Benzenepropanoic acid, 3,5-bis(1,1-dimethylethyl)-4-hydroxy-, octadecyl ester (CAS 2082-79-3) — Citrus Non-olfactive Note Fragrance Ingredient
Benzenepropanoic acid, 3,5-bis(1,1-dimethylethyl)-4-hydroxy-, octadecyl ester
CAS 2082-79-3
What Is Benzenepropanoic acid, 3,5-bis(1,1-dimethylethyl)-4-hydroxy-, octadecyl ester?
Benzenepropanoic acid, 3,5-bis(1,1-dimethylethyl)-4-hydroxy-, octadecyl ester is a synthetic antioxidant used primarily in industrial applications and some functional fragrances. It’s rarely encountered by consumers directly, but may appear in specialty products requiring oxidative stability. This compound matters because it helps preserve fragrance integrity in challenging formulations, though its use is highly specialized compared to more common fragrance ingredients.
Safety Profile
PROFESSIONAL USEWhat Does Benzenepropanoic acid, 3,5-bis(1,1-dimethylethyl)-4-hydroxy-, octadecyl ester Smell Like?
This synthetic antioxidant possesses minimal inherent odor characteristics, functioning primarily as a stabilizer rather than an olfactive component. Its molecular structure suggests potential faint phenolic undertones when concentrated, but these are typically undetectable at usage levels. The compound exhibits no notable top/heart/base evolution in fragrance applications, remaining olfactively neutral throughout the product lifecycle while performing its protective function against oxidation.
Chemistry, Properties & Perfumer Guide
The Chemistry
This compound belongs to the hindered phenol class of synthetic antioxidants, featuring a central benzenepropanoic acid structure with tert-butyl substitutions at the 3 and 5 positions and a long octadecyl ester chain. The 4-hydroxy group provides radical scavenging capability. Industrial synthesis typically proceeds through esterification of the corresponding phenolic acid with stearyl alcohol. The steric hindrance from the bulky tert-butyl groups enhances the compound’s stability and antioxidant performance in various matrices.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Industrial Fragrances | 0.1-0.5% | Up to 1% | Oxidation inhibitor |
| Functional Products | 0.05-0.2% | Up to 0.5% | Stabilizer in soaps/detergents |
Classic Accords
Tip: Use only when oxidative stability is critical and alternative antioxidants are insufficient.
Alternatives & Comparisons
Smaller molecular weight phenolic antioxidant with similar radical scavenging properties but different solubility profile.
Natural antioxidant option when synthetic phenolics are undesirable, though less stable in some formulations.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
Not currently restricted by IFRA, though primarily used in non-fine fragrance applications.
RIFM Assessment
No specific RIFM assessment found; evaluate using phenol antioxidant class data.
Sustainability
As a synthetic antioxidant, this compound is petroleum-derived with associated environmental impacts from its production. While effective at low concentrations, its long alkyl chain may raise biodegradability concerns. Formulators should consider lifecycle impacts versus performance benefits when selecting antioxidants, particularly for wash-off products where aquatic toxicity becomes relevant.
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