1-ACETOXY-2-METHOXY-4-(1-PROPENYL)BENZENE
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
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)
MSDS
- Language:English Provider:SigmaAldrich
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
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1-ACETOXY-2-METHOXY-4-(1-PROPENYL)BENZENE(93-29-8)Related Product Information
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- 2-TERTIARY PENTYL CYCLOHEXANYL ACETATE
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- Cinnamylcetate
- SUCROSE ACETATE ISOBUTYRATE
- TERPINYL ACETATE
- Isobornyl acetate
- Zinc acetate dihydrate
- 4-ACETOXY-3-METHOXYCINNAMIC ACID