1,4-PENTADIENE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C5H8
Molecular Weight	68.117
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C=CCC=C

InChI

InChIKey=QYZLKGVUSQXAMU-UHFFFAOYSA-N

InChI=1S/C5H8/c1-3-5-4-2/h3-4H,1-2,5H2

HIDE SMILES / InChI

Molecular Formula	C5H8
Molecular Weight	68.117
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Lipid rafts and redox regulation of cellular signaling in cholesterol induced atherosclerosis.	2010-11	22043207
Harmful gases including carcinogens produced during transurethral resection of the prostate and vaporization.	2010-11	20880073
Reduction of off-flavor generation in soybean homogenates: a mathematical model.	2010-09	21535565
Partially disturbed lamellar granule secretion in mild congenital ichthyosiform erythroderma with ALOX12B mutations.	2010-07	20222929
Herbivore response in passion fruit (Passiflora edulis Sims) plants: induction of lipoxygenase activity in leaf tissue in response to generalist and specialist insect attack.	2010-04	19995344
Copper-promoted coupling of vinyl boronates and alcohols: a mild synthesis of allyl vinyl ethers.	2010-02-03	20067245
Organogenic nodule formation in hop: a tool to study morphogenesis in plants with biotechnological and medicinal applications.	2010	20811599
A novel synthesis of SO(3)H type gemini surfactant having semifluoroalkyl group as hydrophobic group.	2010	20720379
Noninvasive detection of lung cancer by analysis of exhaled breath.	2009-09-29	19788722
Gosteli-Claisen rearrangement: DFT study of substituent-rate effects.	2009-06-05	19435361
[Advances in plant lipoxygenases research].	2009-01	19441219
Asymmetric Claisen rearrangements on chiral vinyl sulfoxides.	2009	19035377
Sunflower-based feedstocks in nonfood applications: Perspectives from olefin metathesis.	2008-08	19325810
Enantioselective Claisen rearrangements with a hydrogen-bond donor catalyst.	2008-07-23	18576616
Claisen rearrangement of aliphatic allyl vinyl ethers in the presence of copper(II) bisoxazoline.	2008-07-04	18543970
Energetics of the allyl group.	2007-11-09	17924695
Calculational and experimental investigations of the pressure effects on radical-radical cross combination reactions: C2H5+C2H3.	2007-07-26	17585737
Stereoselective olefin isomerization leading to asymmetric quaternary carbon construction.	2007-06-07	17506575
Evidence for oxylipin synthesis and induction of a new polyunsaturated fatty acid hydroxylase activity in Chondrus crispus in response to methyljasmonate.	2007-05	17428728
Conversion of methanol into hydrocarbons over zeolite H-ZSM-5: ethene formation is mechanistically separated from the formation of higher alkenes.	2006-11-22	17105263
Tandem Diels-Alder cycloadditions of 2-pyrone-5-acrylates for the efficient synthesis of novel tetracyclolactones.	2006-08-18	16901177
One-Pot synthesis of gamma,delta-unsaturated carbonyl compounds from allyl alcohols and vinyl or isopropenyl acetates catalyzed by [IrCl(cod)]2.	2006-08-04	16872222
Ionizing radiation-induced destruction of benzene and dienes in aqueous media.	2006-05-01	16719115
Catalytic, efficient, and syn-selective construction of deoxypolypropionates and other chiral compounds via Zr-catalyzed asymmetric carboalumination of allyl alcohol.	2006-03-08	16506734
Additivity rule holds in the hydrogen transfer reactivity of unsaturated fatty acids with a peroxyl radical: mechanistic insight into lipoxygenase.	2006-03-07	16491182
Arachidonate 12-lipoxygenases with reference to their selective inhibitors.	2005-12-09	16171776
Transition-metal-mediated cascade reactions: the water-accelerated carboalumination-Claisen rearrangement-carbonyl addition reaction.	2005-09-30	16277333
C-H activation by a mononuclear manganese(III) hydroxide complex: synthesis and characterization of a manganese-lipoxygenase mimic?	2005-07-13	15998097
Regioselective Lewis acid-mediated [1,3] rearrangement of allylvinyl ethers.	2005-05-26	15901162
Combined NMR and quantum chemical studies on the interaction between trehalose and dienes relevant to the antioxidant function of trehalose.	2005-02-24	16851317
On the lack of conjugation stabilization in polyynes (polyacetylenes).	2004-10-15	15471463
Desymmetrization of meso-dienyne by asymmetric Pauson-Khand type reaction catalysts.	2004-05-07	15116221
(2,7-Disubstituted-1,8-biphenylenedioxy)bis(dimethylaluminum) as bidentate organoaluminum Lewis acids: elucidation and synthetic Utility of the double electrophilic activation phenomenon.	2004-02-04	14746484
Understanding the puzzling chemistry of bicyclo[2.1.0]pentane.	2004-01-07	14737667
Catalyzed olefin isomerization leading to highly stereoselective Claisen rearrangements of aliphatic allyl vinyl ethers.	2003-10-29	14570453
Regioselectivity in aromatic Claisen rearrangements.	2003-07-11	12839439
Identification of oxidized derivatives of neuroketals.	2002-09-24	12234189
Selective C-C bond formation between alkynes mediated by the [RuCp(PR)(3)](+) fragment leading to allyl, butadienyl, and allenyl carbene complexes--an experimental and theoretical study.	2002-09-02	12360936
Ab initio study of 1,4-pentadienyl electrocyclic reactions.	2002-04-05	11925244
Formation of a 1-bicyclo[1.1.1]pentyl anion and an experimental determination of the acidity and C-H bond dissociation energy of 3-tert-butylbicyclo[1.1.1]pentane.	2002-03-20	11890831
Influence of regio- and stereoregularity of propene insertion on crystallization behavior and elasticity of ethene-propene copolymers.	2002-02-27	11853417
C-H bond activation by a ferric methoxide complex: modeling the rate-determining step in the mechanism of lipoxygenase.	2002-01-09	11772065
High-throughput evaluation of olefin copolymer composition by means of attenuated total reflection Fourier tranform infrared spectroscopy.	2001-11-13	11703157
Reactivity of a metallacyclopentatriene intermediate: metal-to-ligand-to-metal re-migration of a phosphine ligand versus a 1,2 hydrogen shift.	2001-10-07	12240257

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:51:10 GMT 2025` Edited by `admin` on `Mon Mar 31 18:51:10 GMT 2025`
Record UNII	A5IF861OQ5
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

1,4-PENTADIENE

Systematic Name

English

NSC-73902

Preferred Name

English

PENTA-1,4-DIENE

Systematic Name

English

Code System Code Type Description

EPA CompTox

DTXSID8060456