Eugenol

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Eugenol is a naturally occurring phenolic compound extracted primarily from clove leaf oil, cinnamon leaf oil, and other essential oils. It is widely used in perfumery for its spicy, warm, and dry character, often forming the backbone of carnation, oriental, and spice-type compositions. Slightly soluble in water and miscible with alcohols and oils, Eugenol is a medium-strength, long-lasting material, with a notable tenacity of up to 52 hours on paper. Due to its reactivity, viscosity and color tend to increase with air and light exposure. Beyond fragrance use, Eugenol is also important in flavoring, dentistry, pharmaceuticals, entomology, and botanical chemistry.

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Premium Natural Ingredient for Perfumery

Eugenol is a naturally occurring phenolic compound extracted primarily from clove leaf oil, cinnamon leaf oil, and other essential oils. It is widely used in perfumery for its spicy, warm, and dry character, often forming the backbone of carnation, oriental, and spice-type compositions. Slightly soluble in water and miscible with alcohols and oils, Eugenol is a medium-strength, long-lasting material, with a notable tenacity of up to 52 hours on paper. Due to its reactivity, viscosity and color tend to increase with air and light exposure. Beyond fragrance use, Eugenol is also important in flavoring, dentistry, pharmaceuticals, entomology, and botanical chemistry.

Premium Natural Ingredient for Perfumery

Eugenol is a naturally occurring phenolic compound extracted primarily from clove leaf oil, cinnamon leaf oil, and other essential oils. It is widely used in perfumery for its spicy, warm, and dry character, often forming the backbone of carnation, oriental, and spice-type compositions. Slightly soluble in water and miscible with alcohols and oils, Eugenol is a medium-strength, long-lasting material, with a notable tenacity of up to 52 hours on paper. Due to its reactivity, viscosity and color tend to increase with air and light exposure. Beyond fragrance use, Eugenol is also important in flavoring, dentistry, pharmaceuticals, entomology, and botanical chemistry.

Natural Ingredient Overview

  • πŸ”Ž Chemical name β€” 4-allyl-2-methoxyphenol

  • πŸ§ͺ Synonyms β€” Eugenol, p-Eugenol, Clove phenol

  • 🧬 Chemical Formula β€” C₁₀H₁₂Oβ‚‚

  • πŸ“‚ CAS NΒ° β€” 97-53-0

  • πŸ“˜ FEMA β€” 2467

  • βš–οΈ MW β€” 164.2 g/mol

  • πŸ“ Odor type β€” Spicy

  • πŸ“ˆ Odor Strength β€” Medium; tenacity ~52 hours

  • πŸ‘ƒπŸΌ Odor Profile β€” Powerful, warm-spicy, dry, sharper than clove bud oil, less woody than clove leaf oil

  • πŸ‘… Flavor Profile β€” Warm-spicy, slightly sweet, with burning aftertaste if not diluted; modifies mint, nut, and fruit profiles

  • βš—οΈ Uses β€” Found in carnation, oriental, fougΓ¨re, and spice accords; also used in incense, rose bases, mint and nut flavors, medicinal applications

  • 🧴 Appearance β€” Colorless to pale straw-colored oily liquid; darkens and thickens with age and air exposure

What is Eugenol?

Eugenol is a natural phenol and allylbenzene derivative, found in high concentrations in clove leaf oil (Syzygium aromaticum), as well as cinnamon, nutmeg, basil, vanilla, and other aromatic plants. It is usually isolated by alkali wash of clove oils and remains a predominantly natural product despite available synthetic pathways.

Its distinctive odor is sharper and drier than full clove bud oil, making it ideal for constructing carnation-type florals, oriental blends, and spiced florals. Eugenol is not a replacement for clove oil in flavoring but adds valuable pungency and authenticity when used in combination-spice flavors.

Olfactory and Flavor Characteristics

  • Fragrance Role: Used extensively in fougΓ¨re, oriental, incense, rose, and spice accords

  • Often blended with: galbanum, cinnamic alcohol, isoeugenol, methyllonone, vanillin

  • Flavor Role: In spice blends, mint, nut, and fruit flavors, and certain liqueurs

  • Concentration in food:

    • 10–100 ppm in candy, bakery

    • Up to 200 ppm in meat products

    • Up to 500 ppm in chewing gum and up to 300 ppm in oral care

Industrial and Biological Applications

  • Dentistry: Used as a local anesthetic and antiseptic in zinc oxide eugenol pastes, root canal sealants, and temporary fillings

  • Pharmaceuticals: Investigated for use in injectable anesthetic formulations

  • Entomology: Attracts orchid bees and cucumber beetles

  • Ichthyology: Humane anesthetic and euthanasia agent for fish

  • Polymers: Used in antioxidant and stabilizer formulations for plastics and rubbers

  • Plant Biochemistry: Eugenol and isoeugenol biosynthesis studied in orchids and other floral species

Synthesis and Natural Occurrence

  • Primary source: Clove leaf oil, stem oil, cinnamon leaf oil, occasionally bay leaf oil

  • Synthetic route:

    • From guaiacol via allylation and Claisen rearrangement

    • Guaiacol itself is derived from catechol β†’ phenol β†’ coal tar

    • Not commonly synthesized due to cost-effective natural extraction

Natural occurrence in:
Cloves, cinnamon, basil, vanilla, nutmeg, ginger, dill, wormwood, celery, Japanese star anise, lemon balm, bay laurel, and others.

Regulatory and Safety Overview

  • IFRA: Restricted ingredient due to sensitization potential. Refer to current IFRA use limits (Category-dependent).

  • EU Allergen Listing: Declarable allergen under Regulation (EC) No 1223/2009. Must be labeled above 0.01% (leave-on) and 0.001% (rinse-off).

  • FEMA GRAS: FEMA 2467; permitted in regulated flavor concentrations

  • ECHA: Registered under REACH. Classified as irritant and potential sensitizer.

  • Toxicology:

    • Hepatotoxic in overdose

    • May cause allergic cheilitis, stomatitis, or dermatitis

    • Documented poisoning cases in children with oral exposure >5 ml

  • Stability: Tends to oxidize and resinify under light and air; storage in sealed, cool containers recommended

βœ… Permitted in perfumery and flavoring with restrictions; use with appropriate dosage control and allergen labeling.


Sources

  • PubChem CID 3314 – Eugenol

  • Arctander, S. Perfume and Flavor Chemicals

  • Chemistry and Technology of Flavors and Fragrances – David Rowe

  • IFRA Standards Documentation

  • ECHA Substance Information

  • FEMA GRAS Database – FEMA 2467

  • Fulvio Ciccolo – Scentspiracy Technical Archive

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