(E)-3-Benzo[1,3]dioxol-5-yl-N,N-diphenyl-2-propenamide (CAS 1309389-73-8) — Woody Middle to base Note Fragrance Ingredient
(E)-3-Benzo[1,3]dioxol-5-yl-N,N-diphenyl-2-propenamide
CAS 1309389-73-8
What Is (E)-3-Benzo[1,3]dioxol-5-yl-N,N-diphenyl-2-propenamide?
(E)-3-Benzo[1,3]dioxol-5-yl-N,N-diphenyl-2-propenamide is a synthetic fragrance ingredient primarily used in niche perfumery. It’s encountered in high-end fragrances seeking unique molecular structures. This compound matters as it represents modern perfumery’s push toward novel aroma chemicals that create distinctive scent profiles unavailable in nature.
Safety Profile
PROFESSIONAL USEWhat Does (E)-3-Benzo[1,3]dioxol-5-yl-N,N-diphenyl-2-propenamide Smell Like?
This synthetic molecule presents a complex aromatic character with subtle spice and woody undertones. The initial impression suggests a dry, almost paper-like quality that evolves into a warm benzoin-like resinousness. The dry-down reveals faint floral nuances reminiscent of heliotrope, with a persistent ambery base that lingers close to the skin.
2D Molecular Structure
SMILES: O=C(\C=C\C1=CC2=C(OCO2)C=C1)N(C1=CC=CC=C1)C1=CC=CC=C1
Chemistry, Properties & Perfumer Guide
The Chemistry
(E)-3-Benzo[1,3]dioxol-5-yl-N,N-diphenyl-2-propenamide belongs to the class of aromatic amides with a conjugated double bond system. The molecule features a benzodioxole moiety connected through an α,β-unsaturated amide bridge to two phenyl groups. Synthesis typically involves condensation reactions between appropriately substituted benzodioxole aldehydes and diphenylamine derivatives under controlled conditions.
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 | Not recommended | N/A | Limited application scope |
Classic Accords
Tip: Use sparingly as a molecular bridge between woody and ambery notes.
Alternatives & Comparisons
Offers similar floral-woody character with better safety profile and blending properties.
Provides comparable floral-powdery aspects with more established usage guidelines.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
Not currently evaluated by IFRA. Use at discretion with appropriate safety assessment.
RIFM Assessment
No RIFM assessment available for this compound.
Sustainability
As a synthetic material, this compound’s environmental impact depends on production methods. Being a specialty chemical, it’s typically produced in small batches with controlled waste streams. The benzodioxole moiety suggests potential biodegradability, though specific studies are lacking. Synthetic production avoids natural resource depletion concerns.
Explore (E)-3-Benzo[1,3]dioxol-5-yl-N,N-diphenyl-2-propenamide
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 1309389-73-8Physical Properties
| Molecular Weight | 343.4 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 5.1🔬 PubChem |
| Boiling Point | 414 °C🔬 EPA CompTox |
| Vapor Pressure | 0 mmHg @ 25°C📊 OPERA |
| Flash Point | 269.4 °C🔬 EPA CompTox |
| log Kp (skin permeability) | -1.174💻 Calculated |
| SMILES | C1OC2=C(O1)C=C(C=C2)C=CC(=O)N(C3=CC=CC=C3)C4=CC=CC=C4🔬 PubChem |
Volatility & Performance
| Fragrance Note | Base💻 Calculated |
Odor & Flavor
| Functional Groups | etheralkenearomatic💻 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: DTXSID601019527
Physical Properties
| Molecular Weight | 343.382 g/mol🔬 EPA CompTox |
| Density | 1.29 g/cm^3🔬 EPA CTX |
| Boiling Point | 463.96 °C📊 OPERA |
| Melting Point | 146.4 °C🔬 EPA CTX |
| Flash Point | 254.267 °C📊 OPERA |
| Refractive Index | 1.687 Dimensionless📊 OPERA |
| Molar Volume | 267.673 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 3.4 Log10 unitless🔬 EPA CTX |
| LogD (pH 5.5) | 4.585 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 4.245 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 11.73 Log10 unitless📊 OPERA |
| Water Solubility | 0 mol/L📊 OPERA |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0 mmHg🔬 EPA CTX |
| Viscosity | 61.113 cP📊 OPERA |
| Surface Tension | 59.197 dyn/cm📊 OPERA |
Molecular Descriptors
| Topological Polar Surface Area | 38.77 Ų💻 Computed |
| H-Bond Donors | 0 count💻 Computed |
| H-Bond Acceptors | 3 count💻 Computed |
| Rotatable Bonds | 4 count💻 Computed |
| Aromatic Rings | 3 count💻 Computed |
| Molar Refractivity | 101.983 cm^3/mol📊 OPERA |
| Polarizability | 40.429 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.
