2-Ethoxy-4-methylphenol (CAS 2563-07-07) — Woody Middle Note Fragrance Ingredient
2-Ethoxy-4-methylphenol
CAS 2563-07-07
What Is 2-Ethoxy-4-methylphenol?
2-Ethoxy-4-methylphenol is a synthetic fragrance compound used to add smoky, woody nuances to perfumes. You’ll encounter it in sophisticated fragrances aiming for campfire-like warmth or leathery depth. This ingredient matters because it bridges natural-smelling wood notes with modern synthetic precision, allowing perfumers to create consistent smoky accords without relying on variable natural extracts.
Safety Profile
USE WITH AWARENESSWhat Does 2-Ethoxy-4-methylphenol Smell Like?
2-Ethoxy-4-methylphenol delivers an intense, dry smokiness reminiscent of charred oak barrels and smoldering birch wood. The initial burst carries medicinal phenolic sharpness that quickly mellows into a warm, leathery heart. As it evolves, subtle vanillic sweetness emerges alongside resinous balsamic undertones. In dry-down, it leaves a persistent woody-amber trail with faint echoes of clove and black pepper. The overall effect is like catching whiffs of a distant bonfire through a pine forest – simultaneously rugged and sophisticated.
In Famous Fragrances
Fragrance associations may not reflect actual formulations.
Used here to enhance the pipe tobacco illusion, adding a smoldering depth that contrasts with the vanilla sweetness. The phenolic character mimics tobacco leaf curing processes.
Forms the charred wood backbone of this fragrance, creating an almost photorealistic burnt matchstick effect when combined with cade oil and birch tar.
Chemistry, Properties & Perfumer Guide
The Chemistry
2-Ethoxy-4-methylphenol belongs to the alkylphenol ether class, structurally related to guaiacol but with enhanced stability. While phenolic compounds occur naturally in smoke and aged spirits, this specific molecule is exclusively synthetic. Industrial synthesis typically involves methylation and ethoxylation of hydroquinone derivatives. The ethoxy group reduces volatility compared to simpler phenols while maintaining the characteristic smoky odor profile. Unlike some phenolic compounds, it doesn’t exhibit significant chirality effects in olfaction.
Physical & Chemical Properties
| Boiling Point | 245 °C (estimated) |
|---|---|
| Density | 1.06 g/cm³ (estimated) |
| Vapor Pressure | 0.01 mmHg @ 25°C |
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.1-0.5% | Up to 1% | Powerful modifier for smoky accords |
| Home Fragrance | 0.05-0.2% | Up to 0.5% | Creates fireplace realism |
Classic Accords
Tip: Balance with sweet materials to prevent phenolic harshness – try pairing with ethyl maltol or heliotropin.
Alternatives & Comparisons
For smoother clove-like smokiness when harsh phenolic character is undesirable.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
Not currently restricted under IFRA standards. Recommended maximum 1% in finished products.
GHS Classification
RIFM Assessment
RIFM evaluation ongoing. Preliminary data suggests safe use at current industry levels.
Sustainability
As a synthetic material, 2-Ethoxy-4-methylphenol avoids harvesting pressure on natural resources. Production typically uses petrochemical feedstocks, though some manufacturers are exploring bio-based phenol routes. The compound’s stability contributes to fragrance longevity, potentially reducing reapplication frequency.
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References
- Brenna et al. (2002). Structure-Odor Relationships in Synthetic Phenolic Derivatives. Flavour and Fragrance Journal. DOI:10.1002/ffj.1087
Data: PubChem (NIH), PubMed, RIFM, IFRA. Last reviewed: Apr 2026.
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