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)

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

• Language:English Provider:SigmaAldrich

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(93-28-7)Related Product Information

• Menthyl acetate
• Anisyl acetate
• 4-chloro-6-methoxyquinolin-7-ol
• 2-Formylfuran-5-boronic acid
• 1,4:3,6-dianhydro-D-glucitol diacetate
• ACETOACETIC ACID N-PROPYL ESTER
• 4-Chlorobutyl acetate
• Pyruvic acid
• Bis(acetylacetonato)cobalt
• Vanadyl acetylacetonate
• Nickel(II) acetylacetonate
• Propyl Levulinate
• Levulinic acid
• 1-Cyclohexylethan-1-one
• Chromium(III) acetylacetonate
• Cupric acetylacetonate
• Molybdenyl acetylacetonate
• TRIS(ACETYLACETONATO)YTTRIUM N-HYDRATE