U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C5H8O2
Molecular Weight 100.1158
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ALLYL ACETATE

SMILES

CC(=O)OCC=C

InChI

InChIKey=FWZUNOYOVVKUNF-UHFFFAOYSA-N
InChI=1S/C5H8O2/c1-3-4-7-5(2)6/h3H,1,4H2,2H3

HIDE SMILES / InChI

Approval Year

Doses

Doses

DosePopulationAdverse events​
PubMed

PubMed

TitleDatePubMed
Allyl compounds selectively killed human immunodeficiency virus (type 1)-infected cells.
1993 Jul 30
Inhibition of HIV-1 Rev-RRE interaction by diphenylfuran derivatives.
1996 Oct 22
An electrochemical coupling of organic halide with aldehydes, catalytic in chromium and nickel salts. the Nozaki-Hiyama-Kishi reaction.
2001 Jun 28
Adsorption and kinetic studies of the intercalation of some organic compounds onto Na+-montmorillonite.
2002 Jan 1
Ruthenium-catalyzed intramolecular oxidative amination of aminoalkenes enables rapid synthesis of cyclic imines.
2002 Jan 16
Synthesis and structure of preorganized, C(3)-symmetric trilactam scaffolds with convergently oriented (S)-acetylthiomethyl appendages.
2002 Jun 27
Kinetic and mechanistic study of the atmospheric oxidation by OH radicals of allyl acetate.
2002 Oct 1
Tetrazole synthesis via the palladium-catalyzed three component coupling reaction.
2003
Iron-catalyzed electrochemical allylation of carbonyl compounds by allylic acetates.
2003 Apr 18
Antitumour polycyclic acridines. Palladium(0) mediated syntheses of quino[4,3,2-kl]acridines bearing peripheral substituents as potential telomere maintenance inhibitors.
2003 Oct 7
Stereodivergent and regioselective synthesis of 3,4-cis- and 3,4-trans-pyrrolidinediols from alpha-amino acids.
2004 Jun 24
Allylation of alcohols and carboxylic acids with allyl acetate catalyzed by [Ir(cod)2](+)BF4- complex.
2004 May 14
Palladium pincer complex catalyzed substitution of vinyl cyclopropanes, vinyl aziridines, and allyl acetates with tetrahydroxydiboron. An efficient route to functionalized allylboronic acids and potassium trifluoro(allyl)borates.
2005 Aug 3
Effectiveness of allyl acetate as a fumigant against five stored grain beetle pests.
2005 Jan
Tyrosine-selective protein alkylation using pi-allylpalladium complexes.
2006 Feb 1
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 F344/N rats and B6C3F1 mice.
2006 Jul
Beta-alkyl-alpha-allylation of Michael acceptors through the palladium-catalyzed three-component coupling between allylic substrates, trialkylboranes, and activated olefins.
2006 Mar 17
The nature of the chemical bond in linear three-body systems: from i3- to mixed chalcogen/halogen and trichalcogen moieties.
2007
Letter: Silver mediated ester bond formation in the gas phase: substrate structure is important.
2007
Evaluation and application of the RD50 for determining acceptable exposure levels of airborne sensory irritants for the general public.
2007 Nov
Solvent-controlled highly selective bis- and monoallylation of active methylene compounds by allyl acetate with palladium(0) nanoparticle.
2007 Oct 25
TIMES-SS--a mechanistic evaluation of an external validation study using reaction chemistry principles.
2007 Sep
Efficient synthesis of the structural core of tetracyclines by a palladium-catalyzed domino Tsuji-Trost-Heck-Mizoroki reaction.
2008
Preparation of sigma- and pi-allylcopper(III) intermediates in SN2 and SN2' reactions of organocuprate(I) reagents with allylic substrates.
2008 Aug 27
Enantioselective iridium-catalyzed carbonyl allylation from the alcohol or aldehyde oxidation level using allyl acetate as an allyl metal surrogate.
2008 May 21
A comparative 90-day toxicity study of allyl acetate, allyl alcohol and acrolein.
2008 Nov 20
Enantioselective iridium-catalyzed carbonyl allylation from the alcohol or aldehyde oxidation level via transfer hydrogenative coupling of allyl acetate: departure from chirally modified allyl metal reagents in carbonyl addition.
2008 Nov 5
anti-Diastereo- and enantioselective carbonyl crotylation from the alcohol or aldehyde oxidation level employing a cyclometallated iridium catalyst: alpha-methyl allyl acetate as a surrogate to preformed crotylmetal reagents.
2009 Feb 25
Catalytic, nucleophilic allylation of aldehydes with allyl acetate.
2009 Feb 5
Building addressable libraries: site-selective Suzuki reactions on microelectrode arrays.
2009 Mar 19
Palladium nanoparticle-catalyzed C-N bond formation. A highly regio- and stereoselective allylic amination by allyl acetates.
2009 May 15
Highly enantioselective Cu-catalyzed conjugate addition-elimination of activated allylic acetates with glycine derivatives.
2009 May 21
Enantioselective carbonyl reverse prenylation from the alcohol or aldehyde oxidation level employing 1,1-dimethylallene as the prenyl donor.
2009 May 27
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.
2009 Sep
Rhodium-catalyzed reductive allylation of conjugated aldehydes with allyl acetate.
2010 Apr 16
Nickel-catalyzed, sodium iodide-promoted reductive dimerization of alkyl halides, alkyl pseudohalides, and allylic acetates.
2010 Aug 21
Iridium-catalyzed anti-diastereo- and enantioselective carbonyl (trimethylsilyl)allylation from the alcohol or aldehyde oxidation level.
2010 Jul 7
Enantioselective carbonyl allylation, crotylation, and tert-prenylation of furan methanols and furfurals via iridium-catalyzed transfer hydrogenation.
2010 Mar 5
Pd(II)-catalyzed highly selective arylation of allyl esters via C-H functionalization of unreactive arenes with retention of the traditional leaving group.
2010 May 3
A unified strategy targeting the thiodiketopiperazine mycotoxins exserohilone, gliotoxin, the epicoccins, the epicorazines, rostratin A and aranotin.
2010 Oct 11
Patents
Name Type Language
ALLYL ACETATE
MI  
Systematic Name English
ACETIC ACID, ALLYL ESTER [HSDB]
Common Name English
ALLYL ACETATE [MI]
Common Name English
NSC-7612
Code English
Code System Code Type Description
MESH
C498551
Created by admin on Fri Dec 15 16:41:02 GMT 2023 , Edited by admin on Fri Dec 15 16:41:02 GMT 2023
PRIMARY
FDA UNII
E4U5E5990I
Created by admin on Fri Dec 15 16:41:02 GMT 2023 , Edited by admin on Fri Dec 15 16:41:02 GMT 2023
PRIMARY
WIKIPEDIA
ALLYL ACETATE
Created by admin on Fri Dec 15 16:41:02 GMT 2023 , Edited by admin on Fri Dec 15 16:41:02 GMT 2023
PRIMARY
CAS
591-87-7
Created by admin on Fri Dec 15 16:41:02 GMT 2023 , Edited by admin on Fri Dec 15 16:41:02 GMT 2023
PRIMARY
MERCK INDEX
m1546
Created by admin on Fri Dec 15 16:41:02 GMT 2023 , Edited by admin on Fri Dec 15 16:41:02 GMT 2023
PRIMARY Merck Index
PUBCHEM
11584
Created by admin on Fri Dec 15 16:41:02 GMT 2023 , Edited by admin on Fri Dec 15 16:41:02 GMT 2023
PRIMARY
NSC
7612
Created by admin on Fri Dec 15 16:41:02 GMT 2023 , Edited by admin on Fri Dec 15 16:41:02 GMT 2023
PRIMARY
EPA CompTox
DTXSID9024437
Created by admin on Fri Dec 15 16:41:02 GMT 2023 , Edited by admin on Fri Dec 15 16:41:02 GMT 2023
PRIMARY
HSDB
2697
Created by admin on Fri Dec 15 16:41:02 GMT 2023 , Edited by admin on Fri Dec 15 16:41:02 GMT 2023
PRIMARY
ECHA (EC/EINECS)
209-734-8
Created by admin on Fri Dec 15 16:41:02 GMT 2023 , Edited by admin on Fri Dec 15 16:41:02 GMT 2023
PRIMARY