Carbamic acid, N,N-dimethyl-, 1-ethenyl-1,5-dimethyl-4-hexen-1-yl ester (CAS 67643-70-3) — Woody Middle to base Note Fragrance Ingredient
Carbamic acid, N,N-dimethyl-, 1-ethenyl-1,5-dimethyl-4-hexen-1-yl ester
CAS 67643-70-3
What Is Carbamic acid, N,N-dimethyl-, 1-ethenyl-1,5-dimethyl-4-hexen-1-yl ester?
Carbamic acid, N,N-dimethyl-, 1-ethenyl-1,5-dimethyl-4-hexen-1-yl ester is a synthetic fragrance ingredient used in modern perfumery. It’s found in some niche and designer fragrances, often as a modifier for woody or amber accords. This compound helps perfumers create unique scent profiles by adding subtle complexity. While not commonly recognized by name, it contributes to the depth and longevity of fragrances where it’s used.
Safety Profile
USE WITH AWARENESSWhat Does Carbamic acid, N,N-dimethyl-, 1-ethenyl-1,5-dimethyl-4-hexen-1-yl ester Smell Like?
This synthetic molecule presents a complex olfactory profile that evolves on the skin. Initially, it offers a fresh, slightly green top note with subtle fruity undertones. As it develops, it reveals a warm, woody heart with hints of ambery sweetness. The dry-down is characterized by a clean, musky base with excellent tenacity. The overall effect is subtle yet sophisticated, making it ideal for adding depth to modern fragrance compositions without overwhelming other notes.
2D Molecular Structure
SMILES: CN(C)C(=O)OC(C)(CCC=C(C)C)C=C
Chemistry, Properties & Perfumer Guide
The Chemistry
This carbamate ester belongs to the class of nitrogen-containing organic compounds. It’s synthesized through esterification reactions between the appropriate alcohol and carbamoyl chloride derivatives. The molecule features both a vinyl group and a dimethyl-substituted hexene moiety, which contribute to its unique volatility and olfactory properties. The ester linkage provides stability while allowing controlled release of the fragrance during wear.
Physical & Chemical Properties
| Boiling Point | Not available |
|---|---|
| Density | Not available |
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 1-3% | Up to 5% | Used as a modifier in woody accords |
| Functional Fragrances | 0.5-2% | Up to 3% | Adds subtle complexity |
Classic Accords
Tip: Use sparingly to enhance woody bases without dominating the composition.
Alternatives & Comparisons
A more powerful woody-amber material that can be used when greater projection is desired.
Offers similar woody characteristics with better stability in alkaline formulations.
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
Full RIFM safety assessment not yet available for this material.
Sustainability
As a synthetic material, this compound is produced through controlled chemical processes with minimal environmental impact compared to some natural alternatives. The production can be optimized for atom economy and energy efficiency, though specific lifecycle analysis data is not currently available for this particular molecule.
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Ingredient Data Sheet
CAS 67643-70-3Physical Properties
| Molecular Weight | 225.33 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 3.3🔬 PubChem |
| Boiling Point | 255 °C🔬 EPA CompTox |
| Vapor Pressure | 0.0086 mmHg @ 25°C📊 OPERA |
| Flash Point | 128 °C🔬 EPA CompTox |
| Involatility Index | 0.0006💻 Calculated |
| log Kp (skin permeability) | -1.732💻 Calculated |
| SMILES | CC(=CCCC(C)(C=C)OC(=O)N(C)C)C🔬 PubChem |
Volatility & Performance
| Fragrance Note | Heart💻 Calculated |
| Volatility Class | Very slow💻 Calculated |
| Persistence Score | 4.2 / 5💻 Calculated |
Odor & Flavor
| Functional Groups | etheralkene💻 RDKit |
| “This material finds use in various floral bases and specialties, and it is usually only a minor component of such products. It contributes power and radiation of the odor, natural warm greenness in the Rose-Geranium character, and it works well with the Rose oxides and related chemicals.”📖 Arctander | |
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: DTXSID30886334
Physical Properties
| Molecular Weight | 225.332 g/mol🔬 EPA CompTox |
| Density | 0.934 g/cm^3🔬 EPA CTX |
| Boiling Point | 270.821 °C📊 OPERA |
| Melting Point | 19.977 °C📊 OPERA |
| Flash Point | 128 °C🔬 EPA CTX |
| Refractive Index | 1.468 Dimensionless📊 OPERA |
| Molar Volume | 242.416 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 4.3 Log10 unitless🔬 EPA CTX |
| LogD (pH 5.5) | 2.59 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 3.47 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 6.75 Log10 unitless📊 OPERA |
| Water Solubility | 0 mol/L🔬 EPA CTX |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.009 mmHg🔬 EPA CTX |
| Viscosity | 4.876 cP📊 OPERA |
| Surface Tension | 29.984 dyn/cm📊 OPERA |
Molecular Descriptors
| Topological Polar Surface Area | 29.54 Ų💻 Computed |
| H-Bond Donors | 0 count💻 Computed |
| H-Bond Acceptors | 2 count💻 Computed |
| Rotatable Bonds | 5 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 67.364 cm^3/mol📊 OPERA |
| Polarizability | 26.705 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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