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EUGENOL ACETATE

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EUGENOL ACETATE Basic information

Product Name:
EUGENOL ACETATE
Synonyms:
  • EUGENYL ACETATE
  • EUGENOL ACETATE
  • FEMA 2469
  • 1,3,4-EUGENOL ACETATE
  • 1-ACETOXY-2-METHOXY-4-ALLYLBENZENE
  • (2-methoxy-4-prop-2-enylphenyl) acetate
  • (2-methoxy-4-prop-2-enyl-phenyl) ethanoate
  • 2-Methoxy-4-(prop-2-en-1-yl)phenyl acetate
CAS:
93-28-7
MF:
C12H14O3
MW:
206.24
EINECS:
202-235-6
Product Categories:
  • Aromatics
  • Intermediates & Fine Chemicals
  • Alphabetical Listings
  • E-F
  • Flavors and Fragrances
  • Pharmaceuticals
Mol File:
93-28-7.mol
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EUGENOL ACETATE Chemical Properties

Melting point:
26°C
Boiling point:
281-286 °C(lit.)
Density 
1.079 g/mL at 25 °C(lit.)
vapor pressure 
0.041Pa at 20℃
refractive index 
n20/D 1.518(lit.)
FEMA 
2469 | EUGENYL ACETATE
Flash point:
230 °F
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
Chloroform (Sparingly), Ethyl Acetate (Slightly), Methanol (Slightly)
form 
Colourless to Light Yellow Oil to Semi-Solid
color 
White or Colorless to Light yellow
Odor
at 100.00 %. fresh sweet woody clove floral carnation malt spice
Odor Type
spicy
Water Solubility 
407mg/L at 20℃
JECFA Number
1531
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents.
LogP
2.8 at 25℃
CAS DataBase Reference
93-28-7(CAS DataBase Reference)
NIST Chemistry Reference
Phenol, 2-methoxy-4-(2-propenyl)-, acetate(93-28-7)
EPA Substance Registry System
Phenol, 2-methoxy-4-(2-propenyl)-, acetate (93-28-7)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22-38
Safety Statements 
36
WGK Germany 
2
RTECS 
SJ4550000
HS Code 
29147000
Toxicity
The acute oral LD50 value in rats was reported as 1.67 g/kg (Jenner, Hagan, Taylor, Cook & Fitzhugh, 1964) and as 2.6 g/kg (2.3-2.9 g/kg) (Moreno, 1972b). The acute dermal LD50 value in rabbits exceeded 5 g/kg (Moreno, 1972a).

MSDS

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EUGENOL ACETATE Usage And Synthesis

Chemical Properties

Eugenol Acetate occurs in clove oil, together with eugenol. It is a crystalline solid (mp 29°C) or yellowish liquid with a slightly fruity, clove odor. Eugenol acetate is prepared by acetylation of eugenol with acetic anhydride and is used in floral compositions to accentuate floral, spicy characters.

Chemical Properties

Eugenyl acetate has a characteristic odor reminiscent of clove oil, with a burning, aromatic favor.

Occurrence

Reported found in the essential oils of Laurus nobilis, clove buds and leaves, cassia leaf and cinnamon leaf, root and bark

Uses

Eugenol Acetate is a constituent of Clove oil, an essential oil from the clove plant, Syzygium aromaticum. Clove oil is a natural analgaesic and antiseptic used primarily in dentistry for its main ingredient Eugenol. Clove oil can also be purchased in pharmacies over the counter, as a home remedy for dental pain relief, mainly toothache; it is also often found in the aromatherapy section of health food stores.

Application

Mild and sweet-spicy, balsamic-fruity odour, reminiscent of carnation. Earthy-fresh notes or leafy-floral notes are not uncommon. Used in perfumes to emphasize floralness in carnation, along with iso-eugenol, Amyl oxy-iso-eugenol, etc. Fresher than these, but also milder. Not stable in white soap or alkali. It is in flavors for berry, fruit, mint, spice, and vanilla types.

Definition

ChEBI: Acetyleugenol is a member of phenols and a benzoate ester.

Preparation

By direct acetylation of eugenol using acetic anhydride.

Flammability and Explosibility

Not classified

Safety Profile

Moderately toxic by ingestion. A skin irritant. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also EUGENOL, ALLYL COMPOUNDS, and ESTERS.

EUGENOL ACETATE Preparation Products And Raw materials

Raw materials

EUGENOL ACETATESupplier

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