1,3-BUTADIENE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C4H6
Molecular Weight	54.0904
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C=CC=C

InChI

InChIKey=KAKZBPTYRLMSJV-UHFFFAOYSA-N

InChI=1S/C4H6/c1-3-4-2/h3-4H,1-2H2

HIDE SMILES / InChI

Molecular Formula	C4H6
Molecular Weight	54.0904
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
Vinyl-vinyl coupling on late transition metals through C-C reductive elimination mechanism. A computational study.	2002-03-20	11890836
Laser-induced selectivity for dimerization versus polymerization of butadiene under pressure.	2002-03-15	11896273
Investigation of the mechanism of n-butane oxidation on vanadium phosphorus oxide catalysts: evidence from isotopic labeling studies.	2002-02-27	11853438
[Cycloaddition of 1-methyl-2(1H)-quinolones having an electron-withdrawing group at the 3 or 4-position with 1,3-butadiene derivatives].	2002-02	11857959
Theoretical investigation of the mechanism of cis-trans regulation for the allylnickel(II)-catalyzed 1,4 polymerization of butadiene.	2002-02	11851387
Association of the blood/air partition coefficient of 1,3-butadiene with blood lipids and albumin.	2002-02	11836145
The effect of virtual cross linking on the oxidative stability and lipid uptake of aliphatic poly(urethane urea).	2002-01	11762847
Synthesis of optically active 2-alkoxy-2H-pyran-3(6H)-ones. Their use as dienophiles in Diels-Alder cycloadditions.	2001-12-28	11749616
Assessment of 1,3-butadiene exposure in polymer production workers using HPRT mutations in lymphocytes as a biomarker.	2001-12	11748032
Hydroxymethylvinyl ketone: a reactive Michael acceptor formed by the oxidation of 3-butene-1,2-diol by cDNA-expressed human cytochrome P450s and mouse, rat, and human liver microsomes.	2001-12	11743741
Diene-Containing half-sandwich MoIII complexes as ethylene polymerization catalysts: experimental and theoretical studies.	2001-11-05	11757648
Bimolecular kinetic studies with high-temperature gas-phase 19F NMR: cycloaddition reactions of fluoroolefins.	2001-10-17	11592874
Expression of ras (p21) protein in plasma from exposed workers and from patients with lung disease.	2001-10	11725347
Life style factors and acquired susceptibility to environmental disease.	2001-10	11725340
Beyond butadiene II: thermal isomerization of the [2 + 2] photodimer of an all-trans tetraene, (R)-4,4abeta,5,6,10a-hexahydro-10abeta-methyl-2(3H)-methyleneanthracene, to a 16-membered [8 + 8] cycle.	2001-09-19	11552824
Theoretical evaluation of the origin of the regio- and stereoselectivity in the Diels-Alder reactions of dialkylvinylboranes: studies on the reactions of vinylborane, dimethylvinylborane, and vinyl-9-BBN with trans-piperylene and isoprene.	2001-09-12	11535090
Reaction mechanism and structure-reactivity relationships in the stereospecific 1,4-polymerization of butadiene catalyzed by neutral dimeric allylnickel(II) halides [Ni(C3H5)X]2 (X- = Cl-, Br-, I-): a comprehensive density functional theory study.	2001-09-03	11575769
Combustion products of 1,3-butadiene are cytotoxic and genotoxic to human bronchial epithelial cells.	2001-09	11673128
Human physiologic factors in respiratory uptake of 1,3-butadiene.	2001-09	11673121
Combustion of gasolines in premixed laminar flames European certified and California phase 2 reformulated gasoline.	2001-08	11513414
Effect of 4-vinylcyclohexene on micronucleus formation in the bone marrow of rats and mice.	2001-08	11452399
Transition states and mechanisms of the hetero-Diels-Alder reactions of hyponitrous acid, nitrosoalkanes, nitrosoarenes, and nitrosocarbonyl compounds.	2001-07-27	11463273
Ultrafast dynamics of cyclohexene and cyclohexene-d10 excited at 200 nm.	2001-07-25	11459489
Characterization of volatile organic compounds in smoke at municipal structural fires.	2001-07-20	11482799
Evaluation of hepatic cytochrome P4502E1 in the species-dependent bioactivation of 4-vinylcyclohexene.	2001-07-13	11488405
Synthesis of derivatives of C-nucleoside analogues using 'push-pull' functionalized monosaccharides.	2001-07-12	11448683
Diels-Alder reaction of 1,3-butadiene derivatives with 1-methyl-2(1H)-quinolones having an electron-withdrawing group at the 4-position.	2001-07	11456099
Palladium-catalyzed cross-coupling reaction of organoindiums with aryl halides in aqueous media.	2001-06-28	11418033
Characterization of volatile organic compounds in smoke at experimental fires.	2001-06-08	11405415
Urinary metabolites and haemoglobin adducts as biomarkers of exposure to 1,3-butadiene: a basis for 1,3-butadiene cancer risk assessment.	2001-06-01	11397424
Hemoglobin adducts as biomarkers of 1,3-butadiene in occupationally low exposed Italian workers and a few diesel-exposed miners.	2001-06-01	11397421
Advances in the mass spectrometry of hemoglobin adducts: global analysis of the covalent binding of butadiene monoxide.	2001-06-01	11397420
Dose-response implications of the University of Alabama study of lymphohematopoietic cancer among workers exposed to 1,3-butadiene and styrene in the synthetic rubber industry.	2001-06-01	11397418
Future research needs for the health assessment of 1,3-butadiene.	2001-06-01	11397417
Comparative toxicity of dithiocarbamates and butadiene metabolites in human lymphoid and bone marrow cells.	2001-06-01	11397416
Insights into the toxicokinetics and toxicodynamics of 1,3-butadiene.	2001-06-01	11397415
The influence of co-exposure to dimethyldithiocarbamate on butadiene metabolism.	2001-06-01	11397414
Application of process chemistry and SAR modelling to the evaluation of health findings of lower olefins.	2001-06-01	11397413
A mortality, morbidity, and hematology study of petrochemical employees potentially exposed to 1,3-butadiene monomer.	2001-06-01	11397412
A cohort mortality study among workers at a 1,3 butadiene facility.	2001-06-01	11397411
Leukemia and exposure to 1,3-butadiene, styrene and dimethyldithiocarbamate among workers in the synthetic rubber industry.	2001-06-01	11397410
Assessment of butadiene exposure in synthetic rubber manufacturing workers in Texas using frequencies of hprt mutant lymphocytes as a biomarker.	2001-06-01	11397407
Markers for carcinogenicity among butadiene-polymer workers in China.	2001-06-01	11397406
Biomarkers for assessing occupational exposures to 1,3-butadiene.	2001-06-01	11397405
Genetic and dietary factors affecting human metabolism of 1,3-butadiene.	2001-06-01	11397404
A very short synthesis of steroids from 1,3-butadiene and benzocyclobutenes.	2001-01-12	11429887
Thermodynamic and kinetic issues in the formation and oxidation of aromatic species.	2001	11878004
Point mutations induced by 1,2-epoxy-3-butene N1 deoxyinosine adducts.	2001	11774359
Reactive metabolites of 1,3-butadiene: DNA and hemoglobin adduct formation and potential roles in carcinogenicity.	2001	11765021
Chromosome damage from biological reactive intermediates of benzene and 1,3-butadiene in leukemia.	2001	11764955

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:14:52 GMT 2025` Edited by `admin` on `Mon Mar 31 19:14:52 GMT 2025`
Record UNII	JSD5FGP5VD
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NCI-C50602

Preferred Name

English

1,3-BUTADIENE

Systematic Name

English

1,3-BUTADIENE [IARC]

Common Name

English

.ALPHA.,.GAMMA.-BUTADIENE

Systematic Name

English

BUTADIENE

Systematic Name

English

ERYTHRENE

Systematic Name

English

BIETHYLENE

Common Name

English

DIVINYL

Common Name

English

1,3-BUTADIENE [MI]

Common Name

English

BUTADIENE, 1,3-

Systematic Name

English

VINYLETHYLENE

Systematic Name

English

1,3-BUTADIENE [HSDB]

Common Name

English

BIVINYL

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C44351