensive manufacturing processes. Its specialized nature means production volumes are low, reducing environmental impact. The fragrance industry is moving toward greener synthesis methods for such complex molecules, though specific data for this compound isn’t publicly available.
Explore Benzoic acid, 2-[(1-hydroxy-3-phenylbutyl)amino], methyl ester
Browse essential oils and aroma compounds.
Browse on iHerb →Affiliate disclosure: we may earn a small commission at no extra cost to you.
Ingredient Data Sheet
CAS 144761-91-1Physical Properties
| Molecular Weight | 299.4 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 4.4🔬 PubChem |
| Boiling Point | 333 °C🔬 EPA CompTox |
| Vapor Pressure | 0 mmHg @ 25°C📊 OPERA |
| Flash Point | 236.1 °C🔬 EPA CompTox |
| log Kp (skin permeability) | -1.402💻 Calculated |
| SMILES | CC(CC(NC1=CC=CC=C1C(=O)OC)O)C2=CC=CC=C2🔬 PubChem |
Volatility & Performance
| Fragrance Note | Base💻 Calculated |
Odor & Flavor
| Functional Groups | esteralcoholetheraromaticamine💻 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: DTXSID7051343
Physical Properties
| Molecular Weight | 299.37 g/mol🔬 EPA CompTox |
| Density | 1.183 g/cm^3📊 OPERA |
| Boiling Point | 402.629 °C📊 OPERA |
| Melting Point | 142.318 °C📊 OPERA |
| Flash Point | 238.066 °C📊 OPERA |
| Refractive Index | 1.601 Dimensionless📊 OPERA |
| Molar Volume | 255.635 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 3.582 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 3.582 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 3.552 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 9.26 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 |
| Viscosity | 67.577 cP📊 OPERA |
| Surface Tension | 48.694 dyn/cm📊 OPERA |
| Thermal Conductivity | 154.439 mW/(m*K)📊 OPERA |
Molecular Descriptors
| Topological Polar Surface Area | 58.56 Ų💻 Computed |
| H-Bond Donors | 2 count💻 Computed |
| H-Bond Acceptors | 4 count💻 Computed |
| Rotatable Bonds | 6 count💻 Computed |
| Aromatic Rings | 2 count💻 Computed |
| Molar Refractivity | 87.518 cm^3/mol📊 OPERA |
| Polarizability | 34.695 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.
