EUGENYL ACETATE

PRODUCT IDENTIFICATION

CAS NO. 93-28-7

EUGENYL ACETATE

EINECS NO. 202-235-6
FORMULA C12H14O3
MOL WT. 206.24

H.S. CODE

2915.39.2000

TOXICITY

 
SYNONYMS Acetyleugenol; Eugenol acetate;

1,3,4-Eugenol acetate; 1-Acetoxy-2-methoxy-4-allylbenzene; 2-Methoxy-4-(2-propen-1-yl)phenyl acetate; 2-Methoxy-4-(2-propenyl)phenyl acetate; 4-Allyl-2-methoxyphenol acetate; 4-Allyl-2-methoxyphenyl acetate; Aceteugenol; Acetyl eugenol; Acetyleugenol; Eugenyl acetate;

SMILES c1(c(cc(CC=C)cc1)OC)OC(C)=O

CLASSIFICATION

Phenylpropanoid

EXTRA NOTES

FEMA No. 2469

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE Clear to pale yellow oily liquid

MELTING POINT

29 - 31 C
BOILING POINT 281 - 286 C
SPECIFIC GRAVITY 1.075 - 1.085

SOLUBILITY IN WATER

Insoluble (Soluble in alcohol)
pH  
VAPOR DENSITY  

INCOMPATIBILITIES

oxidizing agents

REFRACTIVE INDEX

1.5160 - 1.5200
NFPA RATINGS Health: 2; Flammability: 1; Reactivity: 0
FLASH POINT

66 C

STABILITY Stable under ordinary conditions

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking

Google Scholar Search

Drug Information Portal (U.S. National Library of Medicine) - Acetyleugenol

PubChem Compound Summary - Acetyleugenol

KEGG (Kyoto Encyclopedia of Genes and Genomes) -  Acetyleugenol

http://www.ebi.ac.uk/chebi/ -  Acetyleugenol

http://www.ncbi.nlm.nih.gov/ -  Acetyleugenol

Human Metabolome Database - Acetyleugenol

Flavouring Substances Chemical Group 18: Allylhydroxybenzenes

http://www.sciencedirect.com/
In continuation of our studies with the oil of cloves - a common kitchen spice and a crude drug for home medicine - we have isolated yet another active component identified as acetyl eugenol (AE); the earlier reported active component being eugenol. The isolated material (IM) was found to be a potent platelet inhibitor; IM abolished arachidonate (AA)-induced aggregation at ca. 12 μM, a concentration needed to abolish the second phase of adrenaline-induced aggregation. Chemically synthesized acetyl eugenol showed similar effects on AA- and adrenaline-induced aggregation. A dose-dependent inhibition of collagen-induced aggregation was also observed. AE did not inhibit either calcium ionophore A23187- or thrombin-induced aggregation. Studies on aggregation and ATP release were done using whole blood (WB). AA-induced aggregation in WB was abolished at 3 μg/ml (14.6 μM) which persisted even after doubling the concentration of AA. ATP release was inhibited. Inhibition of aggregation appeared to be mediated by a combination of two effects: reduced formation of thromboxane and increased generation of 12-lipoxygenase product (12-HPETE). These effects were observed by exposing washed platelets to (14C)AA or by stimulating AA-labelled platelets with ionophore A23187. Acetyl eugenol inhibited (14C)TxB2 formation in AA-labelled platelets on stimulation with thrombin. AE showed no effect on the incorporation of AA into platelet phospholipids.

http://www.marinwater.org/
Clove oil is an essential oil from the dried flower buds, leaves and stems of the tree Syzygium aromaticum (Eastern Hemisphere) or Eugenia caryophyllata and Eugenia aromaticum (Western Hemisphere). There are only small differences between these species and many consider them to be essentially the same. When applied to growing plants in sufficient quantities, clove oil rapidly desiccates green tissue by removing the waxy cuticle of the plant and disrupting the cell membrane. This results in electrolyte leakage from plant cells, causing tissue death. Clove oil is not translocated in treated plants and provides no residual weed control. It is only effective as a post-emergent herbicide and provides burndown of both annual and perennial broadleaf and grass weeds. It is also used as an insecticide and as a scent attractant in traps for Japanese beetles, wasps, and other insects. Clove oil is a naturally occurring food flavour and is extensively used in fragrance and flavor formulations for its spicy aroma. Clove oil and it’s primary ingredient eugenol have been in widespread use as flavoring and fragrance agents in the United States since before 1900. The soap and detergent industry is a major user of both materials, and eugenol is typically used in such products at concentrations in the range of 0.05–0.1% (v/v). The Environmental Working Group’s cosmetics database lists 278 cosmetic and personal care products available over-thecounter that contain eugenol in low concentrations.

Local:
Eugenol, allyl chain-substituted
guaiacol (2-methoxyphenol), is a clear to pale yellow oily liquid extracted from certain essential oils especially from clove oil and cinnamon. It is very slightly soluble in water and soluble in organic solvents. It has a spicy odor and taste of clove. Eugenol is used in perfumeries, flavorings, essential oils and in medicine (local antiseptic and analgesic). It is used in the production of isoeugenol for the manufacture of vanillin. Eugenol has wide application in dentistry for analgesic and antiseptic properties. Eugenol derivatives or methoxyphenol derivatives in wider classification are used in perfumery and flavoring. They are used in formulating insect attractants and UV absorbers, analgesics, biocides and antiseptics. They are also used in manufacturing stabilizers and antioxidants for plastics and rubbers.

SALES SPECIFICATION

APPEARANCE

Clear to pale yellow oily liquid

PURITY

98.0% min

ACIDITY

1.0 max

SPECIFIC GRAVITY

1.075 - 1.082

REFRACTIVE INDEX

1.514 - 1.522

TRANSPORTATION
PACKING  
HAZARD CLASS not regulated
UN NO.  
SAFETY INFORMATION

HAZARD OVERVIEW

OSHA Hazards: Harmful by ingestion., Irritant

GHS

 

SIGNAL WORD Warning

PICTOGRAMS

HAZARD STATEMENTS

H302 Harmful if swallowed.
H315 Causes skin irritation.

P STATEMENTS

 

EC DIRECTIVES

 

HAZARD CODES

Xn Harmful

RISK PHRASES

22 Harmful if swallowed
38
Irritating to the skin

SAFETY PHRASES

36 Wear suitable protective clothing

HANDLING

Do not breathe gas, fumes, vapor or spray. Use only non-sparking tools. Properly ground containers before beginning transfer. Keep away from heat and sources of ignition. Provide appropriate exhaust ventilation at places where dust is formed. Normal measures for preventive fire protection. Mechanical exhaust required.  If you feel unwell, seek medical attention. Treat symptomatically and supportively.

STORAGE

Keep away from food and drink. Store in the original container securely closed, properly vented in a dry and well-ventilated place. Store in cool place. Keep away from heat, sparks, open flame. Keep away from incompatible compounds such as heat, light. flames, sparks, static discharge and oxidizing agents. Should be handled and stored per label instructions to ensure product integrity. Exposure to any chemical may result in irritation. May be harmful if inhaled or ingested. Always wear personal protective equipments and follow safe industrial hygiene practices and when handling any chemicals.

PRICE INFORMATION