VINYL ACETYLENE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C4H4
Molecular Weight	52.0746
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C=CC#C

InChI

InChIKey=WFYPICNXBKQZGB-UHFFFAOYSA-N

InChI=1S/C4H4/c1-3-4-2/h1,4H,2H2

HIDE SMILES / InChI

Molecular Formula	C4H4
Molecular Weight	52.0746
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
Multiple alkynes react with ethylene to enhance carbon nanotube synthesis, suggesting a polymerization-like formation mechanism.	2010-12-28	21050015
Harmful gases including carcinogens produced during transurethral resection of the prostate and vaporization.	2010-11	20880073
Can (pi)6 + (pi)4 = 10? Exploring cycloaddition routes to highly unsaturated 10-membered rings.	2010-06-23	20509653
H-atom yields from the photolysis of acetylene and from the reaction of C2H with H2, C2H2, and C2H4.	2010-04-15	20102233
Partially fluorinated butatrienes: a coupled cluster study.	2010-03-18	20170178
Evaluation of 4-[(18)F]fluoro-1-butyne as a radiolabeled synthon for click chemistry with azido compounds.	2010-02	19939684
Energy barriers of vinylidene carbene reactions from the anti-hermitian contracted Schrödinger equation.	2010-01-14	20055521
Critical points bifurcation analysis of high-l bending dynamics in acetylene.	2009-12-28	20059058
A theoretical study of the reaction mechanism and product branching ratios of C2H + C2H4 and related reactions on the C4H5 potential energy surface.	2009-10-22	19610595
Crossed molecular beams study on the formation of vinylacetylene in Titan's atmosphere.	2009-10-22	19522519
Size- and solvent-dependent kinetics for cis-trans isomerization in donor-acceptor systems.	2009-06	19196546
Cyclic versus linear isomers produced by reaction of the methylidyne radical (CH) with small unsaturated hydrocarbons.	2009-01-28	19123915
Pyrolysis of methyl tert-butyl ether (MTBE). 1. Experimental study with molecular-beam mass spectrometry and tunable synchrotron VUV photoionization.	2008-10-23	18823099
Palladium-catalyzed cyclization/Heck- and cyclization/conjugate-addition-type sequences in the preparation of polysubstituted furans.	2008-05-02	18363372
Potential use of antiviral agents in polio eradication.	2008-04	18394270
Ruthenium-catalyzed vinylic substitution reactions with nucleophiles via butatrienylidene intermediates.	2008-03-12	18275196
Acetylene-vinylidene isomerization in ultrashort intense laser fields studied by triple ion-coincidence momentum imaging.	2008-02-28	18315041
Dimerization of alkynes promoted by a pincer-ligated iridium complex. C-C reductive elimination inhibited by steric crowding.	2007-01-31	17243822
Indium-mediated selective introduction of a 1,3-butadien-2-yl group at the C4-position in 2-azetidinones and application of 1,3-diene-tethered 2-azetidinones in the Diels-Alder reaction.	2007	17705202
Experimental and computational study of the ultraviolet photolysis of vinylacetylene. Part II.	2006-12-07	19810410
Exploration of the potential energy surface of C4H4 for rearrangement and decomposition reactions of vinylacetylene: a computational study. Part I.	2006-12-07	19810409
Ab initio/Rice-Ramsperger-Kassel-Marcus study of the singlet C4H4 potential energy surface and of the reactions of C2(X1 Sigmag+) with C4H4(X1A1g) and C(1D) with C3H4 (allene and methylacetylene).	2006-10-07	17029439
Bending dynamics of acetylene: new modes born in bifurcations of normal modes.	2006-09-28	16986877
Calculating vibrational energies and wave functions of vinylidene using a contracted basis with a locally reorthogonalized coupled two-term Lanczos eigensolver.	2006-09-07	16965084
Aquasonolysis of thioethers.	2006-05	16039900
Theoretical study of isomerization and dissociation of acetylene dication in the ground and excited electronic states.	2005-10-01	16223301
Photocyclization of 2-vinyldiphenylacetylenes and behavior of the isonaphthalene intermediates.	2005-08	16052270
First-principles analysis of the effects of alloying Pd with Ag for the catalytic hydrogenation of acetylene-ethylene mixtures.	2005-06-30	16852540
Semispectroscopic and quantitative structure-property relationship estimates of the equilibrium and vibrationally averaged structure and dipole moment of 1-buten-3-yne.	2005-06-02	16833826
C-C coupling reactions in the coordination sphere of rhodium(I) and rhodium(III): New routes for the di- and trimerization of terminal alkynes.	2005-04-21	15824785
Dendronized linear polymers via "click chemistry".	2004-11-24	15547986
A theoretical study of the formation of phosphaacetylene by thermolysis of triallylphosphine.	2004-07-23	15255743
Tetrabromobutatriene: completing the perhalocumulene series.	2004-06-24	15200290
Pyrolysis of p-benzosemiquinone.	2002-01-11	11777448

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:56:31 GMT 2025` Edited by `admin` on `Mon Mar 31 19:56:31 GMT 2025`
Record UNII	VW72FM10OQ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

VINYL ACETYLENE

Systematic Name

English

1-BUTEN-3-YNE

Preferred Name

English

1-BUTENYNE

Systematic Name

English

BUTENYNE

Systematic Name

English

VINYLACETYLENE

Systematic Name

English

3-BUTYN-1-ENE

Systematic Name

English

MONOVINYLACETYLENE

Systematic Name

English

3-BUTEN-1-YNE

Systematic Name

English

ETHENE, ETHYNYL-

Systematic Name

English

1-BUTEN-3-YNE [HSDB]

Common Name

English

VINYLETHYNE

Systematic Name

English

Code System Code Type Description

HSDB

5743