1-ACETOXY-2-METHOXY-4-(1-PROPENYL)BENZENE Property

Melting point:

79-81 °C (lit.)

Boiling point:

283 °C

Density 

1.1492 (rough estimate)

refractive index 

1.5080 (estimate)

FEMA 

2470 | ISOEUGENYL ACETATE

Flash point:

153°F

storage temp. 

-20°C

solubility 

Chloroform (Slightly), Methanol (Slightly); Insoluble in water, soluble 4 ~. in Ethylalcohol, miscible with ess. oils.

form 

Solid

color 

White crystals

Odor

clove odor; Fruity-balsamic, warm and faintly spicy odor, somewhat clove-like, but with rosy floral notes and vanilla-like sweetness.

Odor Type

spicy

JECFA Number

1262

Stability:

Hygroscopic, Light Sensitive

LogP

2.54

CAS DataBase Reference

93-29-8(CAS DataBase Reference)

NIST Chemistry Reference

Phenol, 2-methoxy-4-(1-propenyl)-, acetate(93-29-8)

EPA Substance Registry System

Phenol, 2-methoxy-4-(1-propenyl)-, acetate (93-29-8)

Safety

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

2

RTECS 

SL7940000

Toxicity

LD50 orl-rat: 3450 mg/kg FCTXAV 13,681,75

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

1-ACETOXY-2-METHOXY-4-(1-PROPENYL)BENZENE Chemical Properties,Usage,Production

Description

Acetyl Isoeugenol is used as an alcohol-soluble flavoring agent with spicy, floral, and carnation undertones, blending well with vanilla-type flavors. It lasts longer in perfume than other comparable agents such as dihydroeugenol and methyl diantilis, giving body to the scent. It can be used as an alternative to products such as dianthine, which degrades into isoeugenol – which can cause hives in some individuals from long-term exposure, and has thus been deemed non-IFRA (International Fragrance Association) compliant.

Sources

http://www.abchemicalindustries.com/acetyl-iso-eugenol-2394883.html
http://www.basenotes.net/threads/413562-Iso-Eugenol-replacer
http://www.organicaaroma.com/products/synthetic/acetyl-iso-eugenol
https://en.wikipedia.org/wiki/Isoeugenol
http://www.basenotes.net/threads/407876-Vintage-Dianthine-Base-Formula

Description

Isoeugenyl acetate has a weak, rose-carnation, somewhat spicy odor and an initially burning, then sweet taste. Can be prepared from isoeugenol and acetic acid by esterification.

Chemical Properties

White solid

Chemical Properties

Isoeugenyl acetate has a weak, rose–carnation, somewhat spicy, clove-like odor and an initially burning, then sweet, taste.

Occurrence

Has apparently not been reported to occur in nature

Uses

Isoeugenyl acetate is a useful building block extracted from the essential oils of Alpinia galanga and Zingiber officinale. Isoeugenyl acetate has antibacterial properties towards B. subtilis, E. coli and S. aureus. Useful in floral perfume compositions, as a sweetener in herbaceous fragrances, and as a fixative in carnation perfumes. May cause discoloration in white soaps. In flavors for berry, fruit and spice compositions. Concentrations from 0.4 to 17 ppm. in finished products. Up to 100 ppm in chewing gums.

Definition

ChEBI: Isoeugenol acetate is a phenylpropanoid that is the acetate ester of trans-isoeugenol. It is a phenylpropanoid, a monomethoxybenzene and a member of phenyl acetates. It is functionally related to a trans-isoeugenol.

Preparation

From isoeugenol and acetic acid by esterification.

Safety Profile

Moderately toxic by ingestion. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes.

Metabolism

The hydrolysis of ester linkages of foreign compounds may be catalysed by many different esterases, which are to be found in all animals and bacteria and which generally have a low degree of substrate specificity(Parke, 1968).