Methyl 2-[[3-(1,3-benzodioxol-5-yl)-2-methyl-1-propenyl]amino]benzoate (CAS 104037-85-6) — Floral Middle Note Fragrance Ingredient
Methyl 2-[[3-(1,3-benzodioxol-5-yl)-2-methyl-1-propenyl]amino]benzoate
CAS 104037-85-6
What Is Methyl 2-[[3-(1,3-benzodioxol-5-yl)-2-methyl-1-propenyl]amino]benzoate?
This synthetic fragrance ingredient is used in niche perfumery to create unique aromatic effects. While not commonly encountered in everyday products, it appears in some avant-garde compositions. Its complex molecular structure allows perfumers to craft novel scent profiles that stand out from traditional fragrance families.
Safety Profile
USE WITH AWARENESSWhat Does Methyl 2-[[3-(1,3-benzodioxol-5-yl)-2-methyl-1-propenyl]amino]benzoate Smell Like?
This synthetic molecule presents a complex aromatic character with subtle nuances. The initial impression suggests a delicate interplay between soft floral undertones and a crisp, almost metallic sharpness. As it evolves, a faintly powdery texture emerges, reminiscent of vintage perfumery materials. The dry-down reveals a lingering warmth with hints of benzoin-like resinous qualities, though much more subdued and refined than traditional balsamic materials.
2D Molecular Structure
SMILES: COC(=O)C1=CC=CC=C1NC=C(C)CC1=CC=C2OCOC2=C1
Chemistry, Properties & Perfumer Guide
The Chemistry
Methyl 2-[[3-(1,3-benzodioxol-5-yl)-2-methyl-1-propenyl]amino]benzoate is a synthetic aromatic ester with a complex molecular architecture. The benzodioxole moiety contributes to its aromatic character while the propenylamino-benzoate structure provides stability and diffusion properties. Synthesis typically involves multi-step reactions including esterification and condensation steps. The molecule’s stereochemistry may influence its olfactory properties, though specific studies on chiral effects are currently limited.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.1-0.5% | Up to 1% | Used as a specialty modifier |
| Functional Fragrance | 0.05-0.2% | Up to 0.5% | Limited use due to cost |
Classic Accords
Tip: Use sparingly as an intriguing modifier in modern floral-oriental compositions.
Alternatives & Comparisons
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
No specific IFRA restrictions currently apply to this material.
RIFM Assessment
Comprehensive safety assessment not yet available through RIFM.
Sustainability
As a synthetic material, this ingredient avoids natural resource depletion concerns. However, its complex synthesis may involve multiple chemical steps with associated energy requirements. The environmental impact depends on manufacturing processes and waste management practices at production facilities.
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Ingredient Data Sheet
CAS 104037-85-6Physical Properties
| Molecular Weight | 325.4 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 5🔬 PubChem |
| Boiling Point | 377 °C🔬 EPA CompTox |
| Vapor Pressure | 0 mmHg @ 25°C📊 OPERA |
| Flash Point | 248.4 °C🔬 EPA CompTox |
| log Kp (skin permeability) | -1.135💻 Calculated |
| SMILES | CC(=CNC1=CC=CC=C1C(=O)OC)CC2=CC3=C(C=C2)OCO3🔬 PubChem |
Volatility & Performance
| Fragrance Note | Base💻 Calculated |
Odor & Flavor
| Functional Groups | esteretheralkenearomaticamine💻 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: DTXSID101021355
Physical Properties
| Molecular Weight | 325.364 g/mol🔬 EPA CompTox |
| Density | 1.244 g/cm^3📊 OPERA |
| Boiling Point | 431.974 °C📊 OPERA |
| Melting Point | 107.564 °C📊 OPERA |
| Flash Point | 249.237 °C📊 OPERA |
| Refractive Index | 1.622 Dimensionless📊 OPERA |
| Molar Volume | 261.598 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 3.914 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 3.914 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 3.889 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 10.18 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 | 43.852 cP📊 OPERA |
| Surface Tension | 51.642 dyn/cm📊 OPERA |
| Thermal Conductivity | 145.705 mW/(m*K)📊 OPERA |
Molecular Descriptors
| Topological Polar Surface Area | 56.79 Ų💻 Computed |
| H-Bond Donors | 1 count💻 Computed |
| H-Bond Acceptors | 5 count💻 Computed |
| Rotatable Bonds | 5 count💻 Computed |
| Aromatic Rings | 2 count💻 Computed |
| Molar Refractivity | 92.083 cm^3/mol📊 OPERA |
| Polarizability | 36.505 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.
