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

1-ACETOXY-2-METHOXY-4-(1-PROPENYL)BENZENE Basic information
Description Sources
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 Structure
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
Fp 153°F
storage temp. -20°C
solubility Chloroform (Slightly), Methanol (Slightly)
form Solid
color White crystals
Odorclove odor
Odor Typespicy
JECFA Number1262
Stability:Hygroscopic, Light Sensitive
LogP2.54
CAS DataBase Reference93-29-8(CAS DataBase Reference)
NIST Chemistry ReferencePhenol, 2-methoxy-4-(1-propenyl)-, acetate(93-29-8)
EPA Substance Registry SystemPhenol, 2-methoxy-4-(1-propenyl)-, acetate (93-29-8)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 2
RTECS SL7940000
ToxicityLD50 orl-rat: 3450 mg/kg FCTXAV 13,681,75
MSDS Information
ProviderLanguage
SigmaAldrich English
1-ACETOXY-2-METHOXY-4-(1-PROPENYL)BENZENE Usage And Synthesis
DescriptionAcetyl 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.
Sourceshttp://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



DescriptionIsoeugenyl 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 PropertiesIsoeugenyl acetate has a weak, rose–carnation, somewhat spicy, clove-like odor and an initially burning, then sweet, taste.
Chemical PropertiesWhite solid
OccurrenceHas apparently not been reported to occur in nature
UsesIsoeugenyl 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.
DefinitionChEBI: 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.
PreparationFrom isoeugenol and acetic acid by esterification.
Safety ProfileModerately toxic by ingestion. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes.
MetabolismThe 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 materialsISOEUGENOL
4-ACETOXY-3-METHOXYCINNAMALDEHYDE 2-METHOXY-4-[(Z)-(4-OXO-3-PHENYL-2-THIOXO-1,3-THIAZOLIDIN-5-YLIDENE)METHYL]PHENYL 2-IODOBENZOATE ((5Z)-5-{4-[(2-IODOBENZOYL)OXY]-3-METHOXYBENZYLIDENE}-4-OXO-2-THIOXO-1,3-THIAZOLIDIN-3-YL)ACETIC ACID (Z)-2-METHOXY-4-((3-(4-NITROPHENYL)-4-OXO-2-THIOXOTHIAZOLIDIN-5-YLIDENE)METHYL)PHENYL 3-METHYLBENZOATE TOSLAB 135585 (Z)-4-((2,4-DIOXO-3-PHENYLTHIAZOLIDIN-5-YLIDENE)METHYL)-2-METHOXYPHENYL 3-METHYLBENZOATE (Z)-2-ETHOXY-4-((4-OXO-3-PHENYL-2-THIOXOTHIAZOLIDIN-5-YLIDENE)METHYL)PHENYL 2-IODOBENZOATE 4-[(Z)-(3-ALLYL-4-OXO-2-THIOXO-1,3-THIAZOLIDIN-5-YLIDENE)METHYL]-2-ETHOXYPHENYL 2-IODOBENZOATE ISOEUGENYL PHENYLACETATE 2-METHOXY-4-[(Z)-(3-METHYL-4-OXO-2-THIOXO-1,3-THIAZOLIDIN-5-YLIDENE)METHYL]PHENYL 4-CHLOROBENZOATE 4-[(Z)-(3-ETHYL-4-OXO-2-THIOXO-1,3-THIAZOLIDIN-5-YLIDENE)METHYL]-2-METHOXYPHENYL 3-METHYLBENZOATE 2-METHOXY-4-[(Z)-(3-METHYL-4-OXO-2-THIOXO-1,3-THIAZOLIDIN-5-YLIDENE)METHYL]PHENYL 4-FLUOROBENZOATE 2-ETHOXY-4-[(Z)-(3-METHYL-4-OXO-2-THIOXO-1,3-THIAZOLIDIN-5-YLIDENE)METHYL]PHENYL 4-FLUOROBENZOATE 4-{(Z)-[3-(4-CHLOROPHENYL)-2,4-DIOXO-1,3-THIAZOLIDIN-5-YLIDENE]METHYL}-2-METHOXYPHENYL 4-CHLOROBENZOATE TOSLAB 135034 1-ACETOXY-2-METHOXY-4-(1-PROPENYL)BENZENE QUERCETINPENTAACETATE 4-ACETOXY-3-METHOXYCINNAMIC ACID
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