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ChemicalBook >  Product Catalog >  Organic Chemistry >  Alcohols,Phenols,Phenol alcohols >  Phenol Alcohols derivatives >  1-ACETOXY-2-METHOXY-4-(1-PROPENYL)BENZENE

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

Basic information Description Sources Safety Supplier Related

1-ACETOXY-2-METHOXY-4-(1-PROPENYL)BENZENE Basic information

Product Name:
1-ACETOXY-2-METHOXY-4-(1-PROPENYL)BENZENE
Synonyms:
  • ISOEUGENYL ACETATE
  • ISO-EUGENOL ACETATE
  • FEMA 2470
  • Phenol, 2-methoxy-4-(1-propen-1-yl)-, 1-acetate
  • 2-methoxy-4-prop-1-enylphenyl acetate
  • Acetisoeugenol
  • Phenol, 2-methoxy-4-propenyl-, acetate
  • Phenol,2-methoxy-4-(1-propenyl)-,acetate
CAS:
93-29-8
MF:
C12H14O3
MW:
206.24
EINECS:
202-236-1
Product Categories:
  • Alphabetical Listings
  • Flavors and Fragrances
  • I-L
Mol File:
93-29-8.mol
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1-ACETOXY-2-METHOXY-4-(1-PROPENYL)BENZENE Chemical Properties

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)
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Safety Information

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

MSDS

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1-ACETOXY-2-METHOXY-4-(1-PROPENYL)BENZENE Usage And Synthesis

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).

1-ACETOXY-2-METHOXY-4-(1-PROPENYL)BENZENE Preparation Products And Raw materials

Raw materials

1-ACETOXY-2-METHOXY-4-(1-PROPENYL)BENZENESupplier

Creasyn Finechem(Tianjin) Co., Ltd.
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