Basic information
- CAS
93-29-8- Standard SMILES
CC=Cc1ccc(OC(C)=O)c(OC)c1- InChIKey
IUSBVFZKQJGVEP-UHFFFAOYSA-N- Molecular formula
- C12H14O3
- Average molar mass
- 206.24 g/mol
- Monoisotopic mass
- 206.0942943
Overview
Isoeugenyl acetate has been reported in Valeriana officinalis and Foeniculum vulgare with data available.
Names & identifiers
- Preferred name
- Isoeugenol, acetate
- IUPAC
- (2-methoxy-4-prop-1-enylphenyl) acetate
- English name
- 1-Acetoxy-2-methoxy-4-(1-propenyl)benzene
- Molecular formula
- C12H14O3
- Molecular weight
- 206.24
Names & synonyms
RefChem:108754493-29-8Isoeugenol, acetatePhenol, 2-methoxy-4-(1-propenyl)-, acetate1-Acetoxy-2-methoxy-4-(1-propenyl)benzeneAcetoisoeugenol(2-methoxy-4-prop-1-enylphenyl) acetateIsoeugenol-acetatEugenol Impurity 20(2-methoxy-4-prop-1-enyl-phenyl) acetateSCHEMBL313563orb1221651
Show more names
ISOEUGENYL ACETATEFEMA 2470ACETYL ISOEUGENOLNsc46121AcetisoeugenolISOEUGENYLACETATACETO-ISO-EUGENOLsoeugenyl acetatelsoeugenyl acetateIsosafrole acetate
SCHEMBL2093186DTXSID0052625SCHEMBL29529599HMS3330F19AKOS024319069DB-002371NS00078897Isoeugenol acetate 1000 microg/mL in Acetonitrile
Database identifiers
- CAS
93-29-8- PubChem CID
- 7137
- DTXSID
DTXSID0052625- EC Number
- 202-236-1
Properties
Computed structural properties
- XLogP
- 2.4
- Topological polar surface area
- 35.5 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 4
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 235
Experimental & physicochemical properties
CosmeticsCosmetics ingredient -> Flavor; Fragrance; Other (Specify)
FragrancesFragrance Ingredient (Isoeugenyl acetate) -> IFRA transparency List
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Flavoring AgentsEU Flavoring substances
Solubility
Insoluble in water, soluble in oil
soluble (in ethanol)
Physical DescriptionWhite crystals; spicy, clove-like aroma
Physicochemical properties
- Melting point
- 79 · 79-81 °C (lit.)
- Boiling point
- 283 °C · 283 °C
- Density
- 1.1492 · 1.1492 (rough estimate)
- refractive index
- 1.508 · 1.5080 (estimate)
- FEMA
- 2470 · 2470 | ISOEUGENYL ACETATE
- FLAVIS Number
- 9.03 · 09.030 | 2-Methoxy-4-(prop-1-enyl)phenyl acetate
- Flash point
- 153 °F · 153°F
- storage temp.
- -20 °C · -20°C
- solubility
- 4 · 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.
- biological source
- synthetic
- Odor Type
- spicy
- JECFA Number
- 1262 · 1262
- Stability
- Hygroscopic, Light Sensitive
- Major Application
- flavors and fragrances
- Cosmetics Ingredients Functions
- PERFUMING
- InChI
- 1S/C12H14O3/c1-4-5-10-6-7-11(15-9(2)13)12(8-10)14-3/h4-8H,1-3H3/b5-4+
- InChIKey
- IUSBVFZKQJGVEP-SNAWJCMRSA-N
- SMILES
- COc1cc(\C=C\C)ccc1OC(C)=O
- LogP
- 2.54 · 2.54
- CAS DataBase Reference
- 93 · 93-29-8(CAS DataBase Reference)
- Substances Added to Food (formerly EAFUS)
- ISOEUGENYL ACETATE
- FDA 21 CFR
- 172.515 · 172.515
- FDA UNII
- 9 DF21GI8W6 · 9DF21GI8W6
- NIST Chemistry Reference
- 2 · Phenol, 2-methoxy-4-(1-propenyl)-, acetate(93-29-8)
- EPA Substance Registry System
- 2 · Phenol, 2-methoxy-4-(1-propenyl)-, acetate (93-29-8)
- UNSPSC Code
- 85151701 · 85151701
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 261 · P261-P305+P351+P338
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26-36
- WGK Germany
- 2 · 2
- RTECS
- 7940000 · SL7940000
- TSCA
- TSCA listed
- Storage Class
- 11 · 11 - Combustible Solids
- Toxicity
- 50 orl-rat: · LD50 orl-rat: 3450 mg/kg FCTXAV 13,681,75
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 96.2% (1584 of 1647) of all reports.
Not Classified
Aggregated GHS information provided per 1647 reports by companies from 4 notifications to the ECHA C&L Inventory.
Warning
H317: May cause an allergic skin reaction [Warning Sensitization, Skin]
P203, P261, P272, P280, P302+P352, P318, P321, P333+P317, P362+P364, P405, and P501 (click each P-code to see the statement)
Hazard information
Regulatory Information
Chemical: Phenol, 2-methoxy-4-(1-propenyl)-, acetate
Hazard Traits - Fragrance Allergen
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Phenol, 2-methoxy-4-(1-propenyl)-, acetate: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - Isoeugenol esters: Human health tier II assessment
Hazard Classes and Categories
Not Classified
Carcinogenicity - category 2
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- SL7940000
- Toxicity
- LD50 orl-rat: 3450 mg/kg FCTXAV 13,681,75
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Uses & manufacturing
IFRA Fragrance Standards
Isoeugenyl acetate
Isoeugenyl acetate; 2-Methoxy-4-prop-1-en-1-ylphenyl acetate; 2-Methoxy-4-propenylphenyl acetate; 4-Acetoxy-3-methoxy-1-(1-propen-1-yl)benzene; Acetisoeugenol; Acetyl isoeugenol; Isoeugenol acetate; Phenol, 2-methoxy-4-(1-propenyl)-, acetate; 1-Acetoxy-2-methoxy-4-(1-propenyl)benzene; Acetic acid isoeugenyl ester
IFRA_STD_255.pdf
51
IFRA 51st Amendment - Guidance for the use of IFRA Standards
Restriction: This material should be used only in the limited quantity as stated in the Standard
Household ProductsCosmetics product ingredient: 2-Methoxy-4-prop-1-enylphenyl acetate (Isoeugenyl Acetate)
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
General Manufacturing InformationPhenol, 2-methoxy-4-(1-propen-1-yl)-, 1-acetate: ACTIVE
Restriction Limits in the Finished Product (%)
0.18 [Products applied to the lips]
0.053 [Products applied to the axillae]
0.061 [Products applied to the face/body using fingertips]
0.99 [Products related to fine fragrances]
0.25 [Products applied to the body using the hands (palms), primarily leave-on (Body lotion)]
0.061 [Products applied to the face using the hands (palms), primarily leave-on (Face moisturizer)]
Applications
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.
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.
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. 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.
Preparation methods
PreparationFrom isoeugenol and acetic acid by esterification.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
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Syntechem Co.,Ltd[email protected]
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TargetMol中国（陶术生物）021-021-33632979 15002134094 · [email protected]
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Additional notes
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.
Related reactions
1 records
Compound notes
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