Identification

Nameallyl acetate
CAS Number591-87-7
EINECS209-734-8
FDA UNIIE4U5E5990I
Molecular FormulaC5 H8 O2
Molecular Weight100.11716000
MDL NumberMFCD00008721
Nikkaji NumberJ35.906H
Beilstein1742050
CoE Number11730
XlogP31.00 (est)

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Specific Gravity 0.92300 to 0.93300 @ 20.00 °C.
Pounds per Gallon - (est). 7.689 to 7.773
Melting Point 6.00 °C. @ 760.00 mm Hg
Boiling Point 103.00 to 105.00 °C. @ 760.00 mm Hg
Vapor Pressure 27.200000 mmHg @ 20.00 °C.
Flash Point 44.00 °F. TCC ( 6.67 °C. )
logP (o/w) 0.970
Soluble in alcohol
Insoluble in water
Similar Items note

No sensory data available

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Oral/Parenteral Toxicityoral-mouse LD50 170 mg/kg
Dermal Toxicityskin-rabbit LD50 1021 mg/kg
Inhalation Toxicityinhalation-rat LC50 1000 ppm/1H

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavoring agents
IFRA Purity Specification< 0.1% free allyl alcohol
Recommendation for allyl acetate usage levels up tonot for fragrance use.

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Potential Uses

FL arrack FR pineapple FL rum

Natural Occurrence

found in nature

Synonyms

acetic acid 2-propen-1-yl ester acetic acid 2-propenyl ester acetic acid allyl ester acetic acid prop-2-enyl ester acetic acid, 2-propen-1-yl ester 3- acetoxy-1-propene 3- acetoxypropene prop-2-en-1-yl acetate prop-2-enyl acetate prop-2-enyl ethanoate 2- propenyl acetate 2- propenyl ethanoate PubMed: Inversion of Enantioselectivity in Allene Gas versus Allyl Acetate Reductive Aldehyde Allylation Guided by Metal-Centered Stereogenicity: An Experimental and Computational Study PubMed: A comparative 90-day toxicity study of allyl acetate, allyl alcohol and acrolein PubMed: Enantioselective Iridium-Catalyzed Allylation of Acetylenic Ketones via 2-Propanol-Mediated Reductive Coupling of Allyl Acetate: C14-C23 of Pladienolide?D PubMed: Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate PubMed: Asymmetric Allylation of Glycidols Mediated by Allyl Acetate via Iridium-Catalyzed Hydrogen Transfer PubMed: Gas-Phase Oxidation of Allyl Acetate by O(3), OH, Cl, and NO(3): Reaction Kinetics and Mechanism PubMed: NTP Technical Report on the comparative toxicity studies of allyl acetate (CAS No. 591-87-7), allyl alcohol (CAS No. 107-18-6) and acrolein (CAS No. 107-02-8) administered by gavage to PubMed: Olefination of Electron-Deficient Alkenes with Allyl Acetate: Stereo- and Regioselective Access to (2Z,4E)-Dienamides PubMed: Allyl 2-(2,2-dimethyl-3a,6a-di-hydro-furo[3,2-d][1,3]dioxol-5-yl)-4-oxo-4H-chromene-3-carboxyl-ate PubMed: Sensory irritation and pulmonary irritation by airborne allyl acetate, allyl alcohol, and allyl ether compared to acrolein PubMed: Atmospheric oxidation of vinyl and allyl acetate: product distribution and mechanisms of the OH-initiated degradation in the presence and absence of NO(x) PubMed: A category approach to predicting the repeated-dose hepatotoxicity of allyl esters PubMed: Decarboxylative-coupling of allyl acetate catalyzed by group 10 organometallics, [(phen)M(CH3)]+ PubMed: Effectiveness of allyl acetate as a fumigant against five stored grain beetle pests PubMed: Enantioselective iridium-catalyzed carbonyl allylation from the alcohol or aldehyde oxidation level via transfer hydrogenative coupling of allyl acetate: departure from chirally modifie PubMed: Stereochemistry of ring-opening/cross metathesis reactions of exo- and endo-7-oxabicyclo[2.2.1]hept-5-ene-2-carbonitriles with allyl alcohol and allyl acetate PubMed: Allylation of alcohols and carboxylic acids with allyl acetate catalyzed by [Ir(cod)2](+)BF4- complex PubMed: Biosynthesis of mercapturic acids from allyl alcohol, allyl esters and acrolein PubMed: Rapid assembly of functionalised spirocyclic indolines by palladium-catalysed dearomatising diallylation of indoles with allyl acetate PubMed: Solvent-Controlled, Tunable ?-OAc and ?-H Elimination in Rh(III)-Catalyzed Allyl Acetate and Aryl Amide Coupling via C-H Activation PubMed: Pd-Catalyzed Direct C-H Alkenylation and Allylation of Azine N-Oxides PubMed: Coordination-insertion copolymerization of allyl monomers with ethylene PubMed: Enantioselective iridium-catalyzed carbonyl allylation from the alcohol or aldehyde oxidation level using allyl acetate as an allyl metal surrogate PubMed: Carbonyl and ester C-O bond hydrosilylation using ?(4)-diimine nickel catalysts PubMed: Stereoselectively synthesis and structural confirmation of dehydrodipeptides with dehydrobutyrine PubMed: Pentacoordinated carboxylate ã-allyl nickel complexes as key intermediates for the Ni-catalyzed direct amination of allylic alcohols PubMed: Regio- and Enantioselective Iridium-Catalyzed N-Allylation of Indoles and Related Azoles with Racemic Branched Alkyl-Substituted Allylic Acetates PubMed: Protecting-group-free diastereoselective C-C coupling of 1,3-glycols and allyl acetate through site-selective primary alcohol dehydrogenation PubMed: Amphiphilic ã-Allyliridium C,O-Benzoates Enable Regio- and Enantioselective Amination of Branched Allylic Acetates Bearing Linear Alkyl Groups PubMed: Palladium-catalyzed coupling of haloalkynes with allyl acetate: a regio- and stereoselective synthesis of (Z)-?-haloenol acetates PubMed: Direct Synthesis and Bonding Properties of the First ?(2)-?(2),?(2)-Allyl-Bridged Diiridium Complex PubMed: anti-Diastereo- and enantioselective carbonyl crotylation from the alcohol or aldehyde oxidation level employing a cyclometallated iridium catalyst: alpha-methyl allyl acetate as a surr PubMed: Regio- and Enantioselective Iridium-Catalyzed Amination of Racemic Branched Alkyl-Substituted Allylic Acetates with Primary and Secondary Aromatic and Heteroaromatic Amines PubMed: Vinylidenation of Organoboronic Esters Enabled by a Pd-Catalyzed Metallate Shift PubMed: Characterization of an Endophytic Gloeosporium sp. and Its Novel Bioactivity with "Synergistans" PubMed: Raising the Diversity of Ugi Reactions Through Selective Alkylations and Allylations of Ugi Adducts PubMed: Catalytic Enantioselective Synthesis of N-C Axially Chiral Sulfonamides through Chiral Palladium-Catalyzed N-Allylation PubMed: Catalytic, nucleophilic allylation of aldehydes with allyl acetate PubMed: Asymmetric organocatalysis combined with metal catalysis: concept, proof of concept, and beyond PubMed: Synthesis of the C(1)-C(13) Fragment of Leiodermatolide via Hydrogen-Mediated C-C Bond Formation PubMed: Preparation of sigma- and pi-allylcopper(III) intermediates in SN2 and SN2' reactions of organocuprate(I) reagents with allylic substrates PubMed: Rhodium-catalyzed reductive allylation of conjugated aldehydes with allyl acetate PubMed: Asymmetric palladium-catalyzed umpolung cyclization of allylic acetate-aldehyde using formate as a reductant PubMed: Letter: Silver mediated ester bond formation in the gas phase: substrate structure is important PubMed: O(2)-Promoted Allylic Acetoxylation of Alkenes: Assessment of "Push" vs. "Pull" Mechanisms and Comparison between O(2) and Benzoquinone PubMed: Synthesis of (-)-à-kainic acid via TMSCl-promoted Pd-catalyzed zinc-ene cyclization of an allyl acetate PubMed: Kinetic and mechanistic study of the atmospheric oxidation by OH radicals of allyl acetate PubMed: Palladium pincer complex catalyzed substitution of vinyl cyclopropanes, vinyl aziridines, and allyl acetates with tetrahydroxydiboron. An efficient route to functionalized allylboronic PubMed: A unified strategy targeting the thiodiketopiperazine mycotoxins exserohilone, gliotoxin, the epicoccins, the epicorazines, rostratin?A and aranotin PubMed: Direct generation of acyclic polypropionate stereopolyads via double diastereo- and enantioselective iridium-catalyzed crotylation of 1,3-diols: beyond stepwise carbonyl addition in pol PubMed: Diastereo- and enantioselective anti-alkoxyallylation employing allylic gem-dicarboxylates as allyl donors via iridium-catalyzed transfer hydrogenation PubMed: Platinum-Catalyzed Allylation of 2,3-Disubstituted Indoles with Allylic Acetates PubMed: Synthesis of clarithromycin ketolides chemically modified at the unreactive C10-methyl group PubMed: Synthesis and structure of preorganized, C(3)-symmetric trilactam scaffolds with convergently oriented (S)-acetylthiomethyl appendages PubMed: Tyrosine-selective protein alkylation using pi-allylpalladium complexes PubMed: A comparison of lipase-catalyzed ester hydrolysis in reverse micelles, organic solvents, and biphasic systems PubMed: Solvent-controlled highly selective bis- and monoallylation of active methylene compounds by allyl acetate with palladium(0) nanoparticle PubMed: Novel organophosphorus scaffolds of urease inhibitors obtained by substitution of Morita-Baylis-Hillman adducts with phosphorus nucleophiles PubMed: Bio-inspired formal synthesis of hirsutellones A-C featuring an electrophilic cyclization triggered by remote Lewis acid-activation PubMed: Heck reactions of steroidal alkenyl iodides PubMed: Side-chain modification and "grafting onto" via olefin cross-metathesis PubMed: Iridium Catalyzed Hydro-hydroxyalkylation of Butadiene: Carbonyl Crotylation PubMed: Stereoselective synthesis of pyroglutamate natural product analogs from à- aminoacids and their anti-cancer evaluation PubMed: Design of bifunctional chiral phenanthroline ligand with Lewis basic site for palladium-catalyzed asymmetric allylic substitution PubMed: Oxidant-free Rh(III)-catalyzed direct C-H olefination of arenes with allyl acetates PubMed: Efficient epoxidation of electron-deficient alkenes with hydrogen peroxide catalyzed by [?-PW10O38V2(?-OH)2]3- PubMed: Synthesis and C2-functionalization of indoles with allylic acetates under rhodium catalysis PubMed: Synthesis of fluorinated telechelic diols based on 3,3,3-trifluoropropene as precursors of well-defined fluoropolymers PubMed: Dual-function Pd/NHC catalysis: tandem allylation-isomerization-conjugate addition that allows access to pyrroles, thiophenes and furans PubMed: Rhodium-catalyzed redox allylation reactions of ketones PubMed: Palladium-catalyzed chemoselective allylic substitution, Suzuki-Miyaura cross-coupling, and allene formation of bifunctional 2-B(pin)-substituted allylic acetate derivatives PubMed: Enhanced anti-diastereo- and enantioselectivity in alcohol-mediated carbonyl crotylation using an isolable single component iridium catalyst PubMed: Ruthenium-Catalyzed Oxidant-Free Allylation of Aromatic Ketoximes with Allylic Acetates at Room Temperature PubMed: A concise synthetic approach to brazilin via Pd-catalyzed allylic arylation PubMed: The Cl-initiated oxidation of CH(3)C(O)OCH=CH (2), CH (3)C(O)OCH (2)CH=CH (2), and CH (2)=CHC(O)O(CH (2)) (3)CH (3) in the troposphere PubMed: Enantioselective construction of pyrrolidines by palladium-catalyzed asymmetric [3 + 2] cycloaddition of trimethylenemethane with imines PubMed: Enantioselective allylation, crotylation, and reverse prenylation of substituted isatins: iridium-catalyzed C-C bond-forming transfer hydrogenation PubMed: Diastereo- and Enantioselective Iridium Catalyzed Coupling of Vinyl Aziridines with Alcohols: Site-Selective Modification of Unprotected Diols and Synthesis of Substituted Piperidines PubMed: Enantioselective construction of highly substituted pyrrolidines by palladium-catalyzed asymmetric [3+2] cycloaddition of trimethylenemethane with ketimines PubMed: Palladium(0)/indium iodide-mediated allylations of electrophiles generated from the hydrolysis of Eschenmoser's salt: One-pot preparation of diverse carbocyclic scaffolds PubMed: Stereodivergent and regioselective synthesis of 3,4-cis- and 3,4-trans-pyrrolidinediols from alpha-amino acids PubMed: Palladium nanoparticle-catalyzed C-N bond formation. A highly regio- and stereoselective allylic amination by allyl acetates PubMed: Rhodium(iii)-catalyzed C-H allylation of electron-deficient alkenes with allyl acetates PubMed: TIMES-SS--a mechanistic evaluation of an external validation study using reaction chemistry principles PubMed: Tetrazole synthesis via the palladium-catalyzed three component coupling reaction PubMed: Vinylogous Nicholas reactions in the synthesis of bi- and tricyclic cycloheptynedicobalt complexes PubMed: Development of an asymmetric trimethylenemethane cycloaddition reaction: application in the enantioselective synthesis of highly substituted carbocycles PubMed: anti-Diastereo- and enantioselective carbonyl (hydroxymethyl)allylation from the alcohol or aldehyde oxidation level: allyl carbonates as allylmetal surrogates PubMed: Enantioselective carbonyl reverse prenylation from the alcohol or aldehyde oxidation level employing 1,1-dimethylallene as the prenyl donor PubMed: Iridium-catalyzed anti-diastereo- and enantioselective carbonyl (trimethylsilyl)allylation from the alcohol or aldehyde oxidation level PubMed: Catalytic sp(3) -sp(3) Functionalisation of Sulfonamides: Late-Stage Modification of Drug-Like Molecules PubMed: Selective cross-coupling of organic halides with allylic acetates PubMed: The tert-butyl dimethyl silyl group as an enhancer of drug cytotoxicity against human tumor cells PubMed: Palladium Catalyzed Asymmetric Three-Component Coupling of Boronic Esters, Indoles, and Allylic Acetates PubMed: Enantioselective carbonyl allylation, crotylation, and tert-prenylation of furan methanols and furfurals via iridium-catalyzed transfer hydrogenation PubMed: Solid-Phase Synthesis of Tyrosine Peptide Aldehydes. Analogues of (S)-MAPI PubMed: Gas-Phase and Computational Study of Identical Nickel- and Palladium-Mediated Organic Transformations Where Mechanisms Proceeding via M(II) or M(IV) Oxidation States Are Determined by A PubMed: Toward Continuous-Flow Hyperpolarisation of Metabolites via Heterogenous Catalysis, Side-Arm-Hydrogenation, and Membrane Dissolution of Parahydrogen PubMed: Use of (S)-trans-gamma-monocyclofarnesol as a useful chiral building block for the stereoselective synthesis of diterpenic natural products PubMed: Deacylative allylation: allylic alkylation via retro-Claisen activation PubMed: An electrochemical coupling of organic halide with aldehydes, catalytic in chromium and nickel salts. the Nozaki-Hiyama-Kishi reaction PubMed: Iridium-catalyzed allylation of chiral ?-stereogenic alcohols: bypassing discrete formation of epimerizable aldehydes PubMed: Building addressable libraries: site-selective Suzuki reactions on microelectrode arrays PubMed: Catalytic Enantioselective and Diastereoselective Allylic Alkylation with Fluoroenolates: Efficient Access to C3-Fluorinated and All-Carbon Quaternary Oxindoles PubMed: Pd(II)-catalyzed highly selective arylation of allyl esters via C-H functionalization of unreactive arenes with retention of the traditional leaving group PubMed: A solid support with a hydroxyallyl linker, full parts of which are potentially reusable for the synthesis of oligonucleotides PubMed: FeCl3ú6H2O, a catalyst for the diastereoselective synthesis of cis-isoxazolidines from N-protected ë-hydroxylamino allylic acetates PubMed: Iron-catalyzed electrochemical allylation of carbonyl compounds by allylic acetates PubMed: Achieving chemo-, regio-, and stereoselectivity in palladium-catalyzed reaction of ?-borylated allylic acetates PubMed: Beta-alkyl-alpha-allylation of Michael acceptors through the palladium-catalyzed three-component coupling between allylic substrates, trialkylboranes, and activated olefins PubMed: Efficient synthesis of the structural core of tetracyclines by a palladium-catalyzed domino Tsuji-Trost-Heck-Mizoroki reaction PubMed: Nickel-catalyzed, sodium iodide-promoted reductive dimerization of alkyl halides, alkyl pseudohalides, and allylic acetates PubMed: Modular synthesis of a new family of tripodal ligands, all-cis-1,2,3-tris(diphenylphosphinomethyl)cyclopropane and relatives PubMed: Ruthenium-catalyzed intramolecular oxidative amination of aminoalkenes enables rapid synthesis of cyclic imines PubMed: Highly enantioselective Cu-catalyzed conjugate addition-elimination of activated allylic acetates with glycine derivatives PubMed: Stereoselective Synthesis of 2'-Amino-2',3'-dideoxynucleosides by Nitrone 1,3-Dipolar Cycloaddition: A New Efficient Entry Toward d4T and Its 2-Methyl Analogue PubMed: Antitumour polycyclic acridines. Palladium(0) mediated syntheses of quino[4,3,2-kl]acridines bearing peripheral substituents as potential telomere maintenance inhibitors