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    General Material Information
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vanillyl acetate

Chemical Structure

General Material Information

Preferred name vanillyl acetate
Trivial Name Acetovanillin
Short Description vanillin acetate
Formula C10 H10 O4
CAS Number 881-68-5
FEMA Number 3108
Flavis Number 9.035
ECHA Number 212-920-1
FDA UNII 873YNA60FY
Nikkaji Number J31.334C
MDL MFCD00003362
COE Number 225
Bio Activity Summary External link
NMR Predictor External link
JECFA Food Flavoring 890 vanillin acetate
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 881-68-5 ; VANILLIN ACETATE
Synonyms
  • acethyl vanillin
  • acetovanillin
  • 4-acetoxy-3-methoxybenzaldehyde
  • 4-( acetyl oxy)-3-methoxybenzaldehyde
  • acetyl vanillin
  • 4-( acetyloxy)-3-methoxybenzaldehyde
  • acetylvanillin
  • 4-O- acetylvanillin
  • O- acetylvanillin
  • benzaldehyde, 4-(acetyloxy)-3-methoxy-
  • 4-formyl-2-methoxyphenol acetate
  • 4-formyl-2-methoxyphenyl acetate
  • (4-formyl-2-methoxyphenyl) acetate
  • 3-methoxy-4-acetoxybenzaldehyde
  • 3-methoxy-4-acetoxybenzaldehyde natural
  • vanillin acetate
  • vanillin acetate natural
  • vanillin, acetate
  • (4-formyl-2-methoxyphenyl) acetate
  • 4-(Acetyloxy)-3-methoxybenzaldehyde
  • 4-Acetoxy-3-methoxybenzaldehyde
  • O-Acetylvanillin
  • 4-O-Acetylvanillin
  • 4-Formyl-2-methoxyphenol acetate
  • 4-Formyl-2-methoxyphenyl acetate
  • 4-Acetoxy-5-methoxybenzaldehyde
  • NSC 25863
  • NSC 8499

US / EU / FDA / JECFA / FEMA / Scholar / Patents

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Literature & References

(4-formyl-2-methoxyphenyl) acetate
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:881-68-5
Pubchem (cid):61229
Pubchem (sid):135018880
Publications by PubMed
[Chemical constituents from tubers of Cremastra appendiculata].
Synthesis, crystal structure, fluorescence and electrochemical studies of a new tridentate Schiff base ligand and its nickel(II) and palladium(II) complexes.
Identifying inhibitory compounds in lignocellulosic biomass hydrolysates using an exometabolomics approach.
[Chemical constituents of Cudrania cochinchinensis].
Inhibition of arachidonic acid metabolism by the Andean crude drug Parastrephia lucida (Meyen) Cabrera.
Sensitive and selective determination of phenolic compounds from aromatic plants using an electrochemical detection coupled with HPLC method.
Inhibitory activity of carbonyl compounds on alcoholic fermentation by Saccharomyces cerevisiae.
A new taraxerol derivative from the roots of Microcos tomentosa.
A study on anticancer activity of Caulis Spatholobi extract on human osteosarcoma Saos-2 cells.
Distribution of withaferin A, an anticancer potential agent, in different parts of two varieties of Withania somnifera (L.) Dunal. grown in Sri Lanka.
The volatile profiles of a rare apple (Malus domestica Borkh.) honey: shikimic acid-pathway derivatives, terpenes, and others.
Orchid bee (Hymenoptera: Apidae) community from a gallery forest in the Brazilian Cerrado.
Ferrocene-based compartmental ligand for the assembly of neutral Zn(II)/Ln(III) heterometallic complexes.
Inhibition of growth of Zymomonas mobilis by model compounds found in lignocellulosic hydrolysates.
[Study on chemical composition of ethylacetate fraction from Polygonum amplexicaule var. sinense].
Rapid and sensitive high performance liquid chromatographic determination of zonisamide in human serum application to a pharmacokinetic study.
Biological activities and chemical composition of the stems and roots of Helichrysum oligocephalum DC grown in Iran.
High performance thin layer chromatography-densitometry: a step further for quality control of cranberry extracts.
Polynuclear lanthanide (Ln) complexes of a tri-functional hydrazone ligand--mononuclear (Dy), dinuclear (Yb, Tm), tetranuclear (Gd), and hexanuclear (Gd, Dy, Tb) examples.
Anti-biofouling property of vanillin on Aeromonas hydrophila initial biofilm on various membrane surfaces.
Identification of the key odorants in Tahitian cured vanilla beans (Vanilla tahitensis) by GC-MS and an aroma extract dilution analysis.
Fungi benefit from two decades of increased nutrient availability in tundra heath soil.
Diastereoselective synthesis of 5-hydroxy-8-methoxy-1-oxaspiro[5,5]undeca-7,10-diene-9-one.
In vitro degradation of lysine by ruminal fluid-based fermentations and by Fusobacterium necrophorum.
Synthesis, antioxidant and antimicrobial activity of novel vanillin derived piperidin-4-one oxime esters: preponderant role of the phenyl ester substituents on the piperidin-4-one oxime core.
Estimation of inhibitory effects of hemicellulosic wood hydrolysate inhibitors on PHA production by Burkholderia cepacia ATCC 17759 using response surface methodology.
Correlation between slow magnetic relaxation and the coordination structures of a family of linear trinuclear Zn(II)-Ln(III)-Zn(II) complexes (Ln = Tb, Dy, Ho, Er, Tm and Yb).
Antitumor and antimicrobial activities of some hetero aromatic benzofurans derived from naturally occurring visnagin.
Validated determination of primulasaponins in primula root by a high-performance-thin-layer-chromatography densitometric approach.
Comparative study of organosolv lignin extracted from prairie cordgrass, switchgrass and corn stover.
Global regulator engineering significantly improved Escherichia coli tolerances toward inhibitors of lignocellulosic hydrolysates.
Simultaneous determination of five active compounds in chimonanthus nitens by double-development HPTLC and scanning densitometry.
Purification of vetiver alcohols and esters for quantitative high-performance thin-layer chromatography determination in Haitian vetiver essential oils and vetiver acetates.
[Liposoluble constituents from Iodes cirrhosa and their neuroprotective and potassium channel-blocking activity].
Bioproduction of vanillin using an organic solvent-tolerant Brevibacillus agri 13.
[Study on chemical constituents from ethyl acetate extract of Myricaria bracteata].
Evaluation of dual flow counter-current chromatography and intermittent counter-current extraction.
Enhanced repellency of binary mixtures of Zanthoxylum armatum seed oil, vanillin, and their aerosols to mosquitoes under laboratory and field conditions.
The Zymomonas mobilis regulator hfq contributes to tolerance against multiple lignocellulosic pretreatment inhibitors.
Spectral study on the inclusion complex of cryptophane-E and CHCl3.
Fast and green microwave-assisted conversion of essential oil allylbenzenes into the corresponding aldehydes via alkene isomerization and subsequent potassium permanganate promoted oxidative alkene group cleavage.
Prediction of solubility of drugs and other compounds in organic solvents.
Fate of key odorants in Sauternes wines through aging.
[Olfactory functional magnetic resonance imaging with modified OEP-98C olfactometer and event-related design].
Effects of biomass hydrolysis by-products on oleaginous yeast Rhodosporidium toruloides.
Scale-up of counter-current chromatography: demonstration of predictable isocratic and quasi-continuous operating modes from the test tube to pilot/process scale.
Carbonic anhydrase inhibitors. Inhibition of human erythrocyte isozymes I and II with a series of antioxidant phenols.
New 18-l process-scale counter-current chromatography centrifuge.
Synthesis and characterization of a novel cross-linking complex of beta-cyclodextrin-o-vanillin furfuralhydrazone and highly selective spectrofluorimetric determination of trace gallium.
Chemical constituents of Antrodia camphorata submerged whole broth.
Vanillin inhibits matrix metalloproteinase-9 expression through down-regulation of nuclear factor-kappaB signaling pathway in human hepatocellular carcinoma cells.
Qualitative and quantitative analysis of four species of Curcuma rhizomes using twice development thin layer chromatography.
[Composition and seasonality of Euglossina Species (Hymenoptera: Apidae) in forest and dune in the Environmental Protection Area of the Mamanguape River Bar, PB].
Spectral study on the interaction of cryptophane-A and neutral molecules CHnCl4-n (n=0, 1, 2).
Chemical profile of rums as a function of their origin. The use of chemometric techniques for their identification.
[Activity time of male Euglossina and preference for artificial fragrances in forest and dunes in the Environmental Protection Area of the Mamanguape River Bar, Rio Tinto, Paraíba, Brazil].
Effects of phenolic monomers on the enzymes activities and volatile fatty acids production of Neocallimastix frontalis B9.
[Chemical constituents from root barks of Periploca sepium].
Effects of Chamaecyparis formosensis Matasumura extractives on lipopolysaccharide-induced release of nitric oxide.
Quantitative determination of phyllanthin and hypophyllanthin in Phyllanthus species by high-performance thin layer chromatography.
Aroma extraction dilution analysis of Sauternes wines. Key role of polyfunctional thiols.
Effect of essential oil active compounds on rumen microbial fermentation and nutrient flow in in vitro systems.
Serotonergic activity-guided phytochemical investigation of the roots of Angelica sinensis.
Aroma composition of red wines by different extraction methods and Gas Chromatography-SIM/MASS spectrometry analysis.
Cholesterol-dependent hemolytic activity of Passiflora quadrangularis leaves.
HPLC determination of salinomycin and related compounds in fermentation media of Streptomyces albus and premixes.
Cytotoxic chromenes from Myriactis humilis.
Synthesis of a novel host molecule of cross-linking-polymeric-beta-cyclodextrin-o-vanillin furfuralhydrazone and spectrofluorimetric analysis of its identifying cadmium.
Comparison between cachaça and rum using pattern recognition methods.
Crystal structure and magnetic interactions in nickel(II) dibridged complexes formed by two azide groups or by both phenolate oxygen-azide, -thiocyanate, -carboxylate, or -cyanate groups.
Gas chromatography-olfactometry and chemical quantitative study of the aroma of six premium quality spanish aged red wines.
Characterization of odor-active compounds in Californian chardonnay wines using GC-olfactometry and GC-mass spectrometry.
Synthesis and characterization of a novel cross-linking complex of beta-cyclodextrin-o-vanillin benzoylhydrazone and its selective spectrofluorimetric determination of trace amounts of zinc.
Nitrite as an energy-conserving electron sink for the acetogenic bacterium Moorella thermoacetica.
Optimum methamphetamine profiling with sample preparation by solid-phase microextraction.
New chemical constituents of Euphorbia quinquecostata and absolute configuration assignment by a convenient Mosher ester procedure carried out in NMR tubes.
Amperometric biosensors for detection of phenol using chemically modified electrodes containing immobilized bacteria.
[TLC analysis of harpagoside in devil claw extract and its tablets].
A novel strategy for the synthesis of benzofuran skeleton neolignans: application to ailanthoidol, XH-14, and obovaten.
Identification of impurities and statistical classification of methamphetamine tablets (Ya-Ba) seized in Thailand.
Purification and characterization of a microbial dehydrogenase: a vanillin:NAD(P)+ oxidoreductase.
Volatile components of Loureira, Dona Branca, and Treixadura wines.
Bioactive aromatic compounds from leaves and stems of Vanilla fragrans.
Functional consequences following infection of the olfactory system by intranasal infusion of the olfactory bulb line variant (OBLV) of mouse hepatitis strain JHM.
Measurement of urinary methoxyphenols and their use for biological monitoring of wood smoke exposure.
Characterization of Volatiles in Rambutan Fruit (Nephelium lappaceum L.).
Neurophysiological and behavioral responses to olfactory stimuli in the snail Helix pomatia L.
Sensitivity of the olfactory sense declines with the aging in senescence-accelerated mouse (SAM-P1).
Effects of the sniffing port air makeup in gas chromatography-olfactometry.
Endothelial cell oxidant production: effect of NADPH oxidase inhibitors.
[Color reactions for identification of nalidixic acid].
Similarities in the aroma chemistry of Gewürztraminer variety wines and lychee (Litchi chinesis sonn.) fruit.
Veratryl alcohol-mediated oxidation of isoeugenyl acetate by lignin peroxidase.
Trace-level determination of polar flavour compounds in butter by solid-phase extraction and gas chromatography-mass spectrometry.
Odor response properties of rat olfactory receptor neurons.
Antiosteoporotic activity of the stems of Sambucus sieboldiana.
Hyposmia for butanol and vanillin in mutant staggerer male mice.
Determination of ionophores in the tissues of food animals by liquid chromatography.
[Substituted methoxyphenol with antioxidative activity: correlation between physicochemical and biological results].
Nitrate as a preferred electron sink for the acetogen Clostridium thermoaceticum.
Generation of mutagenicity by ozonation of humic substances' components.
The role of sucrose-sensitive neurons in ingestion of sweet stimuli by hamsters.
Xylose uptake by the ruminal bacterium Selenomonas ruminantium.
Isolation, characterization and biological activities of a toxin from Bacillus megaterium (B-23).
High-speed liquid chromatographic determination of monensin, narasin, and salinomycin in feeds, using post-column derivatization.
Reverse phase liquid chromatographic determination of some food additives.
Effects of ammoniation of tall fescue on phenolic composition, feed intake, site and extent of nutrient digestion and ruminal dilution rates of steers.
Mechanism of the desmutagenic effect of humic acid.
Measurement of plasma vanillylmandelic acid by liquid chromatography with electrochemical detection.
Iron Deficiency Decreases Suberization in Bean Roots through a Decrease in Suberin-Specific Peroxidase Activity.
Evaluation of immunomodulatory chemicals: alteration of macrophage function in vitro.
Neuroblastoma cell as model for olfactory cell: mechanism of depolarization in response to various odorants.
Biosynthesis, deposition, and partial characterization of potato suberin phenolics.

Other Information

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS):View
CHEBI:View
Metabolomics Database:Search
HMDB (The Human Metabolome Database):HMDB29663
FooDB:FDB000839
YMDB (Yeast Metabolome Database):YMDB01804
Export Tariff Code:2918.99.4700
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 194.18649291992
Melting Point 77 to 79°C @ 760 mm Hg
Boiling Point 287 to 288°C @ 760 mm Hg
Acid Value 1 max KOH/g
Vapor Pressure 0.002 mmHg @ 25 °C
Flash Point TCC Value 124.44 °C TCC
logP (o/w) 1.576 est
Solubility
alcohol Yes
ethyl ether Yes
water, slightly Yes
water, 3057 mg/L @ 25 °C (est) Yes

Organoleptic Properties

Odor Type: Vanilla
sweet, creamy, vanilla, powdery, heliotrope
General comment At 100.00 %. sweet creamy vanilla powdery heliotropin
Mosciano, Gerard P&F 19, No. 2, 55, (1994) Sweet, creamy, vanilla-like with a powdery heliotropine nuance
Flavor Type: Vanilla
sweet, vanilla, creamy, powdery, balsamic, beany
Mosciano, Gerard P&F 19, No. 2, 55, (1994) At 40.00 ppm. Sweet, vanilla, creamy, powdery with a balsamic beany nuance

Occurrences

Potential Uses

Applications
Odor purposes Acacia, Acorn, Agate, Almond, Almond blossom, Amber, Amyris, Crabapple, Apricot, Arnica flower, Azalea, Balsam, Banana, Beeswax absolute replacer, Benzoin absolute replacer, Blackberry, Blueberry, Boysenberry, Bramble arctic bramble blackberry, Bubble gum, Butterscotch, Cabreuva wood, Carnation, Cassia, Cassia blossom, Cedar forest, Champaca, Cherry, Cherry black cherry, Cherry blossom, Christmas, Chypre, Clove, Clove blossom, Coconut, Coconut tropical coconut, Coffee, Coronilla, Cotton candy, Country meadow, Crabapple blossom, Cream, Currant, Cyclamen, Dahlia, Daisy, Daphne, Date, Deertongue absolute replacer, Dillenia, Eglantine, Elder berry, Fagonia, Fenugreek, Fern, Fig, Fir balsam, Flouve blossom, Forest, Frangipani plumeria, Genet, Ginger white ginger, Gingerbread, Gooseberry, Graham cracker, Grape, Guaiacwood, Guava, Habuba, Hawthorn, Hay new mown hay, Heather, Heliotrope, Hibiscus, Honey, Huckleberry, Immortelle, Incense, Kiwi blossom, Kumquat, Labdanum, Lemon, Lilac, Lime, Litsea cubeba, Loganberry, Lychee, Malt, Mango, Mango flower, Mastic oil replacer, Melon, Mint, Moss, Mulberry, Musk, Myrrh, Neroli, Opoponax, Orange, Orange blossom, Oriental, Papaya, Passion blossom, Passion fruit, Peach, Peach blossom, Pear, Pear blossom, Petunia, Phlox, Pina colada, Pineapple, Plum, Plum blossom, Pomegranate, Popcorn, Poppy, Powder, Prune, Pumpkin pie, Quince, Raisin, Raspberry, Redwood, Root beer, Rose d'orient, Rose moss rose, Rose tea rose, Rose white rose, Saffron, Sandalwood, Scented stock, Stephanotis, Stephanotis, Strawberry, Sweet grass, Tangerine, Tangerine, Tobacco, Toffee, Tonka bean, Vanilla, Verbena, Wisteria, Woodruff, Woody
Flavoring purposes Absinthe, Benzoin absolute replacer, Bread, Cappuccino, Caramel, Chocolate cacao, Chocolate cocoa, Cookie, Cream ice cream, Fenugreek, Fruit tropical fruit, Guaiacwood, Immortelle, Jackfruit, Litsea cubeba, Marshmallow, Milk malted milk, Molasses, Necterine, Praline, Sarsaparilla, Soda cream soda, Sweet, Whiskey
Other purposes Fantasy blends, Rose wild rose, Straw, Toasted

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
Xi - Irritant
R 36/38 - Irritating to skin and eyes.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36 - Wear suitable protective clothing.
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

Category:
flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for vanillyl acetate usage levels up to:
5.0000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU): 1.80 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 1.00 (μg/capita/day)
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 3
Click here to view publication 3
average usual ppmaverage maximum ppm
baked goods: -28.00000
beverages(nonalcoholic): -11.00000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -11.00000
fruit ices: -11.00000
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: -28.00000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: --
sugar substitutes: --
sweet sauces: --

Safety references

European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) on a request from the Commission related to Flavouring Group Evaluation 20 (FGE.20): Benzyl alcohols, benzaldehydes, a related acetal, benzoic acids, and related esters from chemical group 23
View page or View pdf

Flavouring Group Evaluation 52 (FGE.52): Consideration of hydroxy- and alkoxy-substituted benzyl derivatives evaluated by JECFA (57th meeting) structurally related to benzyl alcohols, benzaldehydes, a related acetal, benzoic acids, and related esters evaluated by EFSA in FGE.20 (2005) (Commission Regulation (EC) No 1565/2000 of 18 July 2000) - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC)
View page or View pdf

Flavouring Group Evaluation 20, Revision 1 (FGE.20Rev1): Benzyl alcohols, benzaldehydes, a related acetal, benzoic acids and related esters from chemical group 23
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 20, Revision 2 (FGE.20Rev2): Benzyl alcohols, benzaldehydes, a related acetal, benzoic acids, and related esters from chemical groups 23 and 30
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 20, Revision 3(FGE.20Rev3): Benzyl alcohols, benzaldehydes, a related acetal, benzoic acids, and related esters from chemical groups 23 and 30
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):881-68-5
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :61229
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(4-formyl-2-methoxyphenyl) acetate
Chemidplus:0000881685